Events in Florida, NY

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

24This week
68Next 30 days
5Free this week
59Venues tracked

This weekend in Florida

The ones worth planning around. All 14 weekend events →

Trustee Time

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

Free events in Florida

5 of this week's 24 events cost nothing. See all 5 free events →

  • 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 10am

    SCS Fall Festival 2026

    53 Unionville Ave, Sussex · verified Sep 13
    Free

    This family-friendly fall festival takes place at the Sussex County Fair Grounds in Augusta, New Jersey. Admission and parking are free, with food, vendor booths, games, and more to enjoy.

    Event website ↗
  • Sat 10am

    FREE Community Shred Day

    127 E Main St, Washingtonville · verified Sep 13
    Free

    Safeguard personal information and cut down on clutter at a free community shredding event offering secure, on-site destruction of sensitive papers. Bring items such as old bills, bank statements, and other confidential documents to be shredded while you wait. Each person may bring up to three boxes or bags. Only paper will be accepted, and binders, plastic, and electronics are not allowed. The event takes place rain or shine at the Walden Savings Bank Washingtonville Branch. There is no cost to participate, and everyone in the community is welcome.

    Event website ↗
  • Sat 11am

    Otisville Fire Company 100th Anniversary

    60 State St, Otisville · verified Sep 13
    Free

    The 100th anniversary celebration features a parade through the Village of Otisville that continues to the Town of Mount Hope Fall Festival. Fire departments, community groups, and EMS are invited to march. At the festival, look for a booth offering food, a challenge coin, and a supporter T-shirt. For marching inquiries, email Otisvillefirecompanysecretary@gmail.com.

    Event website ↗

Live music in Florida

5 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 1pm

    Jersey Swamp Cats at Wright Family Farm

    Wright Family Farm, 335 Kings Hwy, Warwick · verified Sep 13
    See details

    Ride a hayride to the concert stage at Wright Family Farm for the Jersey Swamp Cats’ debut at the venue. The band will deliver jump blues, New Orleans rhythm and blues, and vintage rock and roll, highlighted by their signature back-and-forth between guitar and piano.

    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 ↗
  • Wed 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 ↗

All upcoming events, day by day

Every event we track in Florida this week, in order. After one kind of thing? Live music and family events have their own calendars.

Thursday, September 17 1 event
  • 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 ↗
Friday, September 18 3 events
  • 2pm

    Wild Goose Trail Festival

    Ringwood State Park, Ringwood · verified Sep 13
    See details

    This trail festival at Ringwood State Park in Ringwood, New Jersey features generous cutoffs, scenic trails, a lively aid station, and participant swag. Distances include 100 miles, a 36-hour category, 100K, 50 miles, 50K, 30K, 13.1 miles, 5.5 miles, and a 1-mile kids run, offering options for a wide range of runners. The event supports the non-profit partner Bigger Than The Trail. A Trail Party Handbook is available with complete details.

    Event website ↗
  • 5pm

    Town of Mount Hope Fall Festival

    Mount Hope Town Park, 42 Mt Hope Ave, Otisville · verified Sep 13
    See details

    The Town of Mount Hope Fall Festival brings a weekend filled with food, music, a parade, rides, fireworks, and more. A fireworks show is planned for Saturday. Vendor applications are open for those interested in participating.

    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 13 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 ↗
  • 9am

    AHA Basic Life Support (BLS) Provider

    10 Brooklyn St, Port Jervis · verified Sep 13
    See details

    The AHA Basic Life Support (BLS) Provider course is instructor-led and tailored for healthcare professionals. Training covers individual and team approaches to basic life support, with application in healthcare facilities and in prehospital care. It is designed for physicians, nurses, paramedics, EMTs, respiratory therapists, physical therapists, and other clinical staff who require proficiency in CPR and other fundamental cardiovascular life support. The curriculum aligns with the science outlined in the 2025 AHA Guidelines for CPR and ECC.

