Events in Montgomery, NY

● Listings verifiedThursday, September 17 · every listing checked against its source by our Montgomery editors

19This week
64Next 30 days
1Free this week
47Venues tracked
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This weekend in Montgomery

The ones worth planning around. All 8 weekend events →

Trustee Time

Sat, Sep 19 · 8:30am · Java Blue Coffee & Market, Montgomery

Live music in Montgomery

6 shows this weeksee the full live-music calendar →

  • Thu 5pm

    Any Night Ramblers- WBOT Music & Farmers Market in the Park

    Wurtsboro Veteran's Memorial Park, 1 3rd St, Wurtsboro · verified Sep 13
    Free

    This event highlights Any Night Ramblers.

    Event website ↗
  • Sat 6:30pm

    The Beatles Candlelight Experience In Newburgh, NY - Saturday September 19th

    Christ Lutheran Church Newburgh, NY, 186 Fullerton Ave, Newburgh · verified Sep 13
    See details

    Presented by Lumos, this classical tribute to The Beatles takes place at Christ Lutheran Church in Newburgh. A string trio performs songs including Come Together, Here Comes the Sun, Eleanor Rigby, Yesterday, Twist and Shout, Good Day Sunshine, Lady Madonna, Blackbird, Get Back, Let It Be, Penny Lane, All You Need Is Love, Something, Yellow Submarine, Help, and Hey Jude. Two sittings are offered. Seating is first come, first served within your chosen tiered zone, available in Platinum, Gold, Silver, or Bronze. The venue is wheelchair accessible, though front row placement cannot be guaranteed. This event is for ages eight and older. Lumos partners with churches and venues across the United States and makes a donation to a different charity each month.

    Event website ↗
  • Sat 8pm

    Moonflower Classic Rock @ The Union House Inn

    22 Hepper St, Walden · verified Sep 13
    See details

    Moonflower takes the stage at The Union House Inn for a debut performance filled with classic rock favorites and timeless anthems. Enjoy live music alongside great food and ice cold drinks, with plenty of chances for dancing and sing along moments. There is no cover charge.

    Event website ↗
  • Sat 8pm

    ‘The 4 Queens’ starring Vivian Ross

    Towne Crier Cafe, 379 Main Street, Beacon · verified Sep 13
    See details

    The 4 Queens brings a vibrant concert experience that pairs powerhouse vocals with eye-catching stagecraft, celebrating the music of Aretha Franklin, Tina Turner, Whitney Houston, and Donna Summer, with additional tributes to Gladys Knight and more. Conceived and directed by globally recognized bassist Gary Grainger alongside recording artist Vivian Ross, whose releases include work on Polygram, this touring production keeps the energy high and the memories flowing. Expect a lively atmosphere that encourages singing along, dancing, laughter, and a heartfelt revisit of beloved hits. Tickets are $35 in advance and $40 at the door. All sales are final. Dinner reservations require one entree per person. Show-only ticket holders are admitted 15 minutes before the performance begins. The advance price ends one hour before doors open.

    Event website ↗

All upcoming events, day by day

Every event we track in Montgomery this week, in order. After one kind of thing? Live music has their own calendar.

Thursday, September 17 4 events
  • 10am

    Voice Explorers - Journey Deep Into Your Voice

    98 Old East Rd, Wallkill · verified Sep 13
    See details

    Guided by teaching duo Marya Lowry and Phil Timberlake, this immersive workshop invites participants to traverse the full landscape of vocal expression. Play with sound in all its colors, from tender whispers to bold resonance, and discover a voice that feels more fully your own. The emphasis is on authenticity rather than perfection. The experience blends body and movement practices to deepen the connection between breath and voice with improvisational explorations that expand range, color, and timbre. Expect a mix of ensemble sessions and individual attention, along with mindful work on listening to oneself and to others. Rooted in the Roy Hart Centre approach, the training opens pathways to multiple octaves of sound and expression. Built as a retreat as well as a workshop, the schedule includes time to pause and reflect, swim in a lake, gather by a bonfire, and hike through the woods. Pricing is all inclusive and covers the full program, lodging, meals and drinks, plus access to the land, lake, and studio spaces. Options include single occupancy at $840 for a private room in a shared house, double occupancy at $720 per person for a shared bedroom, a bed in a five person dorm at $675, camping at $630 for those bringing their own tent and gear, a commuter rate of $540 with meals, and a commuter rate of $480 without meals. Two complimentary spots are reserved for BIPOC participants, additional financial assistance is available upon request, and a $50 early bird discount is offered for a limited time. Inspired by Rumi’s call to meet beyond ideas of right and wrong, the atmosphere centers curiosity, courage, and discovery.

    Event website ↗
  • 4pm

    Ribbon Cutting: Mackey Catania & Whalen LLP

    103 Executive Dr, New Windsor · verified Sep 13
    See details

    A ribbon cutting ceremony will honor Mackey Catania & Whalen LLP. The occasion centers on the official cut of the ribbon to recognize the firm.

    Event website ↗
  • 5pm

    Any Night Ramblers- WBOT Music & Farmers Market in the Park

    Wurtsboro Veteran's Memorial Park, 1 3rd St, Wurtsboro · verified Sep 13
    Free

    This event highlights Any Night Ramblers.

    Event website ↗
  • 5:30pm

    Boards and Beats SUP Yoga

    Long Dock Park - Town of Beacon, NY, 23 Long Dock Road, Beacon · verified Sep 13
    See details

    A sunset stand-up paddleboard yoga session unfolds on the river to the rhythms of the Beacon Drum Circle. After the practice, participants can take part in the drum circle and dancing, emphasizing mindfulness, music, community, connection, and joy. The setting is Long Dock Park in the Town of Beacon. Additional class information is available on the event website.

    Event website ↗
Friday, September 18 3 events
  • 3pm

    Fall Reset: Come into Yourself

    Dharmakaya Center for Wellbeing, 191 Cragsmoor Rd, Pine Bush · verified Sep 13
    See details

    Autumn invites fresh beginnings. This restorative gathering focuses on helping you reset by reconnecting with nature, staying present, and listening to your inner self. Experience a broad mix of contemplative practices, including stillness meditation, yoga, walking meditation, guided compassion meditation, personal outdoor meditation, reiki, qi gong, and the soothing resonance of singing bowls.

    Event website ↗
  • 7pm

    The Savage Wonder Improv JAM!

    141 Main St, Beacon · verified Sep 13
    See details

    Savage Wonder and host Don Romaniello present a radically welcoming improv jam for the Hudson Valley community. This supportive, pressure free and judgment free space invites newcomers and seasoned performers to play, connect, and grow without the baggage of drama. Collaboration, laughter, and the spirit of yes and are at the center of the experience. It offers a fresh take on the improv jam, prioritizing inclusion, encouragement, and pure fun while celebrating the joy of being fully in the moment.

    Event website ↗
  • 7pm

    CLUE

    233 Creamery Pond Rd, Chester · verified Sep 13
    See details

    A stormy night, a curious dinner invitation, and a mansion full of suspects set the stage for a comic mystery at Sugar Loaf Performing Arts Center Pavilion. At Boddy Manor, the host has turned up dead, aliases hide secrets, and a meticulous butler unveils an assortment of potential weapons. Iconic suspects Scarlet, Plum, White, Green, Peacock, and Mustard race to expose the culprit before the situation worsens. Inspired by the cult-favorite film and the classic board game, this brisk whodunit blends rapid-fire humor with surprises all the way to the final reveal. Presented by The Sugar Loaf Arts Collective and Greenwood Lake Theater, the experience unfolds in the Pavilion Theatre and brings the audience close to the action. Ticket options include VIP at $55 with a complimentary drink and premier seating, and General Admission at $45.

    Event website ↗
Saturday, September 19 8 events
  • 8:30am

    Trustee Time

    Java Blue Coffee & Market, 8 Union St, Montgomery · verified Sep 13
    See details

    Gather at Java Blue Coffee & Market for an informal conversation with a trustee. This casual coffee meetup invites anyone to bring questions, share feedback, and talk through any concerns in a welcoming setting. All are invited to take part in the discussion over a cup of coffee.

    Event website ↗
  • 10am

    Sew EZ Creations at the Pine Bush Harvest Festival

    Pine Bush Harvest Festival, 66 Main St, Pine Bush · verified Sep 13
    See details

    Sew EZ Creations will be on site as a vendor at the Pine Bush Lions Harvest Festival. Please note that Sew EZ Creations is not organizing this event and cannot assist with vendor spots. If you are interested in becoming a vendor, reach out to the Pine Bush Lions directly. Be cautious of Facebook scammers claiming to be organizers, and avoid responding to suspicious comments or direct messages.

    Event website ↗
  • 10am

    HVDHA Annual Fall Harvest and Festival

    Hoeffner Farms, 405 Goodwill Rd, Montgomery · verified Sep 13
    See details

    Enjoy an old-fashioned day centered on harvest traditions, with activities that include harvesting, corn, and work involving draft animals. Vendor space is available; for details, contact Wendy Calyer.

