Festivals near Litchfield, 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, ....

Area 52 Launch: Where Mystery Meets Innovation

• Jan. 31 - Jan 31, 2026
• American Mural Project - Winsted, CT USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? In the realm of weed-derived products, Area 52 stands out as a beacon of quality and innovatio ....

Area 52: Explore the Unseen

• Jan. 31 - Jan 31, 2026
• Becket Athenaeum Inc - Becket, MA USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? In the realm of hemp-derived products, Area 52 has carved out a niche for itself with a wide r ....

Area 52: The Birth of a New Reality

• Jan. 31 - Jan 31, 2026
• Area 52 - Poughkeepsie, NY USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? As I reflect on the world of weed and hemp-derived products, I find myself drawn to the innova ....

Area 52: Step into the Multiverse

• Jan. 31 - Jan 31, 2026
• Area 52 - Plainville, CT USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? Discover the Universe of Weed with Area 52 As I delve into the realm of weed, I find myself d ....

The Red Sauce Joint by Gioia

• Jan. 16 - Apr 26, 2026
• Gioia Cafe and Bar - New Haven, CT USA

• Food / Wine / Beer

Gioia will be once again launching “The Red Sauce Joint by Gioia,” running from January 16 – April 26, 2026, on its fully enclosed and heated rooftop ....

Classical Guitar: Images of Spain

• Jan. 11 - Jan 11, 2026
• Bristol Public Library - Bristol, CT USA

• Music

• FREE!!

Experience the soul of 19th century Spain in this evocative classical guitar concert, Images of Spain. The concert will feature photographs and paint ....

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 ....

The Wizards of Winter

• Dec. 20 - Dec 20, 2025
• The Colonial Theatre - Pittsfield, MA USA

• $50 - $100

Returning for their third year at The Colonial Theatre, The Wizards of Winter will light up the stage with The Christmas Dream—a theatrical musical jo ....

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 ....

Mandell JCC Book Festival: Tap Dancing on Everest

• Dec. 10 - Dec 10, 2025
• Mandell JCC - West Hartford, CT USA

• FREE!!

Part coming-of-age memoir, part adventure story, Tap Dancing on Everest is about a young medical student raised in N.Y.C., who battles self-doubt to s ....

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 ....

Allman Brothers Tribute @ FTC Stage One

• Nov. 29 - Nov 29, 2025
• StageOne at FTC - Fairfield, CT USA

• $25 - $50

This powerhouse tribute to the Allman Brothers Band has been earning rave reviews from fans and venues alike. Their performances capture the spirit, e ....

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 ....

Basilica Farm & Flea Holiday Market

• Nov. 28 - Nov 30, 2025
• Basilica Hudson - Hudson, NY USA

• Food / Wine / Beer

• $1 - $10

Born Thanksgiving Weekend 2013 as the Anti-Black Friday big sister goddess, Basilica Farm & Flea is part timeless flea market, part farmer’s market, p ....

The Good District

• Nov. 23 - Nov 23, 2025
• The Crystal Theatre - Norwalk, CT USA

• Arts (Performing Arts)

• $10 - $25
• $25 - $50
• $50 - $100

  What do you deserve?A fractured family squats in a wealthy beachfront home to give 13-year-old Alisha a chance at a better life in an elite sc ....

The Good District - South Norwalk, November 2025

• Nov. 23 - Nov 23, 2025
• The Crystal Theatre - Norwalk, CT USA

• Arts (Performing Arts)
• Comedy Show

• $10 - $25
• $25 - $50
• $50 - $100

What do you deserve? A fractured family squats in a wealthy beachfront home to give 13-year-old Alisha a chance at a better life in anelite school. A ....

The Good District - 22 Nov 2025

• Nov. 22 - Nov 22, 2025
• The Crystal Theatre - Norwalk, CT USA

• Arts (Performing Arts)

• $10 - $25
• $25 - $50
• $50 - $100

  What do you deserve?A fractured family squats in a wealthy beachfront home to give 13-year-old Alisha a chance at a better life in an elite sc ....

The Good District - South Norwalk, November 2025

• Nov. 22 - Nov 22, 2025
• The Crystal Theatre - Norwalk, CT USA

• Arts (Performing Arts)
• Comedy Show

• $10 - $25
• $25 - $50
• $50 - $100

What do you deserve? A fractured family squats in a wealthy beachfront home to give 13-year-old Alisha a chance at a better life in anelite school. A ....

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 ....

The Good District - South Norwalk, November 2025

• Nov. 21 - Nov 21, 2025
• The Crystal Theatre - Norwalk, CT USA

• Arts (Performing Arts)
• Comedy Show

• $10 - $25
• $25 - $50
• $50 - $100

What do you deserve? A fractured family squats in a wealthy beachfront home to give 13-year-old Alisha a chance at a better life in anelite school. A ....

The Good District - 21 Nov 2025

• Nov. 21 - Nov 21, 2025
• The Crystal Theatre - Norwalk, CT USA

• Arts (Performing Arts)

• $10 - $25
• $25 - $50
• $50 - $100

What do you deserve?A fractured family squats in a wealthy beachfront home to give 13-year-old Alisha a chance at a better life in an elite school. As ....

Christkindlmarkt 2025!

• Nov. 21 - Nov 22, 2025
• Germania Of Poughkeepsie - Poughkeepsie, NY USA

• Other / General

A fun, festive and authentic Christkindlmarkt will be held at Germania of Poughkeepsie, 37 Old DeGarmo Road, Poughkeepsie, NY! - Friday November 21, 4 ....

Ann's Place 23rd Annual Festival of Trees

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

• $1 - $10

Danbury, CT – Ann’s Place proudly presents the 23rd Annual Festival of Trees: “Honoring Hope” from November 21–23, 2025 at The Summit at Danbury. Hono ....