Festivals near Great Barrington, MA.

Northwest Passage - The spirit of classic Americana, the golden era of rock, blues and folk!

• May. 14 - May 14, 2026
• Buttonball Barn - Egremont, MA USA

• $10 - $25

Northwest Passage—hailing from the scenic Litchfield Hills of Northwest Connecticut—has been delighting audiences for more than a decade with their ri ....

Hugo The Ultimate Journey Tribute Concert - One night only at CT Food Truck Battles Festival

• May. 16 - May 16, 2026
• Woodtick Recreation Area - Wolcott, CT USA

• Nightlife

• $10 - $25

About the event Hugo The Ultimate Journey Tribute Concert - One night only at CT Food Truck Battles Festival The music of Journey from Hugo The Ultima ....

Hugo The Ultimate Journey Tribute Concert - One night only at CT Food Truck Battles Festival

• May. 16 - May 16, 2026
• 201 Nichols Rd - Wolcott, CT USA

• Food / Wine / Beer

• $10 - $25

2026 CT Food Truck Battles Festival - May 16, 12pm-10pm Live 80s & 90s Music all day with Special Concert Starting at 7pm HUGO The Ultimate Journey Tr ....

Hudson Valley Fermentation Festival 2026

• Jun. 13 - Jun 14, 2026
• Twin Star Orchards - New Paltz, NY USA

• $1 - $10
• $10 - $25
• $25 - $50
• $50 - $100

Join us for the 2026 Hudson Valley Fermentation Festival, where you can explore a lively outdoor tasting market, packed with local producers of fermen ....

Every Breath You Take: A Tribute to Sting & The Police - At ButtonBall Barn

• May. 8 - May 8, 2026
• Buttonball Barn - Egremont, MA USA

• $10 - $25

Every Breath You Take: A Tribute to Sting & The Police is more than a tribute show — it’s a high-energy, immersive celebration of one of the most infl ....

Marc Douglas Berardo & Louise Coombe - Two Acclaimed Songwriters, One Intimate Stage.

• May. 3 - May 3, 2026
• Buttonball Barn - Egremont, MA USA

• $10 - $25

Marc Douglas Berardo is a master storyteller and wooden-guitar craftsman whose songs blend humor, heart, and deep emotional resonance. A 35-year road ....

The Spring Thing

• May. 2 - May 2, 2026
• The Hangar on the Hudson - Troy, NY USA

• Music

• $10 - $25

Doors at 3pm / Music at 4pm / Event ends at 10pm 4PM START FOR REAL! We gotta run a tight ship here with outdoor music curfew at 9pm. $20 advance / $ ....

Morgan Myles -You may know her from The Voice! Live at The BARN

• Apr. 30 - Apr 30, 2026
• Buttonball Barn - Egremont, MA USA

• $10 - $25

Morgan Myles is a powerhouse Americana and country-soul artist whose five-octave voice and raw honesty have made her one of Nashville’s most compellin ....

Chancellor’s Sheep and Wool Showcase

• Apr. 25 - Apr 25, 2026
• Clermont State Historic Site - Germantown, NY USA

• Other / General

• $10 - $25

The Chancellor’s Sheep and Wool Showcase is family-friendly event that features shearing demonstrations, farm animals, and historic reenactments. The ....

Four Sticks - The Music of Led Zeppelin- ButtonBall Barn

• Apr. 24 - Apr 24, 2026
• Buttonball Barn - Egremont, MA USA

• $10 - $25

Few bands have defined rock & roll like Led Zeppelin—and Four Sticks brings that legendary sound roaring back to life. From the thunder of “Good Time ....

Flight Night Friday: Spring Spritz Cocktail Flights at Bard & Baker in Troy

• Apr. 24 - Apr 24, 2026
• Bard and Baker Board Game Cafe - Troy, NY USA

• $10 - $25

Flight Night Fridays continue in 2026! Join us every Friday night 5pm-9pm as we do a different themed cocktail flight each week. Reservations aren ....

Flight Night Friday: Floral Cocktail Flights at Bard & Baker in Troy

• Apr. 17 - Apr 17, 2026
• Bard and Baker Board Game Cafe - Troy, NY USA

• $10 - $25

Flight Night Fridays continue in 2026! Join us every Friday night 5pm-9pm as we do a different themed cocktail flight each week. Reservations aren ....