    Event website ↗
  • 11am

    Readings with Michelle Lorenzo

    116 Sullivan St, Wurtsboro · verified Sep 13
    See details

    Michelle is a seasoned practitioner with more than forty years of experience in psychic abilities, divination, psychology, massage therapy, Reiki, hypnosis, and genealogy, focused on supporting personal growth and well-being. She offers Ancestral Bone Casting, a divination and mediumship session where she casts bones, stones, and charms into a woven bowl, interprets their placement, and shares messages from ancestors to help ease conflicts, remove obstacles, and point the way toward a more fulfilling path. She also provides Psychic Tarot Readings that blend intuitive insight with traditional tarot, using interactive card layouts and conversation to clarify choices, tackle challenges, and work through disagreements. To book, call the shop at 845-888-2547.

    Event website ↗
  • 12pm

    Star Wars Unlimited - Ashes of the Empire Store Showdown

    3 Wallkill Ave, Montgomery · verified Sep 13
    See details

    Star Wars Unlimited Ashes of the Empire Store Showdown features a Premier Constructed format with a $20 entry fee. Matches are best of three with a 55 minute time limit. The event uses Swiss rounds with a top cut determined by the number of players: up to eight players play three Swiss rounds with no top cut, nine to sixteen players play four Swiss rounds and cut to Top 4, and seventeen to thirty two players play five Swiss rounds and cut to Top 8. Prize support comes from the Store Showdown Kit, with a Hera Syndulla promo for every entry and Grogu Foil Top promos for top placements from Top 8 through the winner. Additional booster packs and Carbonite prizes are based on the total number of players.

    Event website ↗
  • 6:30pm

    The Beatles Candlelight Experience In Newburgh, NY - Saturday September 19th

    Christ Lutheran Church Newburgh, NY, 186 Fullerton Ave, Newburgh · verified Sep 13
    See details

    Presented by Lumos, this classical tribute to The Beatles takes place at Christ Lutheran Church in Newburgh. A string trio performs songs including Come Together, Here Comes the Sun, Eleanor Rigby, Yesterday, Twist and Shout, Good Day Sunshine, Lady Madonna, Blackbird, Get Back, Let It Be, Penny Lane, All You Need Is Love, Something, Yellow Submarine, Help, and Hey Jude. Two sittings are offered. Seating is first come, first served within your chosen tiered zone, available in Platinum, Gold, Silver, or Bronze. The venue is wheelchair accessible, though front row placement cannot be guaranteed. This event is for ages eight and older. Lumos partners with churches and venues across the United States and makes a donation to a different charity each month.

    Event website ↗
  • 8pm

    Moonflower Classic Rock @ The Union House Inn

    22 Hepper St, Walden · verified Sep 13
    See details

    Moonflower takes the stage at The Union House Inn for a debut performance filled with classic rock favorites and timeless anthems. Enjoy live music alongside great food and ice cold drinks, with plenty of chances for dancing and sing along moments. There is no cover charge.

    Event website ↗
  • 8pm

    ‘The 4 Queens’ starring Vivian Ross

    Towne Crier Cafe, 379 Main Street, Beacon · verified Sep 13
    See details

    The 4 Queens brings a vibrant concert experience that pairs powerhouse vocals with eye-catching stagecraft, celebrating the music of Aretha Franklin, Tina Turner, Whitney Houston, and Donna Summer, with additional tributes to Gladys Knight and more. Conceived and directed by globally recognized bassist Gary Grainger alongside recording artist Vivian Ross, whose releases include work on Polygram, this touring production keeps the energy high and the memories flowing. Expect a lively atmosphere that encourages singing along, dancing, laughter, and a heartfelt revisit of beloved hits. Tickets are $35 in advance and $40 at the door. All sales are final. Dinner reservations require one entree per person. Show-only ticket holders are admitted 15 minutes before the performance begins. The advance price ends one hour before doors open.

    Event website ↗
Sunday, September 20 0 events
Monday, September 21 0 events
Tuesday, September 22 1 event
  • 4pm

    Ribbon Cutting: Montgomery Veterinary Hospital

    718 River Rd, Montgomery · verified Sep 13
    See details

    A ceremonial ribbon cutting will take place for Montgomery Veterinary Hospital. The event formally marks the occasion for the practice.

    Event website ↗
Wednesday, September 23 3 events
  • 2pm

    Lunch & A Show

    Sugar Loaf Performing Arts Center Pavilion, 233 Creamery Pond Rd, Chester · verified Sep 13
    See details

    Experience a relaxed meal paired with a live performance at Sugar Loaf Performing Arts Center Pavilion. The Acchords, featuring Tommy, Warren, Joe, and Dennis, bring tight harmonies and high energy as they move from timeless favorites to contemporary tunes across a variety of genres. The price is $65 per person and includes lunch and the show. Food is by Graze & Ice Capps, with menu details to be announced.

    Event website ↗
  • 6pm

    Becoming a Master Gardener Volunteer Discussion Panel

    Cornell Cooperative Extension Orange County, 18 Seward Ave, Middletown · verified Sep 13
    See details

    Learn what it takes to become a Master Gardener Volunteer with Cornell Cooperative Extension Orange County at a discussion panel featuring experienced volunteers and the program coordinator. The session covers how to apply, how the training works, and what the volunteer role is like. Attendance at one of the two panels is required for those who plan to apply for the next Master Gardener Volunteer training. Applications will be shared with registrants and must be submitted by the stated deadline. This event is free.

    Event website ↗
  • 6:30pm

    Blues Jam Session

    Meadow Blues Coffee, 8 Greycourt Ave, Chester · verified Sep 13
    See details

    A blues jam session hosted by Dylan Doyle, a musician with roots in the South and an upbringing in the North. He began shaping his musical voice early in life and now blends R&B, Americana, and funk within the blues. His influences span Jimi Hendrix, Wes Montgomery, John Mayer, D’Angelo, Bob Dylan, John Prine, The Band, Chris Stapleton, Bill Withers, and Roberta Flack. The music centers on a sound that is distinctly American, guided by that broad lineage.

    Event website ↗

All upcoming events85 more events through Dec 11

Everything else on Montgomery's calendar over the next 30 days, in order.

Thursday, September 24 2 events
  • 5pm

    Albi Beluli

    Wurtsboro Veteran's Memorial Park, 1 3rd St, Wurtsboro · verified Sep 13
    See details

    This event highlights Albi Beluli.

    Event website ↗
  • 5:30pm

    Boards and Beats SUP Yoga

    Long Dock Park , 23 Long Dock Road, Beacon · verified Sep 14
    See details

    Sunset paddleboard yoga on the river is set to the beats of the Beacon Drum Circle, blending mindful movement with live percussion. After the class, participants take part in the drum circle and dancing alongside the community. The experience highlights mindfulness, music, connection, and joy.

    Event website ↗
Friday, September 25 6 events
  • 9am

    Emmy's Treasure Chest

    Goshen Farmers Market, 255 Main St, Goshen · verified Sep 13
    Free

    Emmy’s Treasure Chest brings stylish, budget-friendly $8 treasures to the Goshen Farmers Market. Attendees can browse accessories and other standout finds, with options to suit a range of tastes. Support a small business while discovering affordable pieces.

    Event website ↗
  • 4pm

    Barry's Grove Pre-Harvest Gathering

    James Olley Park , Walden · verified Sep 14
    Free

    This free community event at James Olley Park features activities for children, food, and live entertainment. Guests can fish at the pond and enjoy the disc golf course at their own pace. Further details will be announced.

    Event website ↗
  • 8pm

    Men of Soul

    Paramount Theatre , 17 South St, Middletown · verified Sep 14
    See details

    The Men of Soul deliver a high energy tribute to classic and contemporary Soul and R&B. This East Coast trio of powerhouse vocalists performs with a tight six piece band featuring accomplished Tri State Area musicians, creating rich harmonies and dynamic grooves from start to finish. The set spans eras and styles, from the silky sound of Philly Soul to the feel good funk of the 70s and 80s, the chart shaping hits of the 90s and 2000s, and even yacht rock favorites, with nods to artists like Earth, Wind & Fire. Known across the region as a premier tribute experience, the show blends precision, passion, and showmanship for a night of timeless songs and nonstop energy.

    Event website ↗
  • 8pm

    Gratefully Yours

    Towne Crier Cafe, 379 Main Street, Beacon · verified Sep 13
    See details

    Towne Crier Cafe presents Gratefully Yours, a Hudson Valley Grateful Dead tribute founded in 2012 by Alex Mazur, keyboardist and co-founder of The Deadbeats, a long-running Dead cover band. The band crafts shows from set lists fans send in as their dream concerts, then dives into expansive jams and spirited onstage conversation, so every performance is different. The core lineup includes Rob Schiff on rhythm guitar and vocals, Jude DeFalco on drums, and Steve Chun on bass, with special guest Steve Bernstein of Dead to the Core on lead guitar. Tickets are $20 in advance and $25 at the door. The advance price ends one hour before doors open. Show-only ticket holders are admitted 15 minutes before showtime. Dinner reservations require one entree per person. All ticket sales are final.

