Events in Catskills, NY

● Listings verifiedSaturday, September 5 · every listing checked against its source by our Catskills editors

16This week
44Next 30 days
1Free this week
34Venues tracked

This weekend in Catskills

The ones worth planning around. All 9 weekend events →

Live music in Catskills

5 shows this weeksee the full live-music calendar →

  • Sat 10am

    The Woodstock Vinyl Slam

    Station Bar & Curio, 101 Tinker St, Woodstock · verified Aug 30
    Free

    Flip through a treasure trove of vinyl at Station Bar & Curio, where record dealers gather for a lively market featuring a dozen tables of LPs. Entry is free throughout the day. Browse selections for every taste, and enjoy music along with food and drinks from Station Bar & Curio while you explore.

    Event website ↗
  • Sat 1pm

    Music in the Meadow

    Shandaken Inn, 7433 RT-28, Shandaken · verified Aug 30
    See details

    Experience an easygoing afternoon in the meadow with live music, fresh barbecue, and relaxed summer vibes. Lawn games welcome all ages, and a rotating lineup of local musicians keeps the season lively. This edition features Lali & The Pops. Bring a chair or blanket and settle in for good tunes and good food.

    Event website ↗
  • Sat 7pm

    The Uncle Louie Variety Show

    Woodstock Playhouse, 103 Mill Hill Road, Woodstock
    See details

    The Uncle Louie Variety Show brings a classic brand of comedy with the Latest & Greatest tour. Lou Greco and Carlo Russo share stories and characters inspired by Italian-American family life, turning everyday moments into laughs through a blend of stand-up, sketch routines, and live music. Their quick chemistry, upbeat delivery, and family-centered themes connect across generations, highlighting cultural quirks and the common threads people share. Backed by a strong online following, the duo keeps the material fresh while staying true to the humor that made them popular worldwide.

    Event website ↗
  • Sun 1pm

    Music in the Meadow

    Shandaken Inn, 7433 RT-28, Shandaken
    See details

    The season wraps up with a relaxed afternoon in the meadow, featuring live performances, fresh barbecue and an easygoing summer atmosphere. Lawn games everyone can enjoy will be available. Lex Grey performs. Attendees may bring a chair or blanket for added comfort.

    Event website ↗

All upcoming events, day by day

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

Saturday, September 5 7 events
  • 8:30am

    Morning Yoga Flow

    3 Clinton Ave, Ellenville · verified Aug 30
    See details

    A mixed-level yoga session at Juniper invites participants of all ages and body types to practice safely and comfortably. The class supports not only physical flexibility but also mental and emotional adaptability for meeting everyday challenges. Each session brings together aerobic movement coordinated with breathing, periods of quiet stillness and presence, accessible Hatha postures held for longer intervals, and breathwork that cultivates deeper awareness. Instruction follows the 3Y system, certified by Yoga Alliance, and is led by experienced teachers who have completed core requirements of a 500 hour training.

    Event website ↗
  • 10am

    The Woodstock Vinyl Slam

    Station Bar & Curio, 101 Tinker St, Woodstock · verified Aug 30
    Free

    Flip through a treasure trove of vinyl at Station Bar & Curio, where record dealers gather for a lively market featuring a dozen tables of LPs. Entry is free throughout the day. Browse selections for every taste, and enjoy music along with food and drinks from Station Bar & Curio while you explore.

    Event website ↗
  • 1pm

    Music in the Meadow

    Shandaken Inn, 7433 RT-28, Shandaken · verified Aug 30
    See details

    Experience an easygoing afternoon in the meadow with live music, fresh barbecue, and relaxed summer vibes. Lawn games welcome all ages, and a rotating lineup of local musicians keeps the season lively. This edition features Lali & The Pops. Bring a chair or blanket and settle in for good tunes and good food.

    Event website ↗
  • 1pm

    Union Arena: Store Tournament

    Kirwan's Game Store (Catskill), 369 Main St., Catskill · verified Aug 30
    See details

    This store tournament for Union Arena takes place at Kirwan's Game Store (Catskill). Entry is $7 and includes one pack. Players who finish 3-0 receive one additional pack, and those who finish 4-0 receive two additional packs.

    Event website ↗
  • 2pm

    Lorcana: Core Constructed

    Kirwan's Game Store (Catskill), 369 Main St., Catskill · verified Aug 30
    See details

    Lorcana: Core Constructed takes place at Kirwan’s Game Store (Catskill). The entry fee is $12, and each entrant receives a pack upon entry. In addition, one pack per participant is added to the prize pool, so rewards increase with the number of players.

    Event website ↗
  • 5pm

    Weiss Schwarz: Neo-Standard

    Kirwan's Game Store (Catskill), 369 Main St., Catskill · verified Aug 30
    See details

    At Kirwan's Game Store in Catskill, this Weiss Schwarz Neo-Standard event features a $13 entry fee. The format allows mixed Japanese and English cards. Participants receive two packs upon entry, and winning additional rounds earns more packs.

    Event website ↗
  • 7pm

    The Uncle Louie Variety Show

    Woodstock Playhouse, 103 Mill Hill Road, Woodstock
    See details

    The Uncle Louie Variety Show brings a classic brand of comedy with the Latest & Greatest tour. Lou Greco and Carlo Russo share stories and characters inspired by Italian-American family life, turning everyday moments into laughs through a blend of stand-up, sketch routines, and live music. Their quick chemistry, upbeat delivery, and family-centered themes connect across generations, highlighting cultural quirks and the common threads people share. Backed by a strong online following, the duo keeps the material fresh while staying true to the humor that made them popular worldwide.

    Event website ↗
Sunday, September 6 2 events
  • 1pm

    Music in the Meadow

    Shandaken Inn, 7433 RT-28, Shandaken
    See details

    The season wraps up with a relaxed afternoon in the meadow, featuring live performances, fresh barbecue and an easygoing summer atmosphere. Lawn games everyone can enjoy will be available. Lex Grey performs. Attendees may bring a chair or blanket for added comfort.