    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 ↗
  • 10am

    SCS Fall Festival 2026

    53 Unionville Ave, Sussex · verified Sep 13
    Free

    This family-friendly fall festival takes place at the Sussex County Fair Grounds in Augusta, New Jersey. Admission and parking are free, with food, vendor booths, games, and more to enjoy.

    Event website ↗
  • 10am

    FREE Community Shred Day

    127 E Main St, Washingtonville · verified Sep 13
    Free

    Safeguard personal information and cut down on clutter at a free community shredding event offering secure, on-site destruction of sensitive papers. Bring items such as old bills, bank statements, and other confidential documents to be shredded while you wait. Each person may bring up to three boxes or bags. Only paper will be accepted, and binders, plastic, and electronics are not allowed. The event takes place rain or shine at the Walden Savings Bank Washingtonville Branch. There is no cost to participate, and everyone in the community is welcome.

    Event website ↗
  • 10am

    Lakeside Comic Con

    Ringwood · verified Sep 13
    See details

    This relaxed, one-day comic convention by the lake celebrates creativity, storytelling, and community. It brings together professional and independent comic creators for an all-ages gathering where fans can meet artists, discover new books, and enjoy the world of comics in a friendly hometown setting. Attendees can browse comics, prints, and original art, chat with creators, and pick up a sketch or signed book while supporting independent artists. The event also features toys, collectibles, vintage clothing, Ghostbusters and Star Wars highlights, Legos, free creative workshops, live music, and a Pokemon card swap meetup. It is well suited for longtime fans, curious newcomers, and families with young readers. Tickets are $5, with a presale offer of three for $10. Vendor and artist tables are free this year.

    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 ↗
  • 11am

    Otisville Fire Company 100th Anniversary

    60 State St, Otisville · verified Sep 13
    Free

    The 100th anniversary celebration features a parade through the Village of Otisville that continues to the Town of Mount Hope Fall Festival. Fire departments, community groups, and EMS are invited to march. At the festival, look for a booth offering food, a challenge coin, and a supporter T-shirt. For marching inquiries, email Otisvillefirecompanysecretary@gmail.com.

    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 ↗
  • 12pm

    2nd Annual Tricky Tray

    VFW Post 161, 47-51 Owen Street, Port Jervis · verified Sep 13
    See details

    The doors will be open to welcome attendees.

    Event website ↗
  • 1pm

    Jersey Swamp Cats at Wright Family Farm

    Wright Family Farm, 335 Kings Hwy, Warwick · verified Sep 13
    See details

    Ride a hayride to the concert stage at Wright Family Farm for the Jersey Swamp Cats’ debut at the venue. The band will deliver jump blues, New Orleans rhythm and blues, and vintage rock and roll, highlighted by their signature back-and-forth between guitar and piano.

    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

    Next Stop Comedy at Drowned Lands Brewery

    251 State School Rd, Warwick · verified Sep 13
    See details

    Next Stop Comedy brings stand-up to Drowned Lands Brewery with a fresh roster each time. Every show spotlights comedians who have appeared on TV and on podcasts, creating a rotating showcase of different acts at each performance.

    Event website ↗
Sunday, September 20 1 event
  • 11am

    Sussex County Day

    Sussex County Fair Grounds, Sussex · verified Sep 13
    Free

    At Sussex County Day at Sussex County Fair Grounds, ECRDA will showcase its mobile museum and offer a complimentary metal detecting hunt for children. The group has participated for the past two years and has made connections with many attendees, including meeting Michelle and Dennis of Rebecca’s Homestead.

    Event website ↗
Monday, September 21 1 event
  • 5:30pm

    SCA Archery Practice at Midland Vale 2026

    Salisbury Mills, 6 White Oak Acrs, Salisbury Mills · verified Sep 13
    See details

    This SCA archery practice invites participants to bring their own gear for target shooting. A limited amount of loaner equipment may be available with advance notice so availability can be confirmed. For location details, send a message. Harassment and bullying of any individual or group are not permitted by the SCA. Anyone who engages in such behavior may be subject to appropriate sanctions. If you experience or witness harassment, bullying, or retaliation, contact a seneschal, the President of the SCA, or your Kingdom’s Board Ombudsman.

