Festivals near Winsted, CT.

WINGFEST

• Jan. 31 - Jan 31, 2026
• MJN Convention Center - Mid Hudson Civic Center - Poughkeepsie, NY USA

• Food / Wine / Beer

• $25 - $50

The renowned and famous Wingfest is returning for its 19th year! This premier wing event will take place at the spacious MJN Center in Poughkeepsie, ....

New Year’s Eve with Max Creek

• Dec. 31 - Jan 1, 2026
• The Colonial Theatre - Pittsfield, MA USA

• Music

• $25 - $50

A beloved staple of the Northeast music scene for over five decades, Max Creek defies categorization—fusing rock, country, reggae, soul, jazz and caly ....

HUDSON VALLEY PIZZA FESTIVAL

• Dec. 13 - Dec 13, 2025
• MJN Convention Center - Mid Hudson Civic Center - Poughkeepsie, NY USA

• Food / Wine / Beer

• $25 - $50

* Unlimited Pizza Sampling with your General Admission ticket — taste the best, the cheesiest, the freshest creations from top pizza makers across the ....

Orleans

• Nov. 29 - Nov 29, 2025
• The Colonial Theatre - Pittsfield, MA USA

• Music

• $25 - $50

Their timeless hits—like “Still The One,” “Dance With Me,” and “Love Takes Time”—remain staples across radio, television and streaming platforms, capt ....

Harvest & Rust: A Neil Young Experience

• Nov. 22 - Nov 22, 2025
• The Colonial Theatre - Pittsfield, MA USA

• Music

• $25 - $50

Western Massachusetts’ own Harvest & Rust returns to The Colonial Theatre in Pittsfield for a special tribute concert celebrating Neil Young’s 80th bi ....

Dalton Country Fest

• Nov. 15 - Nov 15, 2025
• The Stationery Factory - Dalton, MA USA

• Music

• $25 - $50

Music • Dancing • Craft Fair • Food • Raffles Food will be available in the evening from Sabrina & Chin of Berkshire Flavourful Bites! Trading Post ....

Strange Magic NY: The ELO Experience

• Nov. 8 - Nov 8, 2025
• The Colonial Theatre - Pittsfield, MA USA

• $25 - $50

Hailing from New York, this nine-piece ensemble masterfully recreates the iconic ELO sound by incorporating actual string instruments, vintage keyboar ....

1969 BEYOND THE MUSIC

• Sep. 19 - Sep 19, 2025
• Little Theatre of Manchester at Cheney Hall - Manchester, CT USA

• $25 - $50

BEYOND 1969 highlights the best bands of 1969, including The Rolling Stones, Jimi Hendrix, and The Beatles. You'll groove to iconic hits like "Proud M ....

Music Mountain Summer Festival: NEW YORK GILBERT & SULLIVAN PLAYERS

• Sep. 13 - Sep 13, 2025
• Music Mountain Inc - Canaan, CT USA

• $25 - $50

Tickets: $35-50, Under 19 Free musicmountain.org or 860-824-7126 for tickets and more information Location: Gordon Hall, Music Mountain 225 Music Mou ....

Legendary Singer Falguni Pathak Dandiya Dhoom 2025 in Hartford

• Sep. 12 - Sep 12, 2025
• Connecticut Convention Center - Hartford, CT USA

• $25 - $50

Get ready for the Biggest Navratri Celebration in Connecticut & New England with two legendary singers, Garba King Atul Purohit and the Garba Queen Fa ....

Legendary Singer Atul Purohit Live Garba in Hartford 2025

• Sep. 7 - Sep 7, 2025
• Connecticut Convention Center - Hartford, CT USA

• $25 - $50

Get ready for the Biggest Navratri Celebration in Connecticut & New England with two legendary singers, Garba King Atul Purohit and the Garba Queen Fa ....