    Event website ↗
  • 9pm

    Iron Cobra Returns to the Union House Inn

    The Union House Inn, 22–24 Hepper Street, Walden · verified Sep 14
    See details

    www.IronCobraRocks.com

    Event website ↗
  • 9pm

    Iron Cobra

    The Union House Inn, 22 Hepper St, Walden · verified Sep 13
    See details

    Iron Cobra returns to Union House Inn with a high energy arena rock show featuring music from AC/DC, Led Zeppelin, Van Halen, Mötley Crüe, Def Leppard, and more. Marking two decades on the scene and still bringing the heat, the band delivers an all-out night of classic rock.

    Event website ↗
Saturday, September 26 4 events
  • 10:30am

    2nd Annual Corn-Holy Tournament

    Saint Joseph's Church, 180 Sullivan St, Wurtsboro · verified Sep 13
    See details

    The second annual Corn-Holy cornhole tournament returns to St. Joseph’s Church Hall, presented by the Mamakating Knights of Columbus Council 14560. The field is limited to 50 teams of two, with cash awards, a 50/50 raffle, a concession stand, and skill-toss challenges offering cash payouts. Play is professionally managed by Rabid Bag Slayers Cornhole, and the competition takes place indoors. Proceeds benefit local charities and community causes. Team entry is $80 with early payment, increasing to $100 for later or day-of registration. To register and pay through the Scoreholio app, contact CJ Harget at 845-775-9393.

    Event website ↗
  • 11am

    Gardiner Day 2026

    Majestic Park, Gardiner · verified Sep 13
    Free

    Enjoy a family-friendly day featuring no-cost entry, a selection of mobile food vendors, inflatable bounce attractions, live musical performances, a range of entertainment, and vendors from the local area. More details will be shared as they become available.

    Event website ↗
  • 11am

    Sew EZ Creations

    Walden Municipal Square, Walden · verified Sep 13
    See details

    Sew EZ Creations will be at the Walden Harvest Fest at Municipal Square as a participating vendor. Inquiries about vendor opportunities should be directed to the Walden Community Council, the festival’s organizer, as Sew EZ Creations is not able to assist with vendor spaces. Please watch for fraudulent Facebook accounts that claim to organize the event, and avoid responding to suspicious comments or direct messages.

    Event website ↗
  • 8pm

    Hotel California

    Sugar Loaf Performing Arts Center, 233 Creamery Pond Rd, Chester · verified Sep 13
    See details

    At Sugar Loaf Performing Arts Center, Hotel California delivers a faithful celebration of the Eagles, honoring the band’s music with decades of touring experience around the globe. Widely regarded as a premier stand in for the original group, they have filled outdoor spaces and arenas, shared bills with the Doobie Brothers, Lynyrd Skynyrd, Styx, Gretchen Wilson, and REO Speedwagon, and performed in India, Bermuda, Dubai, Japan, Tahiti, and across North America. The show highlights close lead vocal likeness, precise instrumentation, soaring harmonies, and high-caliber stagecraft, all shaped by more than a century of combined professional experience. Ticket options include VIP Rows A-D at $79 with VIP entrance, early admission, one free drink, and an SLPAC T-shirt. Main floor seating is available in Rows E-M for $55 and Rows N-Z for $45. Balcony seating is offered in Rows A and D for $55, and in Rows B, C, E, F, and G for $35.

    Event website ↗
Sunday, September 27 3 events
  • 8:45am

    2026 Roosa Gap Rollercoaster Runs

    Mamakating First Aid Squad, 68 Sullivan St, Wurtsboro · verified Sep 13
    See details

    Now in its 44th year, the Roosa Gap Roller Coaster Runs feature a challenging 11.8 mile run alongside a 5K run or walk in Wurtsboro, NY. The 11.8 mile route begins at the Mamakating First Aid and Rescue Squad, climbs toward Bloomingburg, passes through a hairpin turn, then makes a left at the summit onto Shawanga Lodge Road and continues toward the fire tower before reversing along the same course to the finish. For safety reasons, the longer race uses an adjusted road course again this year due to ongoing drainage issues, rather than the traditional trail route. The 5K offers a flat out and back along the historic D&H Canal Tow Path with scenic views. Hosted at the Mamakating First Aid and Rescue Squad location, the event highlights the valley’s setting and local history. Proceeds benefit the PFC Jerry B. Evans Memorial Scholarship Fund, honoring the past while supporting the future.

    Event website ↗
  • 11:30am

    Sunday Brunch

    All One One All Farm, 221 Craigville Rd, Goshen · verified Sep 13
    See details

    Experience a family-friendly seasonal brunch at the farm, built around fresh, locally sourced ingredients that are grown and prepared with care. Each gathering presents a set menu that showcases the best of the season, served in a warm and welcoming farm setting. The meal is prix fixe, and reservations are required. Menu details will be shared soon.

    Event website ↗
  • 6pm

    Jeff Dye

    Sugar Loaf Performing Arts Center Pavilion, 233 Creamery Pond Rd, Chester · verified Sep 13
    See details

    Jeff Dye delivers bold, high-volume stand-up at Sugar Loaf Performing Arts Center Pavillion, breaking past polite conversation to spark big laughs. He is a regular on Gutfeld and The Joe Rogan Experience, and audiences may know him from MTV’s Money From Strangers, NBC’s Better Late Than Never, and appearances on The Tonight Show. Expect sharp, loud, and irreverent comedy centered on blunt honesty, performed with fearless energy.

    Event website ↗
Monday, September 28 1 event
  • 6pm

    Intro to Watercolor Painting

    Watergrasshill Bed & Breakfast, 105 Phillies Bridge Rd, New Paltz · verified Sep 13
    See details

    Discover the essentials of watercolor in a welcoming, beginner-friendly workshop led by Laura Leigh. Participants practice core techniques such as color mixing, brush control, transparent layering, and building depth, all while following a guided landscape project from start to finish. The session focuses on building confidence with the medium and encouraging each person to find a personal creative voice. No experience is required, and the instruction can be adapted to accommodate a mix of skill levels. By the end, attendees will understand key watercolor methods, feel more comfortable with color and composition, and complete a finished landscape painting. Laura Leigh is a painter, educator, and singer-songwriter with more than a decade of research into natural pigments and traditional paint-making practices. Her teaching blends solid fine art guidance with hands-on exploration of the natural world to spark creativity, curiosity, and connection.

    Event website ↗
Thursday, October 1 2 events
  • 11am

    2026 Arts and Culture Festival

    Middletown Community Campus, 65 Seward Ave, Middletown · verified Sep 13
    See details

    The second Arts and Culture Festival brings together creativity, culture, community, and innovation. Expect visual art and creative displays, live performances and cultural programs, hands-on workshops paired with family activities, local cuisine and distinctive vendors, as well as opportunities to connect with artists and community organizations. Whether you are drawn to art, culture, or food, or simply want a meaningful outing with family and friends, this festival offers something for a wide range of interests and continues to grow as a community tradition.

    Event website ↗
  • 7pm

    Kill the Buddha - A One-Woman Show

    KuBe, 211 Fishkill Ave, Beacon · verified Sep 13
    See details

    A darkly funny solo piece created and performed by Eli Walker, this show pulls apart the chase for expertise, belonging, and spiritual authority. Blending confession with a sharp send-up of wellness culture, Walker traces her journey from eager yoga student to viral entrepreneur to so-called belonging expert, then exposes the gap between performing wisdom and living honestly. The story unfolds around an unguarded podcast interview, moving between past and present as she faces a teacher who exploited her search for meaning, the media engine that packaged her irreverence, and the ways she turned pain into performance. Through a gallery of characters, she challenges the habit of giving away agency to anyone promising the way, and asks what it might take to let go of the performance and speak the truth underneath it. Walker is a speaker, author, and performance artist known for work that sparks connection, and she previously founded Drunk Yoga, which later evolved into The Uplift Center, a studio focused on social wellness experiences and trainings. Produced by multi-hyphenate artist Alex Kunz and directed by Erin McGuff-Pennington, whose storytelling centers complex female perspectives, this production is co-presented by Broadway in Beacon and St. Rita's Music Room.

    Event website ↗
Friday, October 2 3 events
  • 6:30pm

    First Friday of the Month, Pot Luck, Meeting, Music

    Beacon Sloop Club, 55 Red Flynn Dr, Beacon · verified Sep 13
    See details

    The evening begins with a shared potluck meal, followed by a meeting. After the meeting, there is a circle of song.