    Event website ↗
Tuesday, September 22 2 events
  • 7:30am

    Metro Golf Outing @ Ballyowen

    Ballyowen Golf Club, 105-137 Wheatsworth Rd, Hamburg · verified Sep 13
    See details

    Now in its tenth year, this golf outing at Ballyowen Golf Course features check-in with breakfast, a modified shotgun start, and a post-round lunch with awards. Early bird registration is available, and the outing is known to fill quickly. Pricing is $295 per golfer or $1,080 per foursome during the early period, increasing to $315 per golfer or $1,160 per foursome afterward.

    Event website ↗
  • 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

    Education Center & 4-H Park, 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 events84 more events through Dec 11

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

Thursday, September 24 1 event
  • 5pm

    Albi Beluli

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

    This event highlights Albi Beluli.

    Event website ↗
Friday, September 25 7 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 ↗
  • 2pm

    Caitlin Moran: How To Be Hopeful @ Arts Centre, Warwick - 25 Sept 2026

    Arts Centre, Warwick, 43 West St, Warwick · verified Sep 13
    See details

    Caitlin Moran brings How To Be Hopeful to the stage in a live appearance at the Arts Centre in Warwick.

    Event website ↗
  • 4pm

    Barry's Grove Pre-Harvest Gathering

    James Olley Park, Walden · verified Sep 17
    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 ↗
  • 5:30pm

    Kids Night Out/Parents Night Off

    Karate Quest Dojo Port Jervis, 78 Front St, Port Jervis · verified Sep 13
    See details

    A kid-focused night out offers children a fun evening while parents and guardians take some time off. Registration is available and space is limited. Direct questions to the organizers.

    Event website ↗
  • 8pm

    Men of Soul

    Paramount Theatre of Middletown, 17 South St, Middletown · verified Sep 13
    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 ↗
  • 9pm

    Iron Cobra Returns to the Union House Inn

    The Union House Inn, 22–24 Hepper Street, Walden · verified Sep 13
    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 5 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

    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 ↗
  • 6pm

    The Field of Residence

    Maple Meadow, 131 Old Ridge Rd, Warwick · verified Sep 13
    See details

    A full moon equinox community sound immersion unfolds in an open meadow in Warwick, where ten sound healers form a circle around participants. There is no stage. Live tones from crystal bowls, gongs, chimes, and other sacred acoustic instruments rise from every direction as daylight fades and the moon appears. The focus is on many voices and many instruments working together to create one shared field of sound for deep rest. Capacity is intentionally limited, and admission is $55.

    Event website ↗
  • 8pm

    Hotel California: The Original Eagles Tribute

    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 5 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 ↗
  • 1pm

    Port Jervis Repair Cafe

    St. Peter's Lutheran Church, 31 W Main St, Port Jervis · verified Sep 13
    See details

    A fixing session will take place at St. Peter's in the basement. The space is fully handicap accessible through the street level door. Attendees can bring items that need repair, and if they can fit through the entrance, they will be considered for a repair attempt.

    Event website ↗
  • 2pm

    No Direction

    Jersey Ave., Port Jervis · verified Sep 13
    Free

    No Direction brings a live set to a popular, free street festival at the Fall Foliage Festival. The event welcomes families and offers more than 175 vendors, classic cars on display, plenty of food, interactive activities, and a full slate of performances, with much more to explore.

    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 ↗
Thursday, October 1 1 event
  • 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 ↗
Friday, October 2 3 events
  • 7pm

    Live at the Sussex Saloon

    The Sussex Saloon, 15-17 Main St, Sussex · verified Sep 13
    See details

    An event centered on roots, blues, and rock and roll.

