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!

Brattleboro Luck Crawl

The 9th annual Bratt Luck Crawl!

The Downtown Brattleboro Alliance is at it again with the 9th annual Bratt Luck Crawl (formerly Bratt Luv Crawl)

This is a SHOP CRAWL– each shop is hosting a tastemaker who will have a TASTE for you to sample. Distilleries, breweries, wineries, chocolatiers, confectioners, cheesemakers, so many tastes! AND there’s a non-alcoholic option at every stop. Attendees have two hours to hop from shop to shop getting stamps at each one, and since this event is all about LUCK– Make three purchases at any of the shops (save the receipts) and turn those in at DBA Headquarters at the end of the event, OR post a photo to socials tagging @downtownbrattleboro and the shop you’re in to be entered to win THE ULTIMATE PRIZE PACK!

Tickets:

Earlybird (before March 1st) Regular Event Ticket: $15

Earlybird (before March 1st) Non-Alcoholic Ticket: $10

Regular Event Ticket: $20

Non-Alcoholic Ticket: $15

You can purchase the signature shot glasses at check-in this year- they do go quickly so don’t be late!

Brattleboro Festival of Miniatures

Thanks for an incredible inaugural Festival!

We would love to hear your thoughts as we prepare for 2026. Fill out our Attendee Survey by January 30th for a chance to win a gift bag of treats from incredible community producers.

And if you missed it, click below to learn about how our community, stores, nonprofits, schools, and visitors from all over the region came together to make it an unforgettable holiday season for Brattleboro. Almost 90 storefronts filled their windows with miniature scenes. There were Mad Hatter Tea Parties, Puppet Shows, steaming model trains, gingerbread barn competitions, and more.

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

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: 11-7p
Sundays: 10-4p

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.

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!

Nationally recognized. Locally powered.

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For the latest news and happenings in Downtown Brattleboro and in the DBA, please email us, join our newsletter, or visit us on Facebook!

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