    Event website ↗
  • 8pm

    Marshall Charloff & Purple Xperience

    Sugar Loaf Performing Arts Center, 233 Creamery Pond Rd, Chester · verified Sep 13
    See details

    At Sugar Loaf Performing Arts Center, Marshall Charloff & The Purple xPeRIeNCE present a faithful, high-energy celebration of Prince’s music, created in Minneapolis by Marshall Charloff and Matt “Doctor” Fink of Prince & The Revolution in 2011. The production was conceived to deliver the songs entirely live without backing tracks, while honoring the iconic visuals through thoughtful costuming and likeness. Now in its 15th year of touring across the country and abroad, the show has entertained more than a million fans. Highlights include official licensing by the Prince Estate in 2019 and a featured appearance in the USA Pavilion at the World Expo in Dubai in 2021. Audiences can expect a performance that is fully live from start to finish with a focus on musicianship. Marshall Charloff, seen with leading symphonies and as a headliner at Red Rocks Amphitheater, also mounted a solo residency in Las Vegas, and he fronts a band of Minneapolis all-star players for this experience. Ticket options include VIP seats in rows A through D at $89 with VIP entrance, early entry, one free drink, and an SLPAC T-shirt. Seats in rows E through M are $78. Seats in rows N through Z are $69. Balcony rows A and D are $69, and balcony rows B, C, E, F, and G are $55.

    Event website ↗
  • 8pm

    Live and Let Die

    Paramount Theatre, 17 South St, Middletown · verified Sep 14
    See details

    An expansive symphonic concert celebrates Paul McCartney’s music, led by Tony Kishman, a veteran of Broadway’s Beatlemania whose portrayal has earned praise from Beatles producer George Martin and from McCartney himself. A 12 piece orchestra brings added depth and power as favorites like Live and Let Die, Hey Jude, Penny Lane, and Maybe I’m Amazed take center stage, performed with precision and heart. With world class musicians, immersive visuals, and refined production, the show turns timeless hits into a live experience with a cinematic feel.

    Event website ↗
Saturday, October 3 4 events
  • 8am

    HVDS Show at WillsWay Equestrian Center

    WillsWay Equestrian Center, 270 Conklingtown Rd, Goshen · verified Sep 13
    See details

    This HVDS show takes place at WillsWay Equestrian Center. Entries are accepted during a set opening period and close by the listed deadline, so participants should plan ahead to submit within the designated window.

    Event website ↗
  • 10am

    2026 Gardening Classes

    Cornell Cooperative Extension , 18 Seward Ave, Middletown · verified Sep 14
    See details

    Master Gardener Volunteers present a series of stand-alone gardening classes, and you can register for as many sessions as you like. The program spans topics such as making maple syrup at home, cultivating shiitake mushrooms on logs, and starting seeds outside through winter sowing. Other classes explore soil fundamentals and sustainable practices, planning and caring for a productive vegetable garden, and adding fruit to the backyard, from apples and pears to pawpaws, serviceberries, raspberries, and strawberries. Composting is covered with guidance on what and where to compost, practical bin ideas, and vermicomposting. Additional sessions focus on using cover crops to protect and enrich garden soil, integrating native plants into existing beds with time to review photos, site plans, and plant lists and create a multi‑year plan, and identifying beneficial and harmful insects with an opportunity to apply new skills outdoors. Design-minded gardeners can learn core principles of landscape design and get step-by-step direction for reducing or replacing lawn, including goal setting, budgeting, site assessment, preparation, plant selection, and establishing a wildflower meadow. Seasonal care is addressed with a class on preparing the garden for winter, including what to cut back, what to leave for wildlife and protection, and ways to guard plants from wind and deer. A session on native grasses highlights durable, low‑maintenance choices and how to match species to moist or dry conditions. In the event of severe weather, select classes move online. The fee is $10 per class, with a solidarity option available at no cost for those who cannot pay at this time.

    Event website ↗
  • 11am

    Fenders N’ Flannels

    Hoeffner Farms, 405 Goodwill Rd, Montgomery · verified Sep 13
    See details

    Fenders N’ Flannels is an annual truck show that supports breast cancer awareness. The previous event raised more than $10,000, and organizers are working to make the upcoming edition even bigger. It offers a chance for truck enthusiasts to showcase their vehicles while contributing to a meaningful cause.

    Event website ↗
  • 12pm

    Hudsonfest 2026

    The Ellis , 60 Dubois Street, Newburgh · verified Sep 14
    Free

    HUDSONFEST 2026 returns to The Ellis with free admission for all ages. A new artist lineup and vendors will be announced.

    Event website ↗
Sunday, October 4 3 events
  • 6pm

    Kristin Key Live

    Sugar Loaf Performing Arts Center, 231 Creamery Pond Road, Chester · verified Sep 13
    See details

    Kristin Key performs live at Sugar Loaf Performing Arts Center in Chester, New York. See her on stage for an in-person show at the venue.

    Event website ↗
  • 6pm

    Kristen Key

    Sugar Loaf Performing Arts Center, 233 Creamery Pond Rd, Chester · verified Sep 13
    See details

    Kristin Key presents a lively blend of stand-up and musical comedy from a national headliner whose shows often sell out across the country. Her online videos have amassed more than 95 million views and a following of over 900,000 across social platforms. Dedicated to community uplift, she fosters welcoming spaces for audiences of all backgrounds and contributes to local nonprofits with each tour date. Recent recognition includes the North County LGBTQ Resource Center’s Award of Merit in 2024 and a place on the 2025 Curve Power List. Her work spans six full-length comedy albums and a DryBar special, with screen and airwave appearances on NBC’s Bring the Funny and Last Comic Standing, VH1, and SiriusXM. She also hosts Kristin Knows Blank, a comedy podcast featuring interviews and games with pop culture figures and rising comics, available on major streaming platforms. She is currently headlining an international tour.

    Event website ↗
  • 7pm

    Michele Gedney Album Release Show

    Towne Crier Cafe, 379 Main Street, Beacon · verified Sep 13
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    Towne Crier Cafe presents an album release concert for award-winning songwriter Michele Gedney, celebrating Map of the World, her first solo recording after more than twenty years as part of the folk duo Open Book. Created in the aftermath of the loss of her husband and musical partner, Rick Gedney, the new songs follow a personal path through grief, remembrance, resilience, and renewal. The set explores how we move ahead when familiar markers shift, offering an intimate look at love, loss, hope, and the ways music helps us make sense of change. Michele appears with the musicians who played on the record, including producer and guitarist Billy Masters, keyboardist Daniel Weiss, drummer Marco Giovino, and bassist Michael Visceglia, bringing the album to life on stage with heartfelt performances and stories. Tickets are $25 in advance and $30 at the door. All ticket purchases are final. Dinner reservations require one entree per person. Show-only ticket holders are admitted 15 minutes before showtime. Advance pricing is available until 1 hour before doors open.

    Event website ↗
Monday, October 5 2 events
  • 5:30pm

    Monthly Community Yoga Class

    6 Broadway Ave, Chelsea · verified Sep 13
    See details

    This monthly, pay-what-you-can community yoga class welcomes people of all backgrounds and experience levels to practice Iyengar yoga together. The teaching focuses on alignment while building strength, increasing flexibility, and cultivating mindful awareness, with step-by-step guidance provided throughout. Suggested donation guidelines are available to help with choosing an amount, and participants may contribute what feels appropriate so the class remains accessible to the whole community.

    Event website ↗
  • 8pm

    HV Jazz Jam

    Quinn's, 330 Main St, Beacon · verified Sep 13
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    The HV jazz jam returns, anchored by a house band featuring Elliot Steele on keys, Mark Venuto on bass, and Bryan Kopchak on drums. A house drum kit, keyboard, bass amp, guitar amp, and PA are provided, and there is no sign up sheet since the rotation is arranged on the spot through conversation. Players should be ready to call standards they know well, preferably without reading, and free improvisations are welcome with some limitations. A $5 contribution per participant is strongly encouraged, and attendees are encouraged to tip their servers and support Quinn's.

    Event website ↗
Wednesday, October 7 1 event
  • 5:30pm

    Intro to Watercolor Landscapes: Autumn in the Hudson Valley

    That Creative Space, 333 Fishkill Ave, Beacon · verified Sep 13
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    Explore the basics of watercolor landscape painting in a warm, creative setting at That Creative Space in Beacon, NY. This beginner-friendly workshop invites you to portray the Hudson Valley in autumn, from mountain silhouettes and winding river scenes to historic farms and bursts of brilliant foliage. With relaxed, step-by-step guidance, you will practice approachable techniques like mixing colors, building depth through layered washes, and depicting trees, broad skies, and water reflections. The emphasis is on creative expression rather than perfection, creating a calm, mindful experience for any skill level. All supplies are provided, no prior experience is required, and the session is open to adults and participants 15 and older. Teaching artist Laura Lee Lanchantin, a New Paltz-based painter and maker of organic watercolor paints, blends abstraction with landscape in her work. She holds a BFA in Painting and Drawing from SUNY New Paltz, has completed multiple artist residencies including many in national parks, and developed an earth pigment library sourced from ochre minerals and clays from around the country. Her approach centers on the therapeutic power of painting and on helping people connect through creativity.

    Event website ↗
Thursday, October 8 1 event
  • 3pm

    Embodied Aliveness: Reclaiming Presence, Vitality, and Joy

    Dharmakaya Center for Wellbeing, 191 Cragsmoor Rd, Pine Bush · verified Sep 13
    See details

    Step back from constant doing and settle into a fuller way of being. This experiential gathering blends brief lecture, movement, and embodied practices to support slowing down, reconnecting with the body, and awakening a more grounded, present, and alive sense of vitality.