    Event website ↗
  • 8pm

    Marshall Charloff and 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 of Middletown, 17 South St, Middletown · verified Sep 13
    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 5 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 Orange County, 18 Seward Ave, Middletown · verified Sep 13
    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

    106th Annual Sussex County Firemen’s Association Inspection Day & Parade

    Sussex Fire Department, 25 Loomis Ave, Sussex · verified Sep 13
    Free

    The 106th annual Sussex County Firemen’s Association Inspection Day and Parade features a participant lineup followed by the procession. After the parade, a hose-laying contest takes place and trophies are awarded.

    Event website ↗
  • 1pm

    McMule

    Wright Family Farm, 335 Kings Hwy, Warwick · verified Sep 13
    See details

    Moonshine brings its picking to Wright Family Farm. The farm offers activities for all ages, with plenty to explore throughout the grounds. The atmosphere centers on a crisp fall day in the country.

    Event website ↗
Sunday, October 4 3 events
  • 9am

    36th Annual Warwick Applefest

    Village of Warwick, Warwick · verified Sep 13
    See details

    Orange County, NY's biggest festival returns for its 36th year, featuring unique craft vendors and food vendors, a carnival for kids, animals, and more. This family event offers a range of activities intended to appeal to all ages.

    Event website ↗
  • 6pm

    Kristin Key Live

    Sugar Loaf Performing Arts Center, 231 Creamery Pond Road, Chester · verified Sep 13
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    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 Pavilion, 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 ↗
Wednesday, October 7 1 event
  • 11am

    15th Annual Golf Classic - Charitable Golf Outing

    Ballyowen Golf Club, 105-137 Wheatsworth Rd, Hamburg · verified Sep 13
    See details

    Registration is open for the 15th annual charity golf outing at Ballyowen Golf Club. A portion of proceeds supports Family Promise of Sussex County and its housing stabilization program, and this fundraiser has helped SCAR contribute more than $143,000 to the community. The day includes 18 holes with a shotgun start, lunch, use of a cart, a complimentary round at the turn, dinner, a swag bag, cigars on the course, a hole in one contest, beat the pro, cocktails, awards, a 50/50, a tricky tray, and plenty of bragging rights. Pricing is $275 for an individual golfer with dinner, $250 per player for a foursome with dinner, and $80 for dinner and the tricky tray only. For sponsorship opportunities, email EMILY@SCARNJ.COM.

    Event website ↗
Saturday, October 10 5 events
  • 9am

    Free AHA Heartsaver First Aid & CPR

    Port Jervis Volunteer Ambulance Corps, 10 Brooklyn St, Port Jervis · verified Sep 13
    Free

    Build confidence in lifesaving skills with the Orange County Heartsaver First Aid and CPR program. The training highlights how to recognize cardiac arrest and begin CPR while waiting for EMS, reinforcing the chain of survival. CPR helps maintain oxygen flow to the brain and vital organs, where irreversible damage can occur within minutes, which can affect both survival and quality of recovery. This program is free for individuals who live or work in Orange County.

    Event website ↗
  • 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 ↗
  • 1pm

    Tulane Green Wave at Army Black Knights Football

    Michie Stadium, 700 Mills Rd, West Point · verified Sep 13
    See details

    Tulane Green Wave meets the Army Black Knights at Michie Stadium in West Point. The matchup features differing styles and tempo. Set in one of college football’s most distinctive venues, the pageantry, Hudson Valley scenery, and near-the-field sightlines make the action feel close from the opening kickoff.

    Event website ↗
  • 6pm

    First Responder Trauma Support Group

    Mental Health Association in Orange County, Inc., 73 James P Kelly Way, Middletown · verified Sep 13
    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

    No Direction

    Thirsty Farmer, 31 Loomis Ave, Sussex · verified Sep 13
    See details

    At Thirsty Farmer in Sussex, NJ, the Good Ole’ No Direction Boys deliver a set of country and western sounds, paired with chilled beer and a cozy, rustic atmosphere.

    Event website ↗
Sunday, October 11 3 events
  • 10am

    NerdOnGuitar

    Warwick Valley Farmers' Market, 38 Main St, Warwick · verified Sep 13
    Free

    Warwick Valley Farmers' Market features NerdOnGuitar alongside market vendors, pairing music with a relaxed market experience.

