Festivals near Brattleboro, VT.

Annual Ramblin' Roads Country Fest 2026

• Oct. 3 - Oct 3, 2026
• Bondville Fair - Winhall, USA

• Music

• $10 - $25

Ramblin’ Roads Country Fest – Vermont 2026 ?? Bondville Fairgrounds, Winhall VT ?? October 3, 2026 ?? Rain Date: October 4 ?? Doors open at Noon - 9pm ....

El Toro Promotions Presents XXX

• Sep. 27 - Sep 27, 2050
• Fitchburg - Fitchburg, MA USA

• Arts (Performing Arts)
• Music

Event Description ....

El Toro Promotions Presents

• Sep. 28 - Sep 28, 2050
• Fitchburg - Fitchburg, MA USA

• Arts (Performing Arts)
• Music

Event Description ....

El Toro Promotions Presents

• Sep. 28 - Sep 28, 2050
• Fitchburg - Fitchburg, MA USA

• Arts (Performing Arts)
• Music

Event Description ....

Bang on a Can: LOUD Weekend 2026

• Jul. 30 - Aug 1, 2026
• MASS MoCA - North Adams, MA USA

• $100 - $250

Bang on a Can LOUD Weekend features three days of immersive music experiences set within the context of MASS MoCA’s vast galleries, performing arts st ....

Marlboro Music Festival

• Jul. 18 - Aug 16, 2026
• Marlboro Music Festival - Marlboro, USA

• Music

• $10 - $25

For 75 years, Marlboro Music has been a place unlike any other—an idealistic experiment where extraordinary musicians gather to explore music in depth ....

Bandwagon Summer Series: Folk, Roots, & Americana Music Festival

• Jul. 18 - Jul 18, 2026
• Robertson Paper Company Field - Bellows Falls, VT USA

• Music

• $25 - $50

Join us for an unforgettable celebration of song, story, and community featuring three outstanding acts: The Mammals, Michael Veitch Band, and Doozy J ....

Forest and Field Festival

• Jul. 18 - Jul 18, 2026
• Smokey House Center - Danby, VT USA

• Other / General

Join Smokey House Center for our 1st annual Forest & Field Festival, a free community celebration of Vermont’s farms, forests, food, and local partner ....

Community Read: Renegade Revolutionary (Gen. Charles Lee) & Author Talk with Dr. Phillip Papa

• Jul. 18 - Jul 18, 2026
• Lee Library - Lee, MA USA

Community Read: Renegade Revolutionary - The Life of General Charles Lee & Author Talk with Dr. Phillip Papas Date & Time: Reading Series: May 28 – J ....

Twilight On the Tavern Lawn: Emily Margaret Band

• Jul. 12 - Jul 12, 2026
• Putney Tavern Lawn - Putney, VT USA

• Music

Twilight Music and Next Stage Arts present Emily Margaret Band on the Putney Tavern Lawn. Blending R&B-flavored pop, jazz-rock, and soulful storytelli ....

Yidstock: The Festival of New Yiddish Music

• Jul. 9 - Jul 12, 2026
• Yiddish Book Center - Amherst, MA USA

• $25 - $50

Join us for Yidstock: The Festival of New Yiddish Music, the Yiddish Book Center’s annual celebration of klezmer and contemporary Yiddish music in Amh ....

Salute to America Variety Show Hosted by Fred Marple

• Jul. 3 - Jul 3, 2026
• The Park Theatre - Jaffrey, NH USA

• Other / General

• $10 - $25

Salute to America Variety Show Hosted by Fred Marple Starring: MC Fred Marple Magician Ben Pratt Cheshiremen Barbershop Chorus Ivy Chum & The Puppets ....

14th Annual CineSLAM, Vermont’s LGBTQ Short Film Festival

• Jun. 27 - Jun 27, 2026
• Latchis Theatre - Brattleboro, VT USA

• $1 - $10

This film festival of LGBT-related shorts, which takes place during June Pride, brings together films from across the country and around the world. It ....