    Event website ↗
Saturday, October 10 6 events
  • 10am

    Landscape Architecture in the Hudson Valley

    Goshen Public Library & Historical Society, 366 Main St, Goshen · verified Sep 13
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    Woodbury Town Historian Alex Prizgintas explores the impact of renowned architects on the Hudson Valley, highlighting how their work shaped the region’s landscape architecture. This talk offers historical context on influential figures and the designs that left a lasting mark across the valley.

    Event website ↗
  • 11am

    Rick Hearst, Kristen Vaganos and Josh Kelly LIVE in Newburgh, NY

    Silk Factory, 299 Washington St, Newburgh · verified Sep 13
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    Silk Factory in Newburgh welcomes a General Hospital fan gathering featuring Rick Hearst, Kristen Vaganos, and Josh Kelly. With Port Charles buzzing as the daughter falls for the cowboy, the trio offers candid conversation about on-screen chemistry, dramatic twists, and moments from behind the camera. Expect stories from the set, audience Q&A, and a lively stage presence that highlights The Dad, The Daughter & The Cowboy dynamic. Hearst, Vaganos, and Kelly appear as their well known characters Ric Lansing, Molly Lansing Davis, and Cody Bell, sharing how they bring these roles to life. VIP tickets at 150 dollars plus taxes and fees include premium seating along with a post show meet and greet with photo opportunities, autographs, and selfies. General Admission at 75 dollars plus taxes and fees is show only, and General Admission Standing at 55 dollars plus taxes and fees is show only.

    Event website ↗
  • 1pm

    Empanada Festival 6

    People's Waterfront Park, 1 Washington St, Newburgh · verified Sep 13
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    New York’s original empanada festival makes its return to the Newburgh Waterfront, celebrating more than 50 different ways to enjoy empanadas. The experience features food trucks, caterers, a variety of vendors, and live music. Vendors and sponsors are welcome, and tickets are available. It is all about eating, drinking, and empanadas.

    Event website ↗
  • 5pm

    Game Show Experience by Bob Scott

    Cronomer Valley Fire Department, 296 N Plank Rd, Newburgh · verified Sep 13
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    Enjoy a buffet dinner in support of a fundraiser, followed by a lively competition show. Seating is limited, and group tickets are available. Tickets are processed through Givebutter to help keep costs down, and gratuities are optional.

    Event website ↗
  • 6pm

    First Responder Trauma Support Group

    Mental Health Association in Orange County, 73 James P Kelly Way, Middletown · verified Sep 14
    Free

    This group provides a confidential, welcoming space for first responders affected by traumatic stress to connect with others who understand and explore healthy ways to heal and move forward. It is open to fire, EMS, law enforcement, dispatchers, corrections, emergency communications, and ER or healthcare first responders. Participation is for peers only, no documentation is required, and there is no cost.

    Event website ↗
  • 8pm

    Foreign Journey

    Silk Factory, 299 Washington St, Newburgh · verified Sep 13
    See details

    Silk Factory and PMG Presents host Foreign Journey, a tribute showcase honoring the music of Foreigner and Journey. The performance spans every era, highlighting chart-toppers and beloved deep cuts with high energy and faithful detail to the sound of these two iconic bands. The group has been building momentum across Long Island and the Tri-State region and is known for an electrifying set from start to finish. This is an all-ages event, and minors must attend with an adult. Full dinner service is available in the first floor restaurant, and reservations are required for the dining room. A $20 food and beverage minimum applies per ticket. All ticket sales are final with no returns or exchanges. Seating is first come, first served, and management may adjust seating layouts or assignments as needed based on attendance.

    Event website ↗
Sunday, October 11 2 events
  • 9am

    Obstacle Wonderlands HalloWeird 4 "Relish the Adventure" OCR/ Sprint/ Adult and Kids Event

    Obstacle Wonderland, 314 New Unionville Rd, Wallkill · verified Sep 13
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    Obstacle Wonderland transforms into a pickle-themed Halloween obstacle adventure filled with playful weirdness and genuine challenges. Halloweird 4 brings mud, costumes, laughter, and handmade, themed medals to a family friendly setting. The course welcomes every pace, from all-out racing to relaxed walks with friends, and is built for adults and kids alike. This edition leans into escaping the brine and tackling the course with a spirited twist. Costumes are encouraged, smiles are expected, and getting dirty is more than possible. It is not a typical race, it is an Obstacle Wonderland experience. Proceeds from Wonderland Maker Studio items and other event extras help support Obstacle Wonderland programs, community projects, and the ongoing mission to keep obstacle course racing creative, accessible, affordable, and fun. The event also features Donate a Dragon 2, an effort to collect and create 3D printed dragons that are shared with children who could use a bit of magic, courage, and joy.

    Event website ↗
  • 6pm

    Jason Salmon

    Sugar Loaf Performing Arts Center Pavilion, 233 Creamery Pond Rd, Chester · verified Sep 13
    See details

    Enjoy a standup comedy show with Texas-born, New York City based comedian Jason Salmon at the Sugar Loaf Performing Arts Center Pavilion. His act mixes playful self-deprecation with sharp, unexpected insights. He has performed around the world, including shows for troops in Europe, South America, and Afghanistan. His special, BISCUITS and GRAVITY, is available on YouTube, and his credits include Red Dead Redemption 2, Orange Is the New Black, HBO, Comedy Central, At Home with Amy Sedaris, Hulu’s Wu-Tang Clan series, and 30 Rock. Tickets are offered at two levels, with VIP priced at $39 and general admission at $29.

    Event website ↗
Monday, October 12 1 event
  • 3pm

    The Power of Silence: A Silent Retreat for Body, Mind, and Spirit

    Dharmakaya Center for Wellbeing, 191 Cragsmoor Rd, Pine Bush · verified Sep 13
    See details

    Step away from constant noise and spend four days in quiet meditation and personal reflection. Set amid the Hudson Valley’s vibrant peak autumn colors, this experience nurtures a calm, present focus through the restorative power of silence.

    Event website ↗
Tuesday, October 13 1 event
  • 7pm

    Ghost Hunters' Steve Gonsalves Live: A Life with Ghosts -

    City Winery Hudson Valley, 23 Factory St, Montgomery · verified Sep 13
    See details

    Steve Gonsalves, familiar from Ghost Hunters, Ghost Nation, The House Inbetween, and the bestselling book A Life with Ghosts, leads an immersive night of hauntings, history, and real accounts drawn from his extensive archive. This edition brings fresh stories, added historical insights, and footage not previously shared. Through personal testimony, rare video, haunted items, and candid behind-the-scenes insights, he opens up some of his most notable cases, the evidence collected, and the experiences gathered over years of investigation. He also digs into the authentic history tied to these moments, which can be just as disquieting as the reported activity. The program mixes humor with interaction with the crowd and a live Q&A, giving fans time to ask about techniques, findings, and the narratives behind the investigations. A limited number of VIP packages are offered. It is an intimate and thought-provoking evening with one of the most recognized voices in the paranormal.

    Event website ↗
Wednesday, October 14 1 event
  • 7pm

    Dr. Temple Grandin

    Paramount Theatre , 17 South St, Middletown · verified Sep 14
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    At the Paramount Theatre of Middletown, this event features Dr. Temple Grandin, Ph.D., widely known as one of the most accomplished autistic adults and a noted expert in humane livestock handling. Her life story inspired the HBO film Temple Grandin, with Claire Danes portraying her on screen. Grandin was inducted into the American Academy of Arts and Sciences in 2016 and has shared her work through outlets such as NPR, ABC's Primetime Live, The Today Show, and the BBC special The Woman Who Thinks Like a Cow. She is among the few specialists worldwide who design livestock handling equipment and is known for speaking about autism and cattle handling. Her bestselling book Visual Thinking explores the strengths of people who think in pictures, patterns, and abstractions, and she has also delivered the TED talk The World Needs ALL Kinds of Minds.

    Event website ↗
Friday, October 16 2 events
  • 7pm

    The Addams Family Musical

    Sugar Loaf Performing Arts Center, 233 Creamery Pond Rd, Chester · verified Sep 13
    See details

    The Sugar Loaf Arts Collective teams up with Core Theatre Group and Warwick Center for the Performing Arts to bring a musical comedy inspired by Charles Addams’ iconic family to the stage. The story explores love, family connections, and the ups and downs of growing up in true Addams style, brought to life by Broadway guest artists, music and lyrics by Andrew Lippa, and a book by Marshall Brickman and Rick Elice. Tickets are $79 for rows A through D, $55 for rows E through M, $45 for rows N through Z, $55 for balcony rows A through E, and $35 for balcony rows E through G.

    Event website ↗
  • 9pm

    Iron Cobra Returns

    Horse & Sulky, 809 Bloomingburg Rd, Bloomingburg · verified Sep 14
    See details

    Get set for an electrifying rock experience where the volume rises and the energy never lets up.