    Event website ↗
  • 3pm

    Jimmy Lee

    Edenville General Store, 240 Pine Island Tpke, Warwick · verified Sep 13
    See details

    Jimmy Lee returns to Edenville General Store with a performance that blends country, bluegrass, and his own original songs. He shares his gratitude for the opportunity to come back, and the setting offers food to enjoy alongside the music.

    Event website ↗
  • 6pm

    Jason Salmon

    Sugar Loaf Performing Arts Center Pavilion, 233 Creamery Pond Rd, Chester · verified Sep 13
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    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 ↗
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 of Middletown, 17 South St, Middletown · verified Sep 13
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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 3 events
  • 6pm

    Jimmy Lee at Emily’s Hearth

    Emily's Hearth, 4 Hamburg Ave Sussex, Wantage · verified Sep 13
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    Jimmy Lee returns to Emily’s Hearth to share a mix of country favorites and original songs. Pizza is on the menu, adding a tasty complement to the music.

    Event website ↗
  • 7pm

    The Addams Family Musical

    Sugar Loaf Performing Arts Center, 233 Creamery Pond Rd, Chester · verified Sep 13
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    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 Bloomingburg, 809 Bloomingburg Rd, Bloomingburg · verified Sep 13
    See details

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

    Event website ↗
Saturday, October 17 6 events
  • 12pm

    Art Port 2026- Port Jervis Art Walk

    UpFront Exhibition Space, 31 Jersey Ave, Port Jervis · verified Sep 13
    See details

    Local businesses will feature area artists creating on site, turning the day into a celebration of creativity. Watch pieces take shape and enter a raffle for a chance to take home a prize from a favorite local artist. Additional updates will be shared soon.

    Event website ↗
  • 2pm

    Black Cat Bone Acoustic

    Applewood Winery, 82 Four Corners Rd, Warwick · verified Sep 13
    See details

    J.P. and Pete are making an appearance at Applewood.

    Event website ↗
  • 7:30pm

    Funny Women of a Certain Age

    Paramount Theatre of Middletown, 17 South St, Middletown · verified Sep 13
    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 ↗
  • 8pm

    Next Stop Comedy at Drowned Lands Brewery

    Drowned Lands Brewery, 251 State School Rd, Warwick · verified Sep 13
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    Next Stop Comedy brings a rotating roster of stand-up talent to Drowned Lands Brewery, delivering a fresh lineup at every show. Expect comedians with television appearances and podcast credits, all gathered for an evening of sharp sets and big laughs.

    Event website ↗
  • 8pm

    Frankie Goes to Thirsty Farmer

    Thirsty Farmer, 31 Loomis Ave, Sussex · verified Sep 13
    See details

    The celebration returns to Thirsty Farmer with pre Halloween shenanigans, offering a festive warm-up to the holiday.

    Event website ↗
  • 8:30pm

    Dean Shot and his Solid Senders

    Barrel 28 Restaurant, 29 N Main St, Florida · verified Sep 13
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    Dean Shot and his Solid Senders make their first appearance at Barrel 28 Restaurant in Florida, NY. The lineup features Earl Sauls on upright bass and Colby Inzer on drums. The setting is just over the New Jersey and New York border.

    Event website ↗
Sunday, October 18 1 event
  • 10am

    Big Bear SquaTCh South 13.1M/10K

    Powerhouse Park, 57 Powerhouse Ln, Tuxedo Park · verified Sep 13
    See details

    Sassquad Trail Running and the New York-New Jersey Trail Conference present a trail half marathon and 10K through Harriman State Park in Tuxedo, New York. Both distances follow a single loop that strings together continuous woodland scenery and rugged terrain. The half marathon climbs more than 2,200 feet, with about 1,000 feet packed into the opening four miles, and the 10K tallies over 1,200 feet of ascent. Runners and hikers should be ready for demanding footing, including plentiful rocks and roots, steep ascents, rocky ledges, and a brief scramble. Wet or snowy weather will raise the difficulty. Big efforts are met with far-reaching views and peak fall color across the Hudson Valley. Each entry helps the Trail Conference care for and protect the very paths used during the event. For those traveling by rail, Tuxedo Station sits across the street from the start and finish.