Brooks’ BBQ Chicken Fundraiser

• Apr. 16 - Apr 16, 2026
• Delmar Reformed Church - Bethlehem, NY USA

• Food / Wine / Beer

• $10 - $25

Join us for our always-popular Brooks’ House of BBQ chicken dinner fundraiser. It’s a community favorite, for good reason! April 16, 2026 3:00 - 6:00 ....

Capital Region Flower & Garden Expo

• Mar. 27 - Mar 29, 2026
• McDonough Sports Complex - Troy, NY USA

• $10 - $25

The Capital Region Flower & Garden Expo is March 27-29, 2026, at Hudson Valley Community College, Troy, NY. See large-scale gardens and floral-themed ....

Classic Silent Film Night with LIVE MUSIC!

• Nov. 29 - Nov 29, 2025
• Christ Trinity Lutheran/Episcopal Church - Sheffield, MA USA

• Arts (Film / Movie / Photo)
• Arts (Performing Arts)
• Community (Community / Social)
• Community (Family & Kids)
• Music

• $10 - $25

What to do with those pesky Thanksgiving weekend guests?  Join us for a special 100th Anniversary Celebration of Charlie ....

Eversource Hartford Marathon and Half Marathon, Charity 5K and Team 26.2 Relay

• Oct. 11 - Oct 11, 2025
• Bushnell Park - Hartford, CT USA

• Sports / Fitness

• $10 - $25

Be inspired in Hartford with a glorious start in front of the majestic Capitol. Marathon and half marathon courses venture into the welcoming neighbor ....

WHMCC's 2nd Annual Cider-Fest

• Oct. 3 - Oct 3, 2025
• 2 Museum Ln - Waterford, NY USA

• Food / Wine / Beer

• $10 - $25

With our summer programing winding down we are looking towards cooler weather and seasonal events. Please join us for our 2nd Annual Cider-Fest! We w ....

The Ukrainian Festival to benefit humanitarian aid for Ukraine

• Sep. 13 - Sep 13, 2025
• 225 Washington Ave Ext - Albany, NY USA

• $10 - $25

A Ukrainian festival featuring folk dancers, singers, musical groups, arts and crafts, as well as traditional Ukrainian food, will be held at the Poli ....

The Ukrainian Festival to benefit humanitarian aid for Ukraine

• Sep. 13 - Sep 13, 2025
• Polish Community Center - Albany, NY USA

• $10 - $25

A Ukrainian festival featuring folk dancers, singers, musical groups, arts and crafts, as well as traditional Ukrainian food, will be held at the Poli ....

Jazz in the Vineyard

• Jul. 19 - Jul 19, 2025
• Millbrook Vineyards \u0026 Winery - Millbrook, NY USA

• $10 - $25

Come out to Millbrook Winery from 5:30 - 7:30 PM and enjoy an outdoor jazz concert featuring True North Jazz Project on the beautiful vineyard lawn. F ....

Jazz in the Vineyard

• Jul. 12 - Jul 12, 2025
• Millbrook Vineyards \u0026 Winery - Millbrook, NY USA

• $10 - $25

Come out to Millbrook Winery on July 12 from 5:30 - 7:30 PM and enjoy an outdoor jazz concert featuring Laura Evans & Friends on the beautiful vineyar ....

Songs of the Screen

• Jun. 21 - Jun 21, 2025
• St. Paul's Episcopal Church - Albany, NY USA

• Music

• $10 - $25

Join AGMC as they take you through the fusion of film, TV, video games and music through popular choral ensembles that make us laugh, smile and think ....

Friends of Albany Rural Cemetery’s 2025 Cars & Crypts Car Show

• Jun. 21 - Jun 21, 2025
• Albany Rural Cemetery - Albany, NY USA

• Auto
• Community (Family & Kids)

• FREE!!
• $10 - $25

Join us for our fourth annual Classic Car Show and Crypt Tour. This family-friendly event includes music, food, merchandise and raffles.  Guided ....

NY Capital District Renaissance Festival

• Jun. 21 - Jun 22, 2025
• Indian Ladder Farms - Altamont, NY USA

• $10 - $25

Join us for a weekend of music, magic, and wonder at the annual New York Capital District Renaissance Festival. The two weekend event, set in the buco ....