Music Mountain Summer Festival: DONALD SOSIN & JOANNA SEATON SILENT FILM & LIVE MUSIC

• Sep. 6 - Sep 6, 2025
• Music Mountain Inc - Canaan, CT USA

• $25 - $50

F.W. Murnau’s Sunrise (1927), a silent film masterpiece of love, betrayal, and redemption. Enhanced by live music composed and performed by pianist Do ....

Music Mountain Summer Festival: GALVANIZED JAZZ BAND

• Aug. 23 - Aug 23, 2025
• Music Mountain Inc - Canaan, CT USA

• $25 - $50

Tickets: $35-50, Under 19 Free musicmountain.org or 860-824-7126 for tickets and more information Location: Gordon Hall, Music Mountain 225 Music Mou ....

Music Mountain Summer Festival: MAUCHA ADNET & DUDUKA DA FONSECA TRIO

• Aug. 16 - Aug 16, 2025
• Music Mountain Inc - Canaan, CT USA

• $25 - $50

Tickets: $35-50, Under 19 Free musicmountain.org or 860-824-7126 for tickets and more information Location: Gordon Hall, Music Mountain Inc 225 Music ....

Music Mountain Summer Festival: SWINGTIME BIG BAND

• Jul. 26 - Jul 26, 2025
• Music Mountain Inc - Canaan, CT USA

• $25 - $50

Tickets: $35-50, Under 19 Free musicmountain.org or 860-824-7126 for tickets and more information Location: Gordon Hall, Music Mountain Falls Village ....

Glasgow Lands Scottish Festival

• Jul. 19 - Jul 19, 2025
• Look Memorial Park - Northampton, MA USA

• Arts (Performing Arts)
• Community (Family & Kids)
• Food / Wine / Beer
• Music

• $25 - $50

Glasgow Lands Scottish Festival is the only Scottish Festival in Massachusetts, and the second largest one in New England. We are proud to have been b ....

Music Mountain Summer Festival: THE CURTIS BROTHERS

• Jul. 12 - Jul 12, 2025
• Music Mountain Inc - Canaan, CT USA

• $25 - $50

Tickets: $35-50, Under 19 free musicmountain.org or 860-824-7126 for tickets and more information Location: Gordon Hall, Music Mountain 225 Music Mou ....

Music Mountain Summer Festival: BOB PARKER’S JIVE BY FIVE

• Jul. 5 - Jul 5, 2025
• Music Mountain Inc - Canaan, CT USA

• $25 - $50

Tickets: $35-50, Under 19 Free musicmountain.org or 860-824-7126 for tickets and more information Location: Gordon Hall, Music Mountain 225 Music Mo ....

Music Mountain Summer Festival: Wynona Wang, Piano

• Jun. 28 - Jun 28, 2025
• Music Mountain Inc - Canaan, CT USA

• $25 - $50

Domenico SCARLATTI Sonata in D Minor, K. 213 & Sonata in D Major, K. 29 ZHANG Zhao Kangding Love Song & Pi Huang Franz SCHUBERT Wanderer Fantasy Serge ....

Music Mountain Summer Festival: Fei-Fei, Piano

• Jun. 21 - Jun 21, 2025
• Music Mountain Inc - Canaan, CT USA

• $25 - $50

Claude DEBUSSY Suite bergamasque, L. 75 Sergei RACHMANINOFF Variations on a Theme of Corelli, Opus 42 Nadia BOULANGER Vers la vie nouvelle ("Towards ....

Music Mountain Summer Festival: Misha Dichter, Piano

• Jun. 14 - Jun 14, 2025
• Music Mountain Inc - Canaan, CT USA

• $25 - $50

Location: Gordon Hall, Music Mountain 225 Music Mountain Road Falls Village, Connecticut 06031 Tickets: $35-50, Under 19 free Please visit www.music ....

TurnPark Summer Festival 2025: Roots and Wings

• Jun. 14 - Jun 14, 2025
• TurnPark Art Space - West Stockbridge, MA USA

• $25 - $50

Join us for a day-long event filled with music, dance, performance art, immersive installations, wearable sculptures, and meditative rituals! This ....