    Event website ↗
Saturday, October 24 3 events
  • 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
    See details

    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
    See details

    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 ↗
  • 8pm

    The DIVAS Band @ Sam's Bar and Grill Featuring Sheba Jordan on Lead Vocals!!!

    Sam’s Bar & Grill, Ringwood · verified Sep 13
    See details

    Sam’s Bar & Grill hosts The DIVAS Band, featuring Sheba Jordan on lead vocals, delivering a set of 70s and 80s rock and dance party favorites. Food and drinks are available, and reservations are suggested.

    Event website ↗
Sunday, October 25 4 events
  • 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
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    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 ↗
  • 9:30am

    Halloween Hunter Pace

    Quiet Creek Stable LLC, 552 RT-94, Vernon · verified Sep 13
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    Quiet Creek Stable LLC hosts a Halloween Hunter Pace that welcomes riders from all disciplines. Costumes are optional and encouraged, and jumping is not required since every jump offers a go-around. The event features Open, Novice, and Hilltopping divisions, with ribbons awarded through sixth place. It is part of the Virginia Martin Memorial Pace Series, with overall awards determined by points that include results from this pace and the Thanksgiving Hunter Pace for those who ride at least three of the Fall Windy Hollow Hunt and Quiet Creek paces. Pre-registration is required by emailing a completed entry form in advance, and day-of entries are not accepted. Riders under 18 must provide a parent or trainer signature on the entry. Helmets and a current coggins are needed. Entry fees are $60 for adults and $35 for juniors. Tailgating is welcome until the fields close.

    Event website ↗
  • 10am

    Sew EZ Creations at the Sussex Firehouse Auxiliary Fall Vendor & Craft Fair

    Sussex Firehouse, 25 Loomis Ave, Sussex · verified Sep 13
    See details

    Sew EZ Creations will be at the Sussex Firehouse Auxiliary Fall Vendor & Craft Fair at the Sussex Firehouse. For questions about vendor spaces, contact the Sussex Firehouse Auxiliary, as Sew EZ Creations is only a participating vendor and cannot arrange spots. Be cautious of Facebook accounts pretending to be organizers, and avoid responding to suspicious comments or direct messages.

    Event website ↗
  • 11:30am

    Sunday Brunch at AOOA Farm

    221 Craigville Rd, Goshen · verified Sep 13
    See details

    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 ↗
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 2 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
    See details

    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 ↗
Friday, November 6 1 event
  • 7pm

    Dylan Doyle Band

    8 Greycourt Ave, Chester · verified Sep 13
    See details

    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 3 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 ↗
  • 1pm

    Air Force Falcons at Army Black Knights Football

    Michie Stadium, 700 Mills Rd, West Point · verified Sep 13
    See details

    Air Force visits Army at Michie Stadium in West Point, New York. This meeting between military academies highlights hard-nosed, well-drilled play and methodical, time-managing strategies, where every drive can feel decisive. With the venue beside the Hudson River, the setting underscores a deep sense of heritage and spectacle that offers a distinctive college football experience.

    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 ↗
Saturday, November 14 3 events
  • 11am

    Merry Makers Market

    Tri-State Mercantile 85-89 Jersey Ave Port Jervis, NY, 85 Jersey Ave, Port Jervis · verified Sep 13
    See details

    Tri-State Mercantile in Port Jervis hosts a November Holiday Pop Up Market Series that celebrates the season across indoor and outdoor spaces. Designed as a festive marketplace, it features a mix of makers, creators, artists, and small businesses in a cheerful setting.