    Event website ↗
  • 5pm

    Christina Starobin “Who Can Come to America?” Book Release Party

    Woodstock Shivastan Poetry Ashram: Book Store, Art Gallery & Giftshop, 6 Hillcrest Ave/Sgt. Richard Quinn Drive (Up Neher St From Tinker St, Woodstock
    See details

    A release party in the Woodstock Shivastan Bookshop secret garden marks the arrival of Christina Starobin’s new work, Who Can Come to America? This epic poem, now available through Cyberwit, draws on two private visits to Ellis Island and research in its library, including a trove of photographs created by a photographer who lived on the island for more than a decade. It reflects on the island’s origins, built on a sandbar and shaped with landfill made from earth excavated during the early construction of New York City’s subways and Grand Central, and it invites readers to reconsider long-held perceptions. The gathering is hosted by poet Shiv Mirabito and includes a vegetarian potluck, an informal open mic sharing circle, and a sunset bonfire. Attendees are welcome to bring snacks, drinks, and poems or spoken word pieces to share. Entry is by donation. Christina Starobin was born in New York City, earned early recognition in the National Senior Scholastic Writing Awards while at Great Neck North Senior High School, graduated cum laude from Harvard, spent a brief period in Los Angeles, returned to New York for various office roles, and later completed a master’s at Columbia and a Ph.D. in English at NYU.

    Event website ↗
Monday, September 7 0 events
Tuesday, September 8 0 events
Wednesday, September 9 3 events
  • 3pm

    Woodstock Farmers Market

    Rock City Rd, Mountainview Ave Lot, Woodstock, NY, 12498, 33 CR-33, Woodstock · verified Sep 4
    See details

    This event features a variety of local vendors, live music, and fresh handmade treats for dogs.

    Event website ↗
  • 4:30pm

    Story Time

    Woodstock Farm Festival, 56 CR-33, Woodstock · verified Aug 30
    See details

    Story Time brings a summer series to the Woodstock Farm Festival with stories, music, and farm fest fun. Each session showcases a different theme and guest, from an upbeat movement-focused program with Jude, to stories exploring many American experiences with Jason Vance, to bee-themed tales with Natalie. A teddy bear themed session with Natalie invites participants to bring a favorite teddy.

    Event website ↗
  • 5pm

    Business After Hours Networking Event

    Rip Van Winkle Country Club, 3200 Route 23A, Palenville · verified Aug 30
    See details

    Network with the Chamber at Rip Van Winkle Country Club. Light bites will be available and a cash bar will be offered. Registration is through the Chamber's website.

    Event website ↗
Thursday, September 10 2 events
  • 4pm

    Lego Club

    Woodstock Public Library District, 10 Dixon Ave, Woodstock · verified Sep 4
    See details

    This Lego Club features open building in the Children’s Activity Room. Builders of all ages are welcome, with larger Duplo bricks available for younger children.

    Event website ↗
  • 4pm

    Farmacy

    Ellenville Regional Hospital, 10 Healthy Way, Ellenville · verified Sep 4
    See details

    The Farm-acy at Ellenville Regional Hospital provides neighbors with fresh produce and nutritional support, promoting better food access and a healthier community. Distributions take place on select Thursdays and continue until supplies are gone. Drive-thru pickup is preferred, so use the rear entrance behind the hospital and follow the posted signs to keep the line moving. Limited walk-up service is available for guests without a vehicle, with the line starting behind the bench near the distribution setup. For questions, call (845) 647-6400 ext. 215. This effort is a collaboration of the Ellenville Regional Rural Health Network, Ellenville Regional Hospital, and Ulster County Community Action.

    Event website ↗
Friday, September 11 2 events
  • 9am

    Stone Age Weekend

    Sun Retreats Birchwood Acres, 85 Martinfeld Rd, Greenfield Park · verified Aug 30
    See details

    Stone Age Weekend at Jellystone Park™ Birchwood Acres features prehistoric themed crafts and lively games for families. Enjoy creative projects, playful activities, and a fun atmosphere that encourages time together. Capture simple moments, share plenty of laughs, and head home with lasting memories.

    Event website ↗
  • 3pm

    Awakening Amidst the World’s Turbulence: An Insight Dialogue Retreat

    Dharmakaya Center for Wellbeing, 191 Cragsmoor Rd, Pine Bush
    See details

    Settle into steady concentration and clear mindfulness with others, nurturing a fully present heart and mind. This experience weaves quiet meditation, small group conversation, mindful movement, and time outdoors, all held within a shared commitment to silence. Together these practices point to a way of awakening amid a turbulent world.