    Event website ↗
Saturday, October 17 1 event
  • 7:30pm

    Funny Women of a Certain Age

    Paramount Theatre , 17 South St, Middletown · verified Sep 14
    See details

    This stand-up showcase features Carole Montgomery alongside Monique Marvez and Tammy Pescatelli. Launched by Montgomery after decades on stage as a way to perform with her peers, it has grown into a recognized comedy series dedicated to giving seasoned women a strong spotlight. With a changing lineup of veteran comedians, the show has filled venues and led to three Showtime specials that set ratings records. The performers are trailblazers whose work helped open doors for many of today’s women in comedy.

    Event website ↗
Friday, October 23 3 events
  • 3pm

    Selfcare and Energy Repair

    Dharmakaya Center for Wellbeing, 191 Cragsmoor Rd, Pine Bush · verified Sep 13
    See details

    A restorative multi-day retreat focused on a comprehensive toolkit for self-care. Each day features practices such as invigorating vinyasa yoga, guided loving-kindness meditation, breathwork, meridian-focused energy work, sound baths, somatic movement, and targeted strength and mobility sessions. Participants can expect to leave with a sense of clarity, calm, and renewed energy.

    Event website ↗
  • 7pm

    Uncle Shoehorn's Big Easy at the Silk Factory - Newburgh NY - Fri. Oct 23, 7PM

    Silk Factory, 299 Washington St, Newburgh · verified Sep 13
    See details

    Uncle Shoehorn's Big Easy & New Yorleans Horns brings a New Orleans style celebration to Silk Factory in Newburgh, NY. The nine piece group pays tribute to the sounds of the Crescent City with favorites by Doctor John, The Meters, the Neville Brothers, Preservation Hall Jazz Band, Galactic, Little Feat, Trombone Shorty, and more. Look forward to spirited grooves, bold brass, and a festive vibe... beads and dancing shoes encouraged.

    Event website ↗
  • 8pm

    Patrick Perone Elvis Tribute and the Blue Suede Rockers

    Towne Crier Cafe, 379 Main Street, Beacon · verified Sep 13
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    Patrick Perone honors Elvis Presley with a dynamic performance that re-creates the feel of a 1970s Elvis concert. An Elvis Tribute Artist International Hall of Fame inductee, he appears with the Blue Suede Rockers, featuring John Lawson on bass, Bill Pizzolongo on drums, Mark Schmarlzried on guitar, and Patrick Gregor on keyboards. Tickets are $30 in advance and $35 at the door. All ticket purchases are final. Dinner reservations require one entree per person. Show-only ticket holders are admitted 15 minutes before showtime. Advance pricing ends one hour before doors.

    Event website ↗
Saturday, October 24 3 events
  • 8:30am

    Hudson Valley Walk for Research

    Heritage Financial Park, 1500 NY-9D, Wappingers Falls · verified Sep 13
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    At Heritage Financial Park, this research-focused walk features a village area to explore, followed by a ceremony and then the start of the route. Participants can circle the field once or complete additional laps. The course is accessible for wheelchairs and strollers, and dogs are allowed.

    Event website ↗
  • 9am

    Walk to End Alzheimer's - Orange/Sullivan County

    Benedict Farm Park, 1673–1703 NY-17K Montgomery‎ New York‎ 12549 United States, Montgomery · verified Sep 13
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    Hope is growing as new treatments emerge for Alzheimer’s and other dementias. This community walk, part of the Alzheimer’s Association Walk to End Alzheimer’s, helps keep that momentum going by raising funds to fight the disease. Recognized as the largest global fundraiser focused on ending Alzheimer’s, it unites participants in support of the cause.

    Event website ↗
  • 10am

    2026 Create an Autumn Wreath

    18 Seward Ave, Middletown · verified Sep 13
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    Explore the colors and textures of fall at a hands-on workshop where participants create a custom wreath using natural dried flowers, leaves, and other seasonal accents. The fee is $35 per person and covers all materials to make one wreath. Enrollment is limited to 20 participants. There are no refunds, and if you cannot attend you may send someone in your place.

    Event website ↗
Sunday, October 25 3 events
  • 8am

    Kiwanis Scholarship Run/Walk

    Chadwick Lake, 1702 Route 300, Newburgh · verified Sep 13
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    The Kiwanis Club of Newburgh Scholarship Run/Walk brings a family-friendly 4-mile trail experience to Chadwick Lake Park in Newburgh, New York. Participants follow a scenic loop around the lake while helping fund scholarships and educational and enrichment opportunities for children and students through the Kiwanis Club of Newburgh Foundation. The event features music from K104 with special guest Skywalker, breakfast and refreshments such as eggs and sausage, coffee, sports drinks, muffins, croissants, fruit and snacks, along with gift-basket raffles from local businesses and health and wellness vendors. Registered participants receive a Color Cube T-shirt. Age-group winners earn custom awards from FCC Gallery & Awards, and the overall male and female finishers each receive a $100 cash prize. Dogs are welcome, and registration covers Chadwick Lake Park entry. Open to competitive runners, casual walkers, families, local residents and visitors to the Hudson Valley, this 4-mile run and walk offers a chance to stay active outdoors while supporting young people in the community.

    Event website ↗
  • 8:30am

    We Can Be Heroes 5K Run/Walk & Kids Fun - Support Victims & Survivors of Abuse

    Orange County Airport - MGJ, 500 Dunn Rd, Montgomery · verified Sep 13
    See details

    Honor everyday heroes at the 9th annual We Can Be Heroes 5K Run Walk and Kids Fun Run. Participants can run or walk on the runway at Orange County Airport, pairing a memorable course with a mission to raise awareness and funds for Fearless! Hudson Valley. Runners and walkers of all ages are welcome. Registration offers options for individuals, pairs, and groups of three or more, and the Kids 1/4 Mile Fun Run is free. All proceeds support Fearless! and its education, prevention, and advocacy work, as well as comprehensive services that include shelter for victims and survivors of interpersonal violence, human trafficking, sexual violence, and other forms of crime victimization.

    Event website ↗
  • 11:30am

    Sunday Brunch at AOOA Farm

    221 Craigville Rd, Goshen · verified Sep 13
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    A family friendly brunch celebrating the season features fresh local ingredients that are grown and prepared with care. Each gathering offers a set menu that showcases peak seasonal flavors, served in a warm, welcoming farm setting. This is a prix fixe experience and reservations are required. Detailed menu information will be shared soon.

    Event website ↗
Wednesday, October 28 1 event
  • 6:30pm

    Blues Jam Session Hosted by Tony Vee

    8 Greycourt Ave, Chester · verified Sep 13
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    Tony Vee leads a live blues jam with the stage ready and the groove set. Known as the Gitfiddle Man, he ignites the energy and keeps the music flowing all night. Musicians and listeners can enjoy the scene, whether stepping up to play or settling in to take it all in. A $15 food and drink minimum applies.

    Event website ↗
Thursday, October 29 2 events
  • 3pm

    Autumnal Awakening Yoga Retreat

    Dharmakaya Center for Wellbeing, 191 Cragsmoor Rd, Pine Bush · verified Sep 13
    See details

    Reconnect with nature and a sense of community through daily yoga, nourishing seasonal cuisine, and the tranquil atmosphere of a mountain sanctuary. Each day brings yoga, seasonal meals designed to nourish, and quiet moments in a serene setting.

    Event website ↗
  • 7pm

    The Strayaways – Burke, Foley & O’Leary

    Towne Crier Cafe, 379 Main Street, Beacon · verified Sep 13
    See details

    At Towne Crier Cafe, The Strayaways bring together three standout artists in Irish traditional music. Fiddler Kevin Burke, born in London and raised in Sligo, has powered groups such as the Bothy Band, Patrick Street, Open House, and the Celtic Fiddle Festival. His graceful tone, driving bow, and deep repertoire have influenced countless players, including Dylan Foley, a Catskills native and winner of four All-Ireland fiddle titles whose playing blends dazzling technique with deep respect for tradition. Completing the trio, Dublin’s Eamon O’Leary provides refined accompaniment on bouzouki and guitar and contributes clear, beautifully crafted songs, creating a rich and intimate sound. Tickets are $35 in advance and $40 at the door. All purchases are final. Dinner reservations require one entree per person. Holders of show-only tickets may enter 15 minutes before showtime. The advance price ends one hour before doors open.

    Event website ↗
Friday, October 30 1 event
  • 6pm

    YMCA's 6th Annual Gala

    City Winery Hudson Valley, 23 Factory St, Montgomery · verified Sep 13
    See details

    A festive evening of celebration and connection supports the YMCA’s mission to strengthen the community through youth development, healthy living, and social responsibility. The evening includes flavorful food and beverages, live performances, and a silent auction featuring special items and one of a kind experiences. There are also opportunities to meet fellow community members, local leaders, and other YMCA supporters. Proceeds from each ticket help fund YMCA programs and services that provide long term benefits for children, families, and individuals across the community. Tickets are $200 for an individual and $350 for a couple.

