Festivals near Amenia, NY.

Sunflower Maze Opening Day Celebration

• Aug. 1 - Aug 1, 2026
• Lyman Orchards Sunflower Maze - Middlefield, CT USA

• Other / General

• $10 - $25

The Sunflower Maze at Lyman Orchards will be opening Saturday, August 1st at 9 AM! Celebrate with some fun for the whole family at the Apple Barrel Fa ....

15th Putnam County Wine & Music Fest

• Aug. 22 - Aug 23, 2026
• Putnam County Veterans Memorial Park - Carmel Hamlet, NY USA

• Music

• $10 - $25

Join us for the 15th Annual Putnam County Wine & Music Fest at Putnam County Veterans Memorial Park (Upper), 201 Gipsy Trail Road, Carmel, NY. The eve ....

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 ....

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 ....

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 ....

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 ....

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 ....

Charis Sings Songs of Democracy

• Apr. 24 - Apr 24, 2026
• First Presbyterian Church - New Canaan, CT USA

• Music

• $10 - $25

CHARIS SINGS SONGS OF DEMOCRACY Charis Chamber Voices celebrates America’s 250th birthday with Songs of Democracy: Friday April 24 at 7:30 p.m. at F ....

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 ....

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 ....

Ann's Place Festival of Trees

• Nov. 21 - Nov 23, 2025
• The Summit at Danbury - Danbury, CT USA

• $1 - $10
• $10 - $25
• $50 - $100

Ann’s Place proudly announces its 23rd Annual Festival of Trees: Honoring Hope. Celebrating courage, resilience, and community, Ann’s Place brings sup ....

Ten-Play Play Festival

• Nov. 19 - Nov 19, 2025
• MoCA CT - Westport, CT USA

• $10 - $25

A Chronicles Presents: Winners of its Annual 10-Minute Play Festival Visionary, Absurd, Heartbreaking. Nine Playwrights on Reproductive Rights Novemb ....

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 ....

Vibe Cartel at Westport VFW

• Oct. 4 - Oct 4, 2025
• Veterans of Foreign Wars - Westport, CT USA

• Music

• $10 - $25

Get ready for an unforgettable night of groove and energy as Vibe Cartel takes the stage with their signature blend of fusion, funk, jazz, and rock. K ....

14th Putnam County Wine & Music Fest

• Aug. 16 - Aug 17, 2025
• Putnam County Veterans Memorial Park - Carmel Hamlet, NY USA

• Food / Wine / Beer

• $10 - $25

The event is set to take place on August 16-17, 2025, at the Putnam County Veterans Memorial Park, located at 201 Gipsy Trail Road, Carmel, NY. This c ....

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 ....

The 2025 Midsummer Fantasy Renaissance Faire

• Jun. 28 - Jul 13, 2025
• Warsaw Park - Ansonia, CT USA

• $10 - $25

?? The Midsummer Fantasy Renaissance Faire returns for its 14th season! ?? ??? June 28th & 29th, July 4th, 5th, & 6th, and July 12th & 13th 2025 Ticke ....