    Event website ↗

All upcoming events60 more events through Nov 25

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

Saturday, September 12 1 event
  • 8pm

    John Craigie

    Levon Helm Studios, 160 Plochman Ln, Woodstock · verified Sep 4
    See details

    John Craigie appears with special guest Humbird for a night of storytelling folk and exploratory Americana. Craigie is known for drawing listeners in with conversational songwriting and plainspoken sincerity. His album I Swam Here on Zabriskie Point Records was written and produced by him, taking shape across sessions in New Orleans and Astoria. Tracks from Deslonde St Studios brought together musicians selected with Sam Doores of The Deslondes, including Howe Pearson, Max Bien Khan, and Jonny Campos, with a guest appearance by Desiree Cannon, and frequent collaborator Anna Moss featured throughout. Additional work at the Rope Room in Astoria carried the same intimate feel. Notable singles reflect that journey, from Fire Season engineered by Bart Budwig with Cooper Trail, Nevada Sowle, Luke Ydstie, and Jamie Greenan, to Dry Land reimagined in Astoria, and Edna Strange inspired by Marty Robbins with Craigie on steel string acoustic, Khan on nylon leads, and a trio vocal in place of Moss’s harmonies. Craigie tours widely in the U.S., Europe, and Australia, has played festivals such as Newport Folk, Pickathon, Edmonton Folk Festival, and High Sierra, and has shared stages with Langhorne Slim, Sierra Hull, Gregory Alan Isakov, Brett Dennen, and Jack Johnson. His annual #KeepItWarm Tour donates $1 from every ticket to regional nonprofits, and his John Craigie On The River trips on the Tuolumne and Rogue rivers are cherished gatherings for fans. Humbird, led by songwriter Siri Undlin, channels an electric, spirited edge on the full-length Right On, recorded live to tape in Eau Claire with producer Shane Leonard and longtime collaborators Pat Keen and Pete Quirsfeld. The music leans into a tight rock trio while keeping the whimsical, improvisational touches audiences expect. Themes wrestle with uncertainty, resolve, and care, with songs like Child Of Violence, Cornfields and Roadkill, and Song For The Seeds tracing lines through personal and social landscapes. Undlin’s background includes church choirs, traditional Irish ensembles, a Watson Fellowship focused on folklore and music, years of DIY touring across North America, and backyard performances around the Twin Cities, all feeding a sound that is gritty, melodic, and rooted in the Midwest.

    Event website ↗
Sunday, September 13 1 event
  • 8pm

    Paula Cole This Fire: 30

    Bearsville Theater, 291 Tinker St, Woodstock · verified Sep 4
    See details

    Paula Cole performs at Bearsville Theater in Woodstock, New York. Doors open before the music begins.

    Event website ↗
Monday, September 14 1 event
  • 10am

    Caregiver Cafe’ Support Group

    Extension Education Center, 64 Ferndale Loomis Rd, Liberty · verified Sep 4
    See details

    This in-person Caregiver Café offers a welcoming space for caregivers to connect with others and find support. Participants can share concerns and practical ways to manage stress, learn about dementia and Alzheimer’s, and explore community resources available through the Caregiver Resource Center in collaboration with the Alzheimer’s Association. Guest speakers will occasionally be invited to share their expertise. A complimentary breakfast is included. The Caregiver Resource Center is a partnership of Cornell Cooperative Extension and the Sullivan County Office for the Aging, supported by grants from the NYS Office for the Aging’s Caregiver Program and the Alzheimer’s Association. Cornell Cooperative Extension Sullivan County is committed to equal opportunity as an educator, provider, and employer.

    Event website ↗
Tuesday, September 15 1 event
  • 9am

    Plein Air Painting Workshop with Beth Rundquist: Celebrating Frederic Church’s 200 Years

    5720 RT-9G, Hudson
    See details

    In honor of the 200th anniversary of Frederic Church’s birth, The Olana Partnership partners with artist Beth Rundquist for a three day plein air painting workshop set within the painter’s historic home and designed landscape. With remarkable vistas as inspiration, participants will create personal interpretations rooted in close observation of nature outdoors. Across the sessions, Beth offers guidance in drawing, composition, and painting, strengthening skills in color mixing and paint application so artists can pursue their creative goals and see subjects with greater clarity. Participants may work in the medium of their choice and will receive demonstrations that illuminate composition and the relationships among color, texture, and line. Materials are not provided. Each day ends with a group discussion and time to share experiences. Some painting experience is required. Snacks and light refreshments are included. Pricing is $575 for members and $675. Registration is available on the artist’s website. Beth Rundquist is a New York based artist and portrait painter with a BA in art from Smith College. Her studies continued at the Lyme Academy of Fine Arts in Connecticut, the École nationale supérieure des Beaux Arts in Paris, and the Repin Institute in St. Petersburg, and she also studied sculpture at The Sculpture Center and Sculpture Studio in New York. Her work has appeared in galleries including Hoorn Ashby Gallery in New York and Pamela Salisbury Gallery in Hudson, among others. Honors include the Richard and Mary Schroeder Portrait Award, the Bryan Family Foundation Award from the Copley Society in Boston, and merit awards from the National Portrait Society and Richeson. Her work and teaching have been featured in American Art Collector, American Artist, H & G, and Fine Art Connoisseur. She has taught painting for two decades, both privately and at the New York Academy of Art, leads workshops in the United States and abroad, and her commissioned oil portraits and paintings are held in private collections and public spaces around the world.

    Event website ↗
Thursday, September 17 1 event
  • 5pm

    Third Thursday - Outdoor Evenings at Olana

    5720 RT-9G, Hudson · verified Aug 30
    Free

    Explore Olana’s landscape and historic house with complimentary access and guided tours. Tours are available in person on the day, with spaces filled in order of arrival, and no advance reservations are required. Stop by the Frederic Church Center for information about tours and the day’s activities. Tunes with a View features LA MANGA, an all-female ensemble that weaves Afro-Caribbean Colombian traditions with contemporary energy. The performance is free and takes place outdoors beside the historic house, with details available at the Visitor Center. The Shop and the Frederic Church Center are open, and staff can assist with questions. For inquiries, contact ticketing at (518) 751-0344 or tickets@olana.org.

    Event website ↗
Friday, September 18 4 events
  • 3pm

    Fall Reset: Come into Yourself

    Dharmakaya Center for Wellbeing, 191 Cragsmoor Rd, Pine Bush
    See details

    Autumn invites fresh beginnings, and this event offers a gentle reset that nurtures connection with nature and inner awareness. Participants explore a range of contemplative and movement practices, including quiet stillness, yoga, and mindful walking. Guided compassion practices, personal time outdoors, and modalities such as reiki, qi gong, and the resonant tones of singing bowls support a return to the present and a deeper sense of self.

