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  • Brian Mitchell & Friends Concert

    Pine Hill Community Center 287 Main Street, Pine Hill

    Brian Mitchell is well known in the music industry for working with some of music's most respected artists including Levon Helm & The Midnight Ramble, Bob Dylan, Bruce Springsteen, Jackson Browne, Little Feat, BB King & Dolly Parton. He has appeared on 5 Grammy award winning records and he also records and performs his own original music.

    $10

  • The Pine Tree Flyers

    The Ashokan Center 477 Beaverkill Road, Olivebridge

    Come hear rollicking tunes and heartfelt arrangements, in a place that has nurtured so much of this music over many decades. The Flyers are thrilled to be playing at Ashokan Center and sharing their music with this community.

    $10 – $30

  • Black and white portrait of a woman in a dark blazer with her arms crossed, smiling, standing in front of blurred window curtains in an indoor setting.

    Woodstock Symphony Orchestra: “Harmonious Fusion: Classical & Jazz”

    Woodstock Playhouse 103 Mill Hill Rd, Woodstock, NY 12498, NY

    The Woodstock Symphony Orchestra closes its 45th season with “Harmonious Fusion: Classical and Jazz”, featuring works by Copland, Delius, Bernstein and others. Guest artists include pianist Larry Ham, drummer Jeff “Siege” Siegel and WSO’s principal bassist Lou Pappas. For information about the WSO, visit https://www.woodstocksymphony.org or call (845) 266-3517.

    $10 – $40
  • Motown Sound flyer: Kingston UPAC May 17, 6–8pm. Gold theme, vinyl, performer silhouettes, theater attire notice, doors 5pm, ticket info.

    CCE Presents: Motown Sound

    Ulster Performing Arts Center 601 Broadway, Kingston, NY

    CCE’s Annual Recital and Fundraiser “Motown Sound” invites you to celebrate the glitz, glamor and soul of Motown's iconic music and a fashion through spectacular performances in dance, theater, music and more!

    $20 – $30
  • Event flyer for 'Mrs. Roper Romp' shows a group in orange wigs and retro outfits, promoting a May 18 fundraiser at Keegan Ales, Kingston, with dress-up, trivia, and contests. Proceeds benefit the Resource Center for Accessible Living.​

    Disability Awareness Parade

    Keegan Ales 20 Saint James St., Kingston, NY

    Dress as the iconic Mrs. Roper from Three’s Company and enjoy an afternoon of fun, food, drinks, trivia, contests, and prizes! All proceeds benefit RCAL.

    $15

  • A large group dressed in black poses indoors for a group portrait beneath stained glass windows and floral arrangements, creating a formal, unified scene.

    Ars Choralis Presents “Sixty Years of Song: A Celebration”

    Overlook United Methodist Church 233 Tinker Street, Woodstock, NY

    On June 7, 2025 @ 6 pm, at Overlook United Methodist Church, we will present Sixty Years of Song: A Celebration, a free concert offered as a gift to our community, in celebration of the 60th anniversary of Ars Choralis.

    Free
  • A joyful group in colorful outfits, one using a wheelchair, marches with rainbow flags and umbrella on a tree-lined street, celebrating Pride.

    Woodstock NY Pride Parade 2025

    Comeau Upper Lot 95 Comeau Dr, Woodstock, NY, United States

    Join the parade through the Village from Comeau Upper Lot to Colony & stay for a celebration!

    Free
  • Concert poster: Waterfall Sessions Vol II, June 13, Woodstock Way Hotel, Ginger Winn & A.J. Yorio, live music, flowers, and waterfall.

    Waterfall Sessions Volume II

    10 waterfall way woodstock, new york 12498 10 Waterfall Way, Woodstock

    You’re invited to an unforgettable night of music, magic, and good company at the Waterfall Sessions Volume II at the enchanting Woodstock Way Hotel for the first live performance of Freeze Frame, the spellbinding sophomore album by Kingston’s own Ginger Winn. Set against the breathtaking backdrop of the cascading waterfall in the center of Woodstock, […]

    $40
  • Poster for Robibero Winery’s Father’s Day event on June 15. Festive text, wine glasses, and beer mug art. Location: 714 Albany Post Rd, New Paltz, NY.

    Father’s Day at Robibero Winery

    Robibero Winery 714 Albany Post Road, New Paltz, NY, United States

    Enjoy $5 craft NYS Beer, discounted wine tastings for fathers, and live music! Give dad a break from BBQ-ing and enjoy our famous wood-fired pizza while challenging dad to a game of Cornhole. What is better than wine, beer, pizza, games, and live music?

    Free

  • Mountain Jam 2025

    Belleayre Mountain 181 Galli Curci Rd., Highmount, NY

    The ultimate jam band experience where rock, folk, indie, roots, and Americana collide in a celebration of music, freedom, and connection. Founded in 2005 by Radio Woodstock to celebrate 25 years of independent and eclectic radio, Mountain Jam has grown into one of the premier music festivals in the Northeast.

    $130 – $314
  • Three classical musicians on stage performing with violin, cello, and piano; each raising a bow in mid-performance in a concert hall.

    TRIO CÉLESTE: Maverick Family Saturdays

    Maverick Concerts 120 Maverick Road, Woodstock, NY

    These short interactive events, long a Maverick tradition, are designed for enjoyment by children in grades K-6. Admission is free for children and adults. Hailed as “a first-class ensemble” (Orange County Register), “unfailingly stylish” (The Strad), “technically dazzling” (Long Beach Gazette), “flawless” (New York Concert Review) and “the epitome of what chamber musicians should be” […]

    Free
  • Three women are featured: two sit with acoustic guitars in casual settings, the third stands on a windy city street, all with long hair and expressive, creative poses.

    CINDY CASHDOLLAR, JOAN OSBORNE, & RACHAEL YAMAGATA

    Maverick Concerts 120 Maverick Road, Woodstock, NY

    Cindy Cashdollar Joan Osborne Rachael Yamagata Jack Petruzzelli, guitar Ben Zwerin, bass Eric Parker, drums “It’s an honor to share the stage with these incredibly gifted women and wonderful friends. I’ve always been a big fan but only met Joan in recent years & was delighted to record with her on her 2023 album “Nobody […]

    $10 – $60