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.

Market on Main

Back by popular demand!
This holiday season MARKET ON MAIN in the old Sam’s space (74 Main Street) returns! This DBA + Brattleboro Flea collab combines filling a historic and deeply important vacant commercial space on Main Street with supporting close to 60 local and regional small businesses throughout three weekends in December. A win-win we are ecstatic to present once again this year. Think twinkle lights and more than a dozen lit evergreens creating a holiday market that’s cozy & welcoming. It’s a Maker’s Market featuring 30+ vendors each weekend in both of the Main Street levels. Jewelry, clothing, prints, miniatures, ceramics, photography, metalsmithing & woodcraft, you name it, you can find it at the market!
The first three weekends in December:
Fridays: 12-7p
Saturdays: 11-6p
Sundays: 10-4p

Brattleboro Festival of Miniatures

We’re Going Small in a Big Way!

Join us for a free town-wide celebration of small scenes with big imagination. 

Stroll through Brattleboro this holiday season and be transported to a miniature magical world. Over 50 Storefronts will showcase darling dollhouses, tiny terrariums, whimsical scenes, and steaming model trains. And don’t miss free events every weekend from December 1st-31st

Ornament of a Victorian doll house with snow around and stars in the background

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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