    Event website ↗
  • 5pm

    Buckle Series Gymkhana #4

    Catskill Equestrian Center, 118 Castle Rd, Catskill · verified Aug 30
    See details

    Hosted at Catskill Equestrian Center, this evening gymkhana unfolds under the lights and aims to be friendly, well run, and competitive. Divisions span Leadline, Pee Wee, Junior, Green Horse or Rider, Open, and Jackpot Barrels. Patterns on the schedule include barrels, dash, straight barrels, and poles. Points from regular classes count toward the 2026 year-end buckle awards, and the event is one stop in a five-show buckle series. To qualify for year-end prizes, horse and rider pairs must participate in the required number of shows. Entry costs are $5 for exhibitions, a $10 office fee that is waived with pre-entry, a $5 timer fee, $15 for regular classes, and $30 for Jackpot Barrels. A complete class list, rules, and entry forms are available online. Pre-registration is encouraged. Participants of all ages and experience levels are welcome, whether attending a first gymkhana or chasing jackpot money.

    Event website ↗
  • 7pm

    Mystic Bowie’s Talking Dreads

    Colony Woodstock NY, 22 CR-33, Woodstock
    See details

    Presented by Upstate Reggae, this concert showcases Mystic Bowie's Talking Dreads with additional sets by Journey Blue Heaven and The Rock City Rd Revival. After the live performances, a late night DJ will keep the music going for an extended evening of music.

    Event website ↗
  • 8pm

    Damien Jurado

    Bearsville Theater, 291 Tinker St, Woodstock
    See details

    Damien Jurado headlines a concert at Bearsville Theater in Woodstock, NY, joined by St. Yuma. The evening features live sets from both artists.

    Event website ↗
Saturday, September 19 3 events
  • 1pm

    Artmaking in the Afternoon at Olana

    Wagon House Education Center, 5720 RT-9G, Hudson · verified Aug 30
    Free

    A free, drop-in art session takes place in the Wagon House Education Center, inspired by experiences at Olana and suited to families. Participants can explore hands-on projects and learn more about Frederic Church’s home and studio, which he designed, on the Hudson. The program welcomes all ages and experience levels, with all supplies provided. No advance registration is required. For more information, contact education@olana.org or call (518) 751-6938.

    Event website ↗
  • 1pm

    Family tour at Olana

    5720 RT-9G, Hudson
    See details

    Families are invited to explore art together during a guided gallery experience at Olana State Historic Site. Educators from The Olana Partnership lead this monthly tour on the second floor, focusing on a small selection of artworks through interactive conversation and simple hands-on activities that encourage close looking. After the tour, continue the day at the Wagon House Education Center with Art Making in the Afternoon, a free drop-in program. This experience is designed for families with children ages 3 and up and is free to attend. Advance registration is required. For more information, contact education@olana.org.

    Event website ↗
  • 5pm

    OLANA (End of) Summer Party

    5720 RT-9G, Hudson
    See details

    An end of summer celebration at Olana brings together leading chefs, refreshing seasonal drinks, and sweeping Hudson River Valley views. The event honors the season’s abundance and the legacy of Frederic Church at Olana, designated as a New York State Historic Site and a National Historic Landmark. Set on the East Lawn beside the historic house, it offers sunset vistas over the Hudson River and the Catskill Mountains.

    Event website ↗
Tuesday, September 22 4 events
  • 10am

    Lego Club

    Phoenicia Library, 48 RT-214, Phoenicia · verified Sep 4
    See details

    Local parent Autumn hosts Lego time at the library for children ages 5 and up. Children can build with Lego in a friendly setting.

    Event website ↗
  • 11am

    Rhett Miller's Songwriting is Magic Retreat

    Music Masters Collective, 12 Valley View Rd, Big Indian
    See details

    Rhett hosts a creative retreat in Upstate New York for working and aspiring songwriters, along with fans who want a behind the scenes look at how songs come to life. The program features workshops, seminars, open mics, group meals, and intimate performances by Rhett and special guests as they share songs and talk through their creative process. A limited number of participants can present original work in the "What's Great / What If" session and receive direct feedback from Rhett and the guests. All activities are held at Full Moon Resort. Lodging is on site and air conditioned, ranging from cozy bed and breakfast style rooms to premium cottages with mountain view private decks, Smart TVs, and elegant bathrooms. Deluxe and standard lodges are available for different budgets, and there are fully equipped glamping tents and other camping options. Accommodations are a short walk from daily sessions. When not in class, relax by the swimming pool, follow the paths along the Esopus Creek, and explore the Catskills on nearby hiking trails. Registration is limited to encourage meaningful connection and give each participant time to engage directly with Rhett and the community.

    Event website ↗
  • 6:30pm

    CANINE ENRICHMENT NIGHTS

    Vom Kugelblitz Kennels and Training Academy, 21 Game Farm Rd, Catskill · verified Sep 4
    See details

    Enrichment Nights take place on the fourth Tuesday of each month. At each gathering, participants create two edible enrichment treats customized for their own dogs and their needs. A short presentation also explores rotating topics such as hydration, protein, allergies, and more.

    Event website ↗
  • 8pm

    Madison Cunningham

    Bearsville Theater, 291 Tinker St, Woodstock
    See details

    Madison Cunningham appears at Bearsville Theater in Woodstock, New York as part of her Ace Tour.

    Event website ↗
Wednesday, September 23 1 event
  • 8pm

    The Wailers

    Bearsville Theater, 291 Tinker St, Woodstock
    See details

    The Wailers perform at Bearsville Theater in Woodstock, NY in a milestone concert honoring five decades of music. The evening celebrates the band’s enduring legacy with a set highlighting songs from throughout the years.

    Event website ↗
Thursday, September 24 1 event
  • 8pm

    Sean Hayes

    Bearsville Theater, 291 Tinker St, Woodstock
    See details

    San Francisco Bay Area songwriter Sean Hayes brings a mix of folk, soul, and R&B influences to the Bearsville Theater Lounge in Woodstock, joined by Etienne de Rocher of Haunted Shed. His songs pair a husky, expressive voice with roots-driven grooves, blending close-to-the-heart storytelling with rhythms that invite movement.

    Event website ↗
Friday, September 25 4 events
  • 4pm

    Cryptid Club for Kids

    Woodstock Public Library District, 10 Dixon Ave, Woodstock · verified Aug 30
    See details

    Designed for ages 7 and older, this club offers a discussion of Bigfoot, Nessie, mermaids, UFOs, and other cryptid topics. For questions, email hollie@woodstock.org.

