Festivals near Great Barrington, MA.

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 ....

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 ....

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

• Nov. 28 - Nov 28, 2025
• Bard and Baker Board Game Cafe - Troy, NY USA

Flight Night Fridays continue in 2025! Join us every Friday night 5pm-9pm as we do a different themed cocktail flight each week. Reservations aren ....

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 ....

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 ....

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

• Nov. 21 - Nov 21, 2025
• Bard and Baker Board Game Cafe - Troy, NY USA

Flight Night Fridays continue in 2025! Join us every Friday night 5pm-9pm as we do a different themed cocktail flight each week. Reservations aren ....

Country Folk Art Show & Artisan Market

• Nov. 21 - Nov 23, 2025
• 80 Vandenburgh Ave - Troy, NY USA

• $1 - $10

Artisans & vendors from near and far will be bringing their beautiful displays, filled with holiday decor, unusual gifts, boutique shopping, Personali ....

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 ....

Kinderhook Reformed Church Thanksgiving Dinner Benefit

• Nov. 20 - Nov 20, 2025
• 21 Broad St - Kinderhook, NY USA

• Food / Wine / Beer

• $50 - $100

Thanksgiving meal for pick-up the day before Thanksgiving, November 26th between 2:00 and 6:00 p.m. at Kinderhook Reformed Church, 21 Broad Street, Ki ....

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 ....

Troy Public Library's 3rd Annual Fall Fest

• Nov. 15 - Nov 15, 2025
• Troy Public Library - Troy, NY USA

We are excited to announce that Troy Public Library’s Fall Fest 2025 will be happening on Saturday, November 15th, from 12- 4 PM at the Main Library, ....

Femininomenon Sing-A-Long One Year Anniversary with Live Performances

• Nov. 14 - Nov 14, 2025
• Lost \u0026 Found Bar \u0026 Kitchen - Albany, NY USA

• Music

Welcome to the Femininomenon Sing-A-Long One-Year Anniversary with Live Performances! Come celebrate a year of empowering music and community at Lost ....

Flight Night Friday: Fall Rum Punch Cocktail Flights at Bard & Baker in Troy

• Nov. 14 - Nov 14, 2025
• Bard and Baker Board Game Cafe - Troy, NY USA

Flight Night Fridays continue in 2025! Join us every Friday night 5pm-9pm as we do a different themed cocktail flight each week. Reservations aren ....

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 ....

Hartford Skelly Run

• Oct. 25 - Oct 25, 2025
• Hartford - Hartford, CT USA

• Holiday (Halloween)
• Holiday (Other)
• Outdoor / Recreation
• Seasonal (Fall)
• Sports / Fitness

• $50 - $100
• $100 - $250

Get ready to lace up your running shoes for the most spine-tingling fun run of the year "Skelly Run"!Inspired by the beloved 12ft Halloween decoration ....

Regional Food Bank Mac-N-Cheese Bowl

• Oct. 18 - Oct 18, 2025
• Remsen Street - Cohoes, NY USA

• Food / Wine / Beer

• $25 - $50

Stations will span four blocks on Remsen Street where you'll be able to enjoy a sampling of each participant's recipe. VIP Tickets include a tasting f ....

15th Annual Mac and Cheese Bowl

• Oct. 18 - Oct 18, 2025
• Cohoes - Cohoes, NY USA

• Food / Wine / Beer

• $25 - $50

Vendors from throughout the Capital Region offer tastings of mac and cheese, with all proceeds to benefit the Regional Food Bank. ....

Brothers Osborne and LeAnn Rimes

• Oct. 11 - Oct 11, 2025
• Keane Stud - Amenia, NY USA

• Music

• $50 - $100

Highlands Country Night End the day with a live concert under the stars, featuring LeAnn Rimes and Brothers Osborne—a night of unforgettable country m ....

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 ....

Third Eye Blind with special guest Dinosaur Jr.

• Oct. 10 - Oct 10, 2025
• Keane Stud - Amenia, NY USA

• Music

• $50 - $100

Concert Under the Stars with Third Eye Blind Wrap up your day with a live outdoor concert by Third Eye Blind with special guest Dinosaur Jr. Bring you ....

10/10/25 6pm TV Doctors (Evan Conway, Bob Morris, Josh Witmer) @ The Eleven at Lark Hall, Albany, NY

• Oct. 10 - Oct 10, 2025
• The Eleven - Albany, NY USA

• Music

Friday, October 10, 2025 6:00 pm - 8:00 pm TV Doctors (featuring: Evan Conway, Bob Morris, Josh Witmer) voted "Jam Band of the Year 2024" at The Eddie ....

Albany Skelly Run

• Oct. 4 - Oct 4, 2025
• Albany - Albany, NY USA

• Holiday (Halloween)
• Holiday (Other)
• Outdoor / Recreation
• Seasonal (Fall)
• Sports / Fitness

• $50 - $100
• $100 - $250

Get ready to lace up your running shoes for the most spine-tingling fun run of the year "Skelly Run"!Inspired by the beloved 12ft Halloween decoration ....

South Windsor Apple Fest

• Oct. 4 - Oct 4, 2025
• 75 Brookfield St - South Windsor, CT USA

Enjoy 100+ vendors and international food trucks, signature apple pie and ice cream, apple donuts, wings, adult beverages, live music including the Sa ....

South Windsor Apple Fest

• Oct. 4 - Oct 4, 2025
• 75 Brookfield St - South Windsor, CT USA

• Arts (Arts & Crafts)
• Food / Wine / Beer
• Seasonal (Fall)

• FREE!!

More than 100 crafters, international food trucks, signature apple pie and ice cream, apple donuts, wings, adult beverages, live music with New Englan ....

Music from Arch Stanton Quartet

• Oct. 3 - Oct 3, 2025
• Opalka Gallery - Albany, NY USA

• Music

• FREE!!

The Arch Stanton Quartet Terry Gordon: Horns | Roger Noyes: Guitar | Chris Macchia: Bass | James Ketterer: Drums The Arch Stanton Quartet, based in ....