    Event website ↗
Saturday, October 31 3 events
  • 8am

    Save the Date! Skyline's Fast CAT 10/31 & 11/1

    120 Tetz Ln, Middletown · verified Sep 13
    See details

    Skyline brings back an AKC Fast CAT weekend following a strong turnout and positive feedback from its inaugural event. The focus is a fun mix of racing, titles, and community over two days. Expect familiar participants returning, along with dogs trying Fast CAT for the first time. Additional details, including the premium and entry information, will be shared as the event approaches.

    Event website ↗
  • 11am

    Oracle Readings & Crystal Healing with Nakita

    116 Sullivan St, Wurtsboro · verified Sep 13
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    Nakita offers oracle readings and crystal healing in a setting centered on mindfulness and meditation. As a lightworker, intuitive energy healer, and Registered Nurse, she guides a gentle journey that invites balance in mind, body, and spirit. Drawing on the unique frequencies of Mother Earth’s crystals, sessions are tailored to help clear energetic disharmony and encourage love, confidence, and relief from anxiety, depression, chronic pain, and more. Moon oracle readings are also available, a practice she uses to connect with your spirit guides and the universe for direction and answers to your questions. Her specialty is Healing Hands and Raising Your Vibrations. To reserve a spot, call 845-888-2547.

    Event website ↗
  • 8pm

    Back to the Garden 1969: A ‘Hippie Halloween’ & 17th Anniversary Show

    Towne Crier Cafe, 383 Main St, Beacon · verified Sep 13
    See details

    Back to the Garden 1969 celebrates the spirit of Woodstock with performances of songs made famous by Crosby, Stills, Nash & Young, Joe Cocker, Sly & the Family Stone, Santana, Janis Joplin, and more from that historic August weekend. Attendees are welcome to dress as a favorite 60s figure, or simply come as they are. Tickets are $40 in advance and $45 at the door, and all ticket purchases are final. Dinner reservations require one entree per guest. Show-only ticket holders may enter 15 minutes before the show begins, and advance pricing ends one hour before doors open.

    Event website ↗
Friday, November 6 1 event
  • 7pm

    Dylan Doyle Band

    8 Greycourt Ave, Chester · verified Sep 13
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    The Dylan Doyle Band presents a soulful blend that weaves R&B, Americana, and funk into one cohesive style. With roots in the South and an upbringing in the North, Dylan Doyle draws on wide ranging inspirations that include Jimi Hendrix, Wes Montgomery, John Mayer, D’Angelo, Bob Dylan, John Prine, The Band, Chris Stapleton, Bill Withers, and Roberta Flack. Known from a young age for imaginative interpretations, he shapes these influences into a sound that feels distinctly American.

    Event website ↗
Saturday, November 7 2 events
  • 10am

    2026 Natural Plant Dyes - Hands-on Workshops

    18 Seward Ave, Middletown · verified Sep 13
    See details

    Explore the color potential of plants in a hands-on workshop led by local artisan Kirsten Gabrielsen. She grows and forages materials such as cosmos, goldenrod, phragmites, coreopsis, amaranth, chamomile, and indigo, then turns blooms and leaves into vivid dyes for natural fiber yarns. Learn how to create a spectrum of hues from plants that can be grown in Orange County while walking through each step of the dyeing process. The session begins with an overview of making plant-based dyes, then moves into a practical project. Participants will prepare dye from plants, dye yarn, and take home two sample skeins of naturally colored yarn. Hand-dyed yarn will be available for purchase after the workshop. Registration is limited to the first 12 people. The fee is $30 per person and includes all materials to dye two sample skeins. There are no refunds. If you cannot attend, you may send someone in your place.

    Event website ↗
  • 7:30pm

    The Spinners

    Paramount Theatre of Middletown, 17 South St, Middletown · verified Sep 13
    See details

    The Spinners take the spotlight for a performance grounded in more than six decades of R&B heritage. Recognized for smooth harmonies, memorable hooks, and a refined stage presence, the group built a catalog that anchors classic soul. Their national breakthrough came during their Motown era with the single Its a Shame, produced and co written by Stevie Wonder, which rose to number 14 on the Billboard Hot 100 and made a strong impact in R&B. Their greatest commercial streak followed in the 1970s when Henry Fambrough, Billy Henderson, Pervis Jackson, Bobbie Smith, and Philippé Wynne collaborated with producer Thom Bell, shaping the Philadelphia soul sound and turning out a remarkable run of hits.

    Event website ↗
Tuesday, November 10 1 event
  • 7pm

    Megan Woods - Montgomery, NY

    2135 State Route 208, Montgomery · verified Sep 13
    See details

    Megan Woods brings The Truth Tour to Goodwill Church in Montgomery, NY, joined by Jeremy Rosado, recognized from American Idol and The Voice. Expect an evening centered on worship, heartfelt connection, and a clear focus on God’s truth as Megan shares the music and stories that have connected with audiences nationwide. After a standout year and a successful spring leg, the tour returns for an expanded 30-city journey across the United States, continuing the momentum of her first headlining run. Tickets are on sale. VIP, early entry, and general admission options are planned, and the schedule may be adjusted. To protect buyers, TPR does not permit third party ticket resales on its event pages. Use the official ticketing outlet, since purchases from other sellers are not guaranteed and may limit access to updates or assistance.

    Event website ↗
Friday, November 13 2 events
  • 3pm

    Yoga Retreat for Women: Calm in the Whirlwind 2006

    Dharmakaya Center for Wellbeing, 191 Cragsmoor Rd, Pine Bush · verified Sep 13
    See details

    Unwind in a supportive circle of sister-friends. Replenish your spirit with yoga, guided meditation, deep rest, delicious food, meaningful conversations, quiet moments, time among the trees, and plenty of laughter.

    Event website ↗
  • 8pm

    Iron Cobra Debuts at Hurricane Grill and Wings!

    Hurricane Grill & Wings (829 Broadway, Newburgh, NY), 829 Broadway, Newburgh · verified Sep 13
    Free

    Iron Cobra brings its first-ever show to Hurricane Grill & Wings in Newburgh, and admission is free. Promoted as a debut to remember, this kickoff performance marks a new start for the act at the venue.

    Event website ↗
Saturday, November 14 2 events
  • 2pm

    Ken from Nailedshutt solo at Bashakill Vineyards

    Bashakill Vineyards, Wurtsboro · verified Sep 13
    See details

    This event focuses on music described as wooden.

    Event website ↗
  • 8pm

    The Bookends Band’s 50th Anniversary Concert & Celebration

    Towne Crier Cafe, 379 Main Street, Beacon · verified Sep 13
    See details

    Marking half a century on stage, The Bookends celebrate their 50th with a concert that showcases the Tri-State band’s heartfelt mix of classic rock staples, rare finds, and original tunes. Expect an evening filled with songs, nostalgia, and the vibrant spirit that has shaped their long run. Whether you have followed them for decades or are hearing them for the first time, this celebration salutes five decades of great music, friendships, and memories. Tickets are $30 in advance and $35 at the door. All sales are final. Dinner reservations require one entree per person. Show-only ticket holders are admitted 15 minutes before showtime. The advance price ends 1 hour before doors.

    Event website ↗
Sunday, November 15 1 event
  • 7pm

    John Gorka

    Towne Crier Cafe, 379 Main Street, Beacon · verified Sep 13
    See details

    John Gorka, a widely respected American singer songwriter, is recognized by Rolling Stone as a leading voice of the New Folk movement that rose in the early 1990s. Shaped by the music of Stan Rogers, Eric Andersen, Tom Paxton, and Claudia Schmidt, he developed his craft in New York City within Jack Hardy’s Fast Folk community, a springboard for many notable artists. His body of work includes 11 acclaimed albums, the collector's box The Gypsy Life pairing a high definition DVD with a companion CD, and Pure John Gorka, a Windham Hill retrospective. He also recorded with Lucy Kaplansky and Eliza Gilkyson as Red Horse, a collaboration praised by critics and fans that reached the Billboard Folk charts and became a favorite on folk radio. His songs have been covered or performed by Mary Chapin Carpenter, Nanci Griffith, Mary Black, and Maura O'Connell, and his appearances include Austin City Limits, Mountain Stage, etown, and CNN. Tickets are $30 in advance and $35 at the door. All sales are final. Dinner reservations require one entree per person. Show only tickets are admitted 15 minutes before showtime. The advance price ends one hour before doors open.

    Event website ↗
Wednesday, November 18 1 event
  • 2pm

    Lunch & A Show - Country Jamboree

    233 Creamery Pond Rd, Chester · verified Sep 13
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    Lunch & A Show is a new format at the Sugar Loaf Performing Arts Center that pairs a meal with live entertainment. This edition features The Country Jamboree, a salute to the golden era of country music. A seasoned cast, with backgrounds that include sharing stages with many of the genre’s most popular artists, performs songs associated with Johnny Cash, Patsy Cline, Willie Nelson, Merle Haggard, Loretta Lynn, Hank Williams and others. The program evokes the spirit of the Grand Ole Opry, moving from high-energy hoedown numbers to heartfelt love songs in a single, cohesive show. Lunch is served before the performance.