    Event website ↗
  • 6pm

    Catskills Cruise In Weekend

    Catskill Mountains New York State, catskills
    See details

    Set out for a memorable R107 driving weekend in the Catskills, surrounded by the autumn beauty of the mountains. Travel scenic roads that climb and dip through dramatic elevation changes, all against a backdrop of luxurious retreats with Old World character that suits the R107’s prestige.

    Event website ↗
  • 7pm

    The Music of Mamma Mia!

    Woodstock, New York, Woodstock · verified Aug 30
    See details

    Rock Academy students bring the music of Mamma Mia to Woodstock in a lively performance. Young musicians ages 8 to 18, from beginners to advanced, take the stage as part of the school’s summer season. Tickets are available from Rock Academy students or at the door, depending on availability. Rock Academy is a year-round music school in the Hudson Valley, recognized as Chronogrammies Best Music School for six consecutive years, dedicated to teaching kids and getting them on stage to perform.

    Event website ↗
  • 8pm

    Katie Pruitt

    Levon Helm Studios, 160 Plochman Ln, Woodstock
    See details

    Katie Pruitt brings the Fools for the Fleeting Tour to Levon Helm Studios in Woodstock, NY, highlighting the warm, soulful vocals and frank storytelling that have defined her rise. In less than ten years, the singer, songwriter, and guitarist from Georgia, now based in Nashville, has become a resonant voice for navigating modern life with honesty and heart. Her 2020 debut album Expectations drew wide acclaim and earned her a nod from the Americana Music Association in the Emerging Artist of the Year category, setting the stage for a body of work that tackles identity, self-acceptance, and the courage it takes to live truthfully. Her latest release, Fools for the Fleeting, picks up that thread by looking squarely at impermanence. The album reflects on environmental unease, the delicate nature of love, and the loneliness intensified by a screen-saturated world. Musically, it leans into an earthy mix of Americana and indie rock shaped by acoustic textures and an in-the-room feel. Across its ten tracks, and following 2024’s Mantras, the record treats the natural world as a lens for inner reflection and reaches further outward in scope and insight. Studio collaborators on the project include guitarist Juan Solorzano, associated with Ruston Kelly and Parker Millsap, and drummer Aksel Coe, known for work with Ella Langley and Sierra Ferrell. The tour centers on these songs and themes, offering a performance focused on change, grief, connection, and the steadying clarity that comes from presence and release.

    Event website ↗
Saturday, September 26 3 events
  • 12pm

    Cornhole For a Cause

    Dutchman's Landing Park, Catskill · verified Aug 30
    Free

    At Dutchman's Landing Park, Cornhole for a Cause brings a full day of friendly competition and community fun, presented by Hudson Regional LTC Pharmacy. This free community festival invites everyone to try their hand at cornhole, browse local vendors and food trucks, take part in raffles and auctions, enjoy roaming performers, and hear live music from The Big Empty. The day wraps up with a choreographed drone display themed to the World of Wizards, returning for a second year to fill the sky with lights and imagination. Over five years, the event has grown into an inclusive celebration where the cornhole tournament helps raise funds for In Flight’s programs that empower individuals with intellectual and developmental disabilities, blending a sense of wonder with a meaningful purpose.

    Event website ↗
  • 1pm

    MSCC Golden Flight Book Reading and Signing

    Main Street Community Center, 5494 State Route 23, Windham
    See details

    Author Lisajoy Sachs appears at Main Street Community Center in Windham for a book reading, signing, and Q&A. The program highlights Golden Flight, the second novel in the Bright One series, with a short reading and insights into the inspiration behind the books. A discussion will invite questions about writing, creativity, and the power of storytelling. Light refreshments and wine will be offered, and copies of Bright One and Golden Flight will be available for purchase at the event. Presented with support from Briars & Brambles Books. Tickets available soon.

    Event website ↗
  • 6pm

    The MacS Band

    Chicken Run, 5639 State Route 23, Windham
    See details

    The MacS Band brings a live show to Chicken Run.

    Event website ↗
Sunday, September 27 1 event
  • 9:30am

    O.P.E.N. — An Invitation to Mindfully Slow Down

    Honor's Haven Retreat & Conference, 1195 Arrowhead Rd, Ellenville · verified Sep 4
    See details

    Consider the last moment you truly allowed yourself to slow down. O.P.E.N. offers a day in the Catskills devoted to stepping back from the usual pace and making room for presence. Expect time for thoughtful reflection, genuine connection, and restorative nourishment while exploring what unfolds when there is space to simply be.

    Event website ↗
Tuesday, September 29 1 event
  • 1pm

    New Horizons Senior Health Education Workshops

    Ellenville Senior Housing, 15 Healthy Way, Ellenville · verified Sep 4
    See details

    This monthly workshop series supports seniors with practical guidance to stay healthy, safe, and active. Each session is presented in partnership with trusted health organizations and medical professionals who share essential insights on topics such as preventive care, managing chronic conditions, recognizing emergencies, and everyday strategies for healthy living. The focus is on clear, useful information and tools that help participants take confident steps toward better well-being.

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

    Catskill Food Festival 2026

    Dutchman's Landing Park, 108 Dutchman's Lndg, Catskill · verified Sep 4
    See details

    Returning to Catskill, this event features food trucks, food vendors, and live music. Those interested in vending or sponsorship can contact Rhona Schiffres at 315-661-2513.

    Event website ↗
Tuesday, October 6 1 event
  • 4pm

    Brooks Chicken BBQ

    Overlook United Methodist Church, 233 Tinker St, Woodstock · verified Sep 4
    See details

    An annual chicken barbecue will be serving chicken dinners. Mark your calendar and bring your appetite.