    Event website ↗
  • 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 ↗
  • 6pm

    The Beezly Literary Awards Ceremony

    Maybrook Senior Center, Maybrook · verified Sep 13
    See details

    Backed by JS Self Care, the Beezly Literary Awards is a signature celebration presented by Beezly Enterprises LLC that honors authors, storytellers, and other creative voices whose words make a difference. Taking place at Maybrook Senior Center, the gathering offers more than a typical awards show, creating a full experience that spotlights excellence, uplifts emerging talent, and nurtures literary legacy within the community. Attendees can look forward to live presentations recognizing achievements across several categories, a handpicked marketplace of vendors featuring books along with related products and services, and a catered dining experience. A hands-on photo booth with branded mementos, plus professional photography and videography, capture the highlights. There are also plentiful opportunities to connect with writers, creative professionals, and entrepreneurs in an inspiring setting focused on impact and enduring storytelling. The audience spans nominees, supporters, vendors, and avid readers. Guests are encouraged to dress in their best, make connections, celebrate together, and take photos to remember it. At its heart, this event pays tribute to stories... lifting them up and shaping them into lasting legacies.

    Event website ↗
Sunday, November 15 1 event
  • 3pm

    Jimmy Lee at The Edenville General Store

    Edenville General Store, 240 Pine Island Tpke, Warwick · verified Sep 13
    See details

    Jimmy Lee returns to Edenville General Store for a live performance featuring country music, bluegrass, and his own original songs. Food from the general store is available to enjoy with the music.

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

    Lunch & A Show - Country Jamboree

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

    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.

    Event website ↗
Saturday, November 21 3 events
  • 3:30am

    East Carolina Pirates at Army West Point Black Knights Football

    U S Military Academy - Michie Stadium, 700 Mills Road, West Point · verified Sep 13
    See details

    The East Carolina Pirates head to Michie Stadium for a showdown with the Army West Point Black Knights. The game features differing on-field styles and unfolds in a notably distinctive college football venue. Tickets are available for those who want to experience it in person.

    Event website ↗
  • 10am

    2026 Create a Fall Pumpkin Centerpiece

    18 Seward Ave, Middletown · verified Sep 13
    See details

    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.

    Event website ↗
  • 8pm

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

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

    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.

    Event website ↗
Sunday, November 22 2 events
  • 9:30am

    Quiet Creek Thanksgiving Hunter Pace

    Quiet Creek Stable LLC, 552 RT-94, Vernon · verified Sep 13
    See details

    Quiet Creek Stable hosts a Thanksgiving Hunter Pace that welcomes riders of every discipline. This event is part of the Virginia Martin Memorial Pace Series, and results here help decide the overall winners based on the highest points earned by riders who have participated in at least three of the fall Windy Hollow Hunt and Quiet Creek hunter paces. Advance registration is required by emailing a completed entry form, with the process and form to be posted, and same-day entries are not accepted. Riders can choose among Open, Novice, and Hilltopping divisions, with ribbons awarded through sixth place in each. Jumps are optional and each has a go-around. Helmets and a current coggins are required, and riders under 18 must submit a parent or trainer signature on the entry. Entry fees are $60 for adults and $35 for juniors. Tailgating is welcome.

    Event website ↗
  • 10am

    Warwick Pottery Annual Show and Sale

    11 Hamilton Ave, Warwick · verified Sep 13
    See details

    The annual show and sale from Warwick Pottery features handmade pottery presented in a lively, festive atmosphere. It offers a warm kickoff to the holiday season, with a curated selection of pieces available for purchase.

    Event website ↗
Wednesday, November 25 1 event
  • 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
    See details

    www.IronCobraRocks.com

    Event website ↗
Sunday, November 29 1 event
  • 2pm

    Acoustic Nailedshutt at Clearview Vineyards

    Clearview Vineyard and Winery, 35 Clear View Ln, Warwick · verified Sep 13
    See details

    Nailedshutt brings an acoustic set to Clearview Vineyard and Winery, blending alternative country, newgrass, country rock, blues, and reggae with acoustic interpretations of Grateful Dead songs. The focus is on a rootsy, unplugged sound that moves from twang and bluegrass touches to bluesy and reggae grooves.

    Event website ↗
Friday, December 4 4 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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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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