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Saturday, November 21 2 events
  • 10am

    2026 Create a Fall Pumpkin Centerpiece

    18 Seward Ave, Middletown · verified Sep 13
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    Create a festive fall centerpiece inside a ceramic pumpkin, perfect for bringing Thanksgiving spirit to your home. Instructors will guide you through choosing flower varieties, properly conditioning fresh blooms, and arranging them into a finished design. Each participant completes a fresh floral centerpiece, and all materials are included with registration. The fee is $30 per person. Space is limited to the first 20 people. Registrations are nonrefundable, and if you cannot attend you may send someone in your place.

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  • 8pm

    Chester, NY: Matt Fraser – America’s Top Medium LIVE

    Sugar Loaf Performing Arts Center, 231 Creamery Pond Road, Chester · verified Sep 13
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    Seen on television delivering readings to audiences worldwide, Matt Fraser brings a 90 minute, interactive evening to Sugar Loaf Performing Arts Center. A New York Times bestselling author promoted as the nation’s top psychic medium, he shares messages from loved ones in spirit in real time, moving through the audience to offer readings that include names, memories, dates, and other personal details. As messages unfold in the moment, emotional and specific connections can lead to comfort, healing, laughter, and tears, and skeptics in the crowd often change their minds. Even when a reading is meant for someone else, many attendees feel the insights speak to them and leave feeling they heard exactly what they needed. Every seat offers the chance to be close to the experience, and no two nights are the same since the flow is guided by spirit and shaped by the people in the room. Presented as more than a show, it is framed as a shared experience that affirms love continues beyond this life. Tickets are limited and the event is expected to sell out.

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Wednesday, November 25 2 events
  • 3pm

    Just Be: A Thanksgiving Personal Retreat

    Dharmakaya Center for Wellbeing, 191 Cragsmoor Rd, Pine Bush · verified Sep 13
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    Step away from everyday demands and settle into the tranquil setting of the Center for a personal retreat during the season of gratitude. Spend five nights devoted to yourself and your practice, with plenty of peaceful solitude and satisfying vegetarian cuisine. The emphasis is on rest, contemplation, and allowing yourself to simply be.

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  • 9pm

    Iron Cobra Thanksgiving Eve Party at the ALL NEW Union House Inn!

    The Union House Inn, 22–24 Hepper Street, Walden · verified Sep 13
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    www.IronCobraRocks.com

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Sunday, November 29 1 event
  • 12pm

    November Book Club Meet: Bury Our Bones in the Midnight Soil by V.E. Schwab

    Dia:Beacon, Beacon · verified Sep 13
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    This November Book Club meetup features a tour of Dia Beacon with a focus on art, conversation, and community while exploring one of the Hudson Valley’s most iconic spaces. After the tour, the group will gather to chat, connect, and enjoy another memorable book club experience. RSVPs will close one week before the event to ensure an accurate head count.

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Thursday, December 3 1 event
  • 9am

    Resorts World Catskills Holiday Casino Trip

    555 Union Ave, New Windsor · verified Sep 13
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    Spend a day at Resorts World Catskills Casino in Monticello, New York, where slots and table games await. The trip costs $50 for residents and $65 for nonresidents and includes $25 in free slot play, a $15 food credit, and bus transportation. Departure is from the Marasco Senior Center, with a same-day return.

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Friday, December 4 5 events
  • 10am

    2026 Create a Kissing Ball

    18 Seward Ave, Middletown · verified Sep 13
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    Create a festive kissing ball with fresh evergreens at a hands-on holiday workshop. It begins with an introduction to a variety of greens and a step-by-step demonstration, then participants form small groups and work alongside Master Gardener Volunteers to craft a finished piece. Attendees are encouraged to bring gloves and clippers. Registration is limited, with two sessions offered that cap attendance at 20 in one and 9 in the other. The fee is $50 per person and includes all materials needed to make one kissing ball. There are no refunds, but if you cannot attend you may send someone in your place.

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  • 2pm

    2026 Create a Holiday Wreath

    18 Seward Ave, Middletown · verified Sep 13
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    Celebrate the season by crafting a fresh, fragrant wreath at a hands-on workshop that showcases an array of beautiful evergreens. The session begins with a guided overview of the different greens and a step-by-step demonstration, then participants team up in small groups with support from Master Gardener Volunteers to build a custom wreath. It is designed as a family-friendly activity. Please bring work gloves and a pair of clippers. Space is limited to 20 people per session. The fee is $50 per person and covers all supplies needed to make one wreath. Registrations are nonrefundable. If plans change, you may have someone attend in your place.

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  • 2pm

    2026 Create a Tabletop Tree

    18 Seward Ave, Middletown · verified Sep 13
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    Create a festive tabletop tree using fresh greens at a hands-on workshop. The session begins with a guided look at the different types of greenery followed by a demonstration. Participants then collaborate in small groups with support from Master Gardener Volunteers to craft a unique tree, making it a project families can enjoy together. Attendees are encouraged to bring gloves and clippers. Enrollment is limited to 20 people per session. The fee is $50 per person and includes all materials for one tabletop tree. Refunds are not available, and if a registrant cannot attend, another person may participate in their place.

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  • 7pm

    Ryan Marks Band

    8 Greycourt Ave, Chester · verified Sep 13
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    Ryan Marks Band delivers a trippy blend of funk, rock, blues, and improvisation, turning each performance into a fresh, cosmic journey where no two sets unfold the same way. Embracing surprise at every turn, they reinvent favorites from the 60s through the 90s with nods to artists such as Pink Floyd, Hendrix, Alice In Chains, Phish, Soundgarden, the Allman Brothers, Weezer, Pearl Jam, and Black Sabbath. The lineup features Ryan Marks on guitar, Max Aronov on bass, Ray DeLear on keys, and Brett Thomson on drums, locking into grooves that keep the energy flowing.

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  • 8pm

    The Empty Pockets

    Towne Crier Cafe, 379 Main Street, Beacon · verified Sep 13
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    Towne Crier Cafe welcomes The Empty Pockets, a quartet from Chicago that blends blues, Americana, folk, and rock and roll with a streak of roots soul. The lineup features Josh Solomon on guitar and vocals, Erika Brett on keyboards and vocals, Nate Bellon on bass and vocals, and Adam Balasco on drums. Known for charged performances and tight four part interplay, the band has earned two Billboard-topping Blues Albums and built a loyal international following through extensive touring across the United States and Europe. They have shared the stage with Kenny Loggins, Al Stewart, and Dickey Betts, and operate as a classic collective in which each member contributes as a multi instrumentalist, vocalist, and songwriter. Their shows emphasize connection and craft, balancing precision with warmth and spontaneity to create a communal atmosphere that feels both timeless and immediate. Tickets are $30 in advance and $35 at the door. All sales are final. Dinner reservations require one entree per person. Show-only tickets are admitted 15 minutes before showtime. The advance sale price ends one hour before doors.

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Saturday, December 5 1 event
  • 8pm

    SoulShine – The Allman Brothers Experience

    Towne Crier Cafe, 379 Main Street, Beacon · verified Sep 13
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    At Towne Crier Cafe, SoulShine brings a faithful celebration of the Allman Brothers Band led by veteran New York musicians who share a deep connection to the music. Expect tight twin-guitar and vocal harmonies, two drum kits driving the groove, an authentic Hammond B-3 with a Leslie cabinet, soaring slide work, and expansive improvisation, all set against a vivid video backdrop that enhances the concert atmosphere. The lineup features Chris Burke, who has handled Hammond organ, piano, and vocals for the past five years, with Norm Dodge and Geoff Hartwell trading guitar parts and sharing vocals. Bob Goetz anchors the low end on bass and adds vocals, while Ron Negro and Rob Wallis split drum duties. Industry voices have praised the group’s authenticity and energy. John Scher of Metropolitan Entertainment has called them a standout among Allman Brothers tributes. Steve Walters of The Cutting Room NYC highlights their heartfelt solos, commitment to the original sound, and striking visuals. Josh Cohen of Garcia’s at The Capitol Theatre notes that they capture the songs, the solos, and the spirit that devoted fans expect, digging deep into the jams that keep audiences returning. Tickets are 30 dollars in advance and 35 dollars at the door. All purchases are final. Dinner reservations require one entree per guest. Holders of show-only tickets are admitted 15 minutes before the performance begins. The advance price ends one hour before doors open.

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Friday, December 11 1 event
  • 7pm

    Junior Mack

    8 Greycourt Ave, Chester · verified Sep 13
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    Meadow Blues welcomes Junior Mack to the stage for a live performance that blends blues, rock, and gospel. A self-taught guitarist and vocalist who has been performing since 1968, Junior has developed a distinctive style rooted in these traditions. He is the front man for Jaimoe’s Jasssz Band, a founding member of the Grammy-nominated Heritage Blues Orchestra, and has shared the stage with The Allman Brothers Band, Warren Haynes, Derek Trucks, Honeyboy Edwards, The Marshall Tucker Band, and Cyndi Lauper. His music has reached audiences across the United States, Europe, and India, and this appearance brings that experience to Chester, NY.

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