    Event website ↗
Thursday, October 8 2 events
  • 3pm

    Embodied Aliveness: Reclaiming Presence, Vitality, and Joy

    Dharmakaya Center for Wellbeing, 191 Cragsmoor Rd, Pine Bush
    See details

    Step out of nonstop doing and rediscover a natural sense of vitality in a guided experience focused on being fully in your body. Through a blend of talks, movement, and somatic practices, participants are encouraged to slow their pace, attune to sensation, and cultivate a steadier, more present way of living. The approach supports grounded awareness, renewed aliveness, and a meaningful connection to everyday joy.

    Event website ↗
  • 8pm

    Angelo De Augustine at Levon Helm Studios (Woodstock, NY)

    Levon Helm Studios, 160 Plochman Ln, Woodstock · verified Sep 4
    See details

    Angelo De Augustine appears at Levon Helm Studios in Woodstock, NY, drawing attention to Angel in Plainclothes, his fifth album shaped by years of healing and renewal. The music reflects themes of fragility, second chances, and rebuilding after illness, heard in songs such as Empty Shell, Spirit of the Unknown, and the psychedelic country standout Mirror Mirror. He crafted the record at A Secret Place in Southern California, taking on writing, arranging, producing, and mixing, while also inviting collaborators for the first time in a long while. Contributions include strings by Oliver Hill, harp by Leng Bian, and vocals and percussion by Wendy Fraser, with Thomas Bartlett and Jonathan Wilson also contributing, and Wilson co-producing and playing drums on The Cure. Released through Asthmatic Kitty Records, the project carries a spirit of resilience and hope that sets the tone for this appearance.

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Saturday, October 10 3 events
  • 10am

    Windham Autumn Affair

    Main Street Windham NY, 5477 Main St, Windham · verified Aug 30
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    Returning to the Autumn Affair for another year, this food vendor will be serving Sabrett hot dogs, a cheeseburger dog, a sausage, peppers and onions sandwich, knishes, nachos with cheese, and lemonade, with more on the menu.

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  • 8pm

    LaMP (ft. Russ Lawton, Scott Metzger, Ray Paczkowski) at Levon Helm Studios (Woodstock, NY)

    Levon Helm Studios, 160 Plochman Ln, Woodstock
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    At Levon Helm Studios in Woodstock, NY, LaMP showcases a trio sound shaped by tight-knit improvisation and instrumental storytelling. Vermont-based Russ Lawton mans the drums and Ray Paczkowski handles keys, joined by Brooklyn guitarist Scott Metzger. Their backgrounds include work with the Trey Anastasio Band and Soule Monde for Lawton and Paczkowski, and projects such as Joe Russo’s Almost Dead and Medeski, Martin, Metzger & Cline for Metzger, all funneled into a distinct group identity. The band is touring in support of its second studio release, One Of Us, a concise 10-track, 35-minute statement that highlights vivid interplay and groove-forward momentum. It distills their collective improvisation and songwriting into a focused snapshot that suits both deep listening and lively rooms. As audiences have grown with each tour, LaMP continues to expand its reach with dynamic, instrumental epics.

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  • 8pm

    The Bobby Lees

    Bearsville Theater, 291 Tinker St, Woodstock
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    Experience The Bobby Lees live at Bearsville Theater in Woodstock, New York. Tickets are available, and a presale is offered with the password BEARSVILLE.

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Sunday, October 11 3 events
  • 10am

    Windham Autum Affair

    Main Street Windham NY, 5477 Main St, Windham
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    Day two of the Autumn Affair on Main Street in Windham, NY features a returning food vendor serving Sabrett hot dogs, a Cheeseburger Dog, sausage with peppers and onions sandwiches, knishes, nachos with cheese, lemonade, and more. Good eats and fun are on the menu.

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  • 10am

    AUTUMN AFFAIR STREET FESTIVAL - Meet Author Lisajoy Sachscts

    Main St, Windham, NY 12496, United States, 5477 Main St, Windham
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    Attendees can meet author Lisajoy Sachs at the book fair during the Autumn Affair Street Festival. Known for emotionally resonant, historically grounded fiction, she will chat with readers, share insights into her writing process, and sign copies of her debut Bright One along with Golden Flight, the second book in the Bright One series. Admission is free and all are welcome.

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  • 7pm

    Andrew McMahon

    Bearsville Theater, 291 Tinker St, Woodstock
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    Andrew McMahon presents a piano-centered concert at Bearsville Theater in Woodstock, NY, with Ivory Layne joining the lineup.

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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
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    Step away from constant noise and ease into quiet that supports present moment awareness. Spend four days in peaceful meditation and thoughtful self-reflection, resting in stillness amid peak foliage in the Hudson Valley.

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Thursday, October 15 1 event
  • 5pm

    Third Thursday - Outdoor Evenings at Olana

    5720 RT-9G, Hudson
    Free

    Spend an evening at Olana with complimentary guided tours of the landscape and historic house. Tours are offered on site the day of the event on a first come, first served basis, and advance reservations are not available. Visit the Frederic Church Center for details on tours and the day’s activities. The Olana Shop and the Frederic Church Center will be open. The night concludes with Tunes with a View, a free outdoor jazz performance led by Larry Chernicoff, an award winning composer and multi instrumentalist, joined by fellow musicians and inspired by Olana’s scenic setting. The concert takes place outside the Visitor Center in the seating area, and check in at the Visitor Center for more information. For questions, contact ticketing at 518-751-0344 or tickets@olana.org.

    Event website ↗
Friday, October 16 1 event
  • 5pm

    Buckle Series Gymkhana #5

    118 Castle Rd, Catskill
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    Experience Friday Night Under the Lights at Catskill Equestrian Center, an evening gymkhana built to be friendly and streamlined, with plenty of competitive spirit. Divisions include Leadline, Pee Wee, Junior, Green Horse or Rider, and Open, plus a Jackpot Barrels class. Patterns feature barrels, a dash, straight barrels, and poles. All regular division classes earn points toward the 2026 year-end buckle awards, and the show is part of a five-event buckle series that requires each horse and rider pair to meet a participation threshold to remain eligible for year-end honors. Fees are $5 for exhibitions, a $10 office fee that is waived with pre-entry, a $5 timer fee, $15 for regular classes, and $30 for Jackpot Barrels. Pre-registration is encouraged, and the full class list, rules, and entry forms are available online. Riders of every age and experience level are welcome, whether entering a first gymkhana or aiming for jackpot payouts.

