Experience all Brattleboro has to offer.

An urban arts, local food and shopping oasis, Brattleboro boasts a thriving downtown community of independent merchants along three blocks on the banks of the Connecticut River. Dubbed “one of the best small towns in America,” and the 2023 Strong Town winner, this special place with a contagious community spirit, has enough love to go around – love of the arts, the great outdoors, true farm-to-table dining, rich history and heritage, and memorable experiences that you won’t find anywhere else. Come see all the things to do in Brattleboro Vermont!

BRATT FIRST FRIDAYS & GALLERY WALK 2025

Jugglers tossing glowing batons. Faux archeologists digging for UFO remnants. Kids and grownups dancing in the streets to some of the best live music around. The Maker’s Market — an uber-hip flea market featuring 30-plus local artisans. Nearly 20 art galleries with new exhibits. 

This much buzz in Brattleboro can only mean one thing: Bratt First Fridays & Gallery Walk are back. And that means the downtown is bursting with art in every nook and cranny. Adding another great thing to do in Brattleboro, Vermont.

Teen Street

July 19, 5-9PM. Preston Lot/Flat Street

There’s a new party on Flat- TEEN STREET. Preston Lot is transformed into a mecca of art, sports, food, and entertainment. Think First Friday, but designed exclusively with youth in mind. This event is for teens! Downtown Brattleboro Alliance, in partnership with The Boys & Girl’s Club, New England Youth Theater, The Latchis Hotel & Theater, and the Brattleboro Police Dept, are thrilled to invite teens down to Flat Street this July. 

Teen Street means Food Trucks, Live Music by local youth musicians like the Emily Margaret Band, and The Jackets. How much fun can you jam into a parking lot? A lot it turns out- an Inflatable Obstacle Course, Kona Ice, A 2v2 Basketball tournament, Live Screen-Printing, Jewelry-Making, A Teen Art Market. Did we mention food? 802 Soul Kitchen will be on-site and ready for action- delicious AND affordable. Sunshine Lemonade Company is turning lemons into Boba Lemonade! Take a stroll through the Teen Craft Market on the NEYT Lawn, with goods by youth for youth. 

Flat Street is long overdue for a shift in energy, identity, and narrative. Young people need places to be & opportunities to gather. Consider this an invitation to rethink how we engage with this space, and an invitation to join us in working towards the Flat Street we know is possible. BPD and the Brat Team will be on-site for this event. 

Thanks to our generous sponsors without whom Teen Street wouldn’t exist: Brattleboro Food Coop, Mocha Joe’s Cafe, High Street & Green, Berkeley & Veller, Brattleboro Area Realty.

WHAT IS THE DOWNTOWN BRATTLEBORO ALLIANCE?

The Downtown Brattleboro Alliance is a 5013c not-for-profit organization. Our mission is to nurture and support the vitality of downtown Brattleboro through community and economic development.
The DBA builds relationships between local businesses, and provides guidance and collaborations. We partner with organizations and community members on projects that benefit the community and promote innovation and growth. We shine a light on all the great things to do in Brattleboro, Vermont!

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