Blandford's Happy Birthday America 250 Celebration

• Jun. 26 - Jun 27, 2026
• Fairgrounds - Blandford, MA USA

FRIDAY NIGHT FIREWORKS & FUN – FRIDAY, JUNE 26, 2026 6PM–9:30PM at the Blandford Fairgrounds • LIVE MUSIC – The Pitoniak Brothers • FIREWORKS – After ....

GOOD VIBRATIONS #1 Beach Boys Tribute – Thursday, June 25, 7:30pm

• Jun. 25 - Jun 25, 2026
• The Park Theatre - Jaffrey, NH USA

• Music

• $25 - $50

Tickets $33 and $43 online – $3 cheaper via phone (603) 532-8888 or in-person The Music. Timeless. The Summer. Endless. Good Vibrations is far more ....

Strawberry Sunday at Alyson's Orchard

• Jun. 21 - Jun 21, 2026
• 57 Alyson's Ln - Walpole, NH USA

It's Strawberry Season at Alyson's Orchard. Pick them yourself, or purchase them fresh picked from our farmstand. Strawberry Sunday is a day Dad and ....

Northlands Live 2026

• Jun. 19 - Jun 21, 2026
• Cheshire Fairgrounds - Swanzey, NH USA

• $100 - $250

Northlands is back on the hill in Swanzey, New Hampshire, June 19–21, 2026, for three days of music, art, camping, and community. This boutique-sized, ....

Northlands Live 2026

• Jun. 19 - Jun 21, 2026
• Cheshire Fairgrounds - Swanzey, NH USA

• $100 - $250

Northlands is back on the hill in Swanzey, New Hampshire, June 19–21, 2026, for three days of music, art, camping, and community. This boutique-sized, ....

A TOBY KEITH EXPERIENCE by Red Solo • Sat, June 13, 7:30pm

• Jun. 13 - Jun 13, 2026
• The Park Theatre - Jaffrey, NH USA

• Music

• $25 - $50

Red Solo Cup was formed after the passing of Legendary country singer Toby Keith on February 5, 2024, after a long battle with cancer, when some count ....

Interfaith Festival

• Jun. 13 - Jun 13, 2026
• Central Square - Keene, NH USA

• Music

There will be musical performances from a variety of faith traditions, dance, art, face painting, free food and other engaging activities. This is a f ....

Lee Pride Festival 2026

• Jun. 13 - Jun 13, 2026
• 18 Main St - Lee, MA USA

Building on the success of its inaugural celebration in 2025, the community of Lee and Berkshire Pride will host Lee Pride 2026 on Saturday, June 13th ....

Spring Art Walk Returns to Historic Lenox Village June 6 & 7

• Jun. 7 - Jun 7, 2026
• Lenox Historic Village - Lenox, MA USA

• Other / General

On Saturday, June 6 and Sunday, June 7, the town of Lenox will host the 2026 Spring Art Walk. The event is a collaboration between the Lenox Chamber o ....

RiverFest

• Jun. 6 - Jun 6, 2026
• Beaver Mill - North Adams, MA USA

• Other / General

Join the Hoosic River Watershed Association, Hoosic River Revival, and Trout Unlimited Taconic Chapter on Saturday, June 6, 11am-2pm for RiverFest! Hi ....

Spring Art Walk Returns to Historic Lenox Village June 6 & 7

• Jun. 6 - Jun 6, 2026
• Lenox Historic Village - Lenox, MA USA

• Other / General

On Saturday, June 6 and Sunday, June 7, the town of Lenox will host the 2026 Spring Art Walk. The event is a collaboration between the Lenox Chamber o ....

Sinatra: A Tribute by Patrick Tobin

• Jun. 5 - Jun 5, 2026
• The Park Theatre - Jaffrey, NH USA

• Music

• $25 - $50

The Eppes Auditorium at The Park Theatre will be swinging once again with the always memorable sounds of Frank Sinatra. Patrick Tobin, New England’s p ....