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Saturday, October 17 1 event
  • 10am

    Trick or Trot Fun Day Show

    118 Castle Rd, Catskill
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    The annual Trick or Trot Fun Show at Catskill Equestrian Center brings a Halloween twist to a relaxed day of riding, costumes, and stable fun. Designed for riders of every level and for inexperienced horses, it focuses on a friendly, low pressure experience in an encouraging setting. Participants can enjoy jumping divisions, gymkhana inspired games, obstacle challenges, trail classes, in hand classes, and a dedicated costume class. Costumes are welcome, and helmets remain mandatory. Entry fees are $10 per class, with optional schooling rounds in jump height divisions available for $5. Ribbons are awarded through sixth place, and classes with at least six entries include prizes. Casual schooling wear is fine, and braiding is optional. Riders from both CEC and the wider community may participate, and there is no grounds charge. Early sign up through the organizer’s website is recommended to aid scheduling, and same day entries are also accepted.

    Event website ↗
Thursday, October 22 1 event
  • 8pm

    Dizgo at Bearsville Theater w/ Kale

    Bearsville Theater, 291 Tinker St, Woodstock
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    Dizgo teams up with Kale for an evening of live music at Bearsville Theater in Woodstock, New York.

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Friday, October 23 2 events
  • 10:30am

    Chamber Coffee Break

    Greene County Chamber of Commerce, 327 Main St, Catskill
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    Hosted at Greene County Chamber of Commerce, this Coffee Break offers a relaxed setting to enjoy coffee, connect with other area business owners, trade ideas, share quick business updates, and build your professional network. It welcomes longtime Chamber members as well as those curious about the organization. Bring business cards and enjoy an easygoing atmosphere focused on conversation and community.

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  • 3pm

    Selfcare and Energy Repair

    Dharmakaya Center for Wellbeing, 191 Cragsmoor Rd, Pine Bush
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    This restorative retreat features a daily mix of practices, including energizing vinyasa yoga, guided metta meditation, breathwork, meridian-based energy work, immersive sound baths, somatic movement, and strength and mobility sessions. The experience is designed to foster clarity, relaxation, and a renewed sense of well-being.

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Saturday, October 24 2 events
  • 1pm

    Spooktacular Health Fair & Trick or Treating

    10 Healthy Way, Ellenville · verified Aug 30
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    An upcoming community event is in the works, with additional information to be announced. Updates will be shared as plans are finalized.

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  • 8pm

    Steve Earle: 51 Years Of Songs & Stories

    Bearsville Theater, 291 Tinker St, Woodstock
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    Steve Earle takes the stage at Bearsville Theater in Woodstock, New York for an evening reflecting on 51 years of music and storytelling. The bill also features Joelton Mayfield.

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Sunday, October 25 1 event
  • 8pm

    Yasmin Williams

    Bearsville Theater, 291 Tinker St, Woodstock
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    Yasmin Williams takes the stage at Bearsville Theater in Woodstock, New York, joined by Vance Gilbert for a live music performance.

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Monday, October 26 1 event
  • 7:30pm

    Jeff Tweedy Solo

    Bearsville Theater, 291 Tinker St, Woodstock
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    Jeff Tweedy delivers a solo performance across two nights at Bearsville Theater in Woodstock, NY. Both evenings feature only him on stage.

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Thursday, October 29 1 event
  • 3pm

    Autumnal Awakening Yoga Retreat

    Dharmakaya Center for Wellbeing, 191 Cragsmoor Rd, Pine Bush
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    Immerse in a peaceful mountain sanctuary that centers nature and community. Each day features yoga sessions designed to restore and ground. Wholesome, seasonal meals offer nourishment and time to connect with fellow participants. The calm setting supports reflection, shared experiences, and a gentle reset.

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Thursday, November 5 1 event
  • 8pm

    Hiss Golden Messenger

    Bearsville Theater, 291 Tinker St, Woodstock
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    Hiss Golden Messenger performs live in concert at Bearsville Theater in Woodstock, NY.

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Saturday, November 7 1 event
  • 4pm

    Church 200 Fall Trivia Night at OLANA

    5720 RT-9G, Hudson · verified Aug 30
    Free

    Put your Olana knowledge to the test at a special trivia night honoring Frederic Church’s 200th birthday year. The Olana Partnership staff hosts a lively game where you can compete solo or play on a team. Winners and runners up receive an Olana prize pack. For ages 18 and up, with refreshments available for purchase. Admission is $10, free for members.

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

    Yoga Retreat for Women: Calm in the Whirlwind 2006

    Dharmakaya Center for Wellbeing, 191 Cragsmoor Rd, Pine Bush
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    Unwind in a supportive circle of women and restore your spirit through yoga and guided meditation. Expect deep rest, delicious food, meaningful conversation, peaceful silence, moments of tree hugging, and plenty of laughter.

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  • 4pm

    Creative Corner – Repurposing & Printmaking at OLANA

    5720 RT-9G, Hudson
    Free

    Celebrate creativity and community at Olana with a free, art-focused afternoon centered on repurposing and printmaking. Experiment with making prints and patches or refresh well-loved clothing with designs inspired by the fall season. Art materials are supplied, and light refreshments will be available. Participants ages 14 and up can bring works in progress or start something new. No registration is required. The session takes place at the Wagon House Education Center.

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  • 7pm

    Aaron Lee Tasjan w/ Madeleine Kelson | Colony • Woodstock, NY

    Colony Woodstock NY, 22 CR-33, Woodstock
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    Colony Woodstock NY hosts an evening with singer, songwriter, and guitarist Aaron Lee Tasjan alongside Madeleine Kelson. Tasjan, a Grammy-nominated Americana artist, recently channeled guidance from his mentor Todd Snider into his album Get Over It, Underdog, created with longtime engineer Mark Miller. The record favors tight, hooky writing and clear storytelling, celebrating songcraft, deep friendships, and the resilience of the outsider. Highlights include the wry social commentary of "Science Friction," the punchy drive of "Lost & Alone," the glam-tinged edge of "Twilight Zone Blues," and the Ohio-set tale "Ballad of an East Canton Lowlife." "The Real" captures the album’s core, centering authenticity and collective healing. His earlier work includes In the Blazes, Karma for Cheap, and Stellar Evolution, and he continues to honor Snider’s spirit after his passing. Appearing alongside him, Nashville-based Americana artist Madeleine Kelson blends folk and country roots with a contemporary perspective as a queer artist. She first gained traction in Chicago with The Kelson Twins, earned recognition from NPR among notable Nashville up-and-comers, and was selected for the IBMA Songwriter Showcase. Her releases include the introspective EP Siren, the self-produced album While I Was Away on Olivia Records, and the recent EP Where the Spirit Meets the Muscle. Known for vivid storytelling and rich vocals, she has been featured by NPR and on Spotify editorial playlists, and her song "The Way I Do" has amassed more than 1.7 million views on TikTok.

    Event website ↗
Saturday, November 14 2 events
  • 10am

    C-GCC Holiday Craft & Vendor Fair

    Columbia-Greene Community College, 4400 State Route 23, Hudson
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    An annual shopping event offering a marketplace for browsing and purchasing. Application materials for returning vendors will be available.

    Event website ↗
  • 8pm

    The Fab Faux

    Bearsville Theater, 291 Tinker St, Woodstock
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    The Fab Faux takes the stage at Bearsville Theater in Woodstock, New York for a live concert.

    Event website ↗
Friday, November 20 1 event
  • 3pm

    Nowhere to Go, Nothing to Do: A Buddhist Silent Retreat

    Dharmakaya Center for Wellbeing, 191 Cragsmoor Rd, Pine Bush
    See details

    Arriving at the cusp of the holiday season, this weekend of communal silence creates a supportive setting for inner transformation. It offers space to be fully present with yourself while mindfully noticing thoughts and emotions as they arise, with a focus on gently letting them go. The shared quiet provides a calm container for reflection and release.

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Saturday, November 21 2 events
  • 6pm

    VAPA Presents Midnight Slim & LauriAnne!

    Bridge and Tunnel Brewery Liberty NY Catskills, 8 State St, Liberty · verified Aug 30
    Free

    Midnight Slim and LauriAnne perform a blend of rock, country, blues, and more at Bridge and Tunnel Brewery Liberty NY Catskills. Enjoy free music along with free games, arts and crafts, and door prize giveaways for attendees. Concessions will be available. This project is supported in part by funds from the Statewide Community Regrants Program, a regrant program of the New York State Council on the Arts with support from the Governor and the New York State Legislature, administered by Delaware Valley Arts Alliance.

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  • 8pm

    AJ Lee & Blue Summit w/ The Cody Sisters at Levon Helm Studios (Woodstock, NY)

    Levon Helm Studios, 160 Plochman Ln, Woodstock · verified Aug 30
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    A double bill at Levon Helm Studios pairs AJ Lee & Blue Summit with The Cody Sisters for an evening of contemporary bluegrass and roots music in Woodstock, NY. AJ Lee & Blue Summit grew from Santa Cruz festival jam circles into a nationally recognized roots ensemble. The quartet features AJ Lee on mandolin, Jan Purat on fiddle, Sullivan Tuttle on guitar, and Sean Newman on bass. After years on the road, their sound blends youthful spark with an easy assurance. Their third album, City Of Glass, arrived in 2024 on Signature Sounds, followed in 2025 by the collaborative covers EP Cover to Cover V.1 with guests including Lindsay Lou, Trey Hensley, Ahn Phung, and Kyle Tuttle. That project spans “Tear My Stillhouse Down,” nodding to Gillian Welch, a bluegrass spin on “Glendale Train” with Molly Tuttle and Kyle Tuttle, Sully Tuttle taking the mic on “Who Walks In (When I Walk Out)” alongside Hensley and Phung, AJ leading “Takes One to Know One,” and former member Scott Gates fronting a take on the Monkees classic “I’m a Believer.” The Cody Sisters bring sibling harmonies and detailed picking shaped by Colorado’s folk and bluegrass roots. The group includes Maddie Cody, Megan Cody, and bassist Will Pavilonis, who joined in 2020 and contributes upright bass, harmonies, and co-writing. Their forthcoming album, All the Quiet People, was recorded at Vermillion Studios with producer Mike Robinson and engineer Eric Wiggs, marking a period of evolution in their sound. With Maddie on banjo, Megan on mandolin, and both sharing guitar duties, the trio has toured across the United States and Europe and released a self-titled EP in 2023. Their songs weave personal memories, like the road tale behind “Collectors on the Run,” with influences from literature, including Ocean Vuong’s impact on “Mother Tongue.” Together, these artists highlight modern bluegrass rooted in tradition and open to new ideas, with close harmonies, nimble picking, and storytelling at the forefront.

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Wednesday, November 25 1 event
  • 3pm

    Just Be: A Thanksgiving Personal Retreat

    Dharmakaya Center for Wellbeing, 191 Cragsmoor Rd, Pine Bush · verified Aug 30
    See details

    Step out of everyday pressures and settle into the Center's calm for a season of gratitude. Over five nights, this personal retreat is devoted to time for yourself and your practice, with quiet throughout the Center and vegetarian cuisine to enjoy. The atmosphere encourages stillness and self-reflection, giving you space to slow down, refocus, and simply be.

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