Skip the mall. Shop local, shop handmade, make it an occasion.
Four weekends only:
74 Main Street
November 27 – December 20, 2026
Fri: 2–8pm | Sat & Sun: 11am–6pm
60+ local artists & makers. 7,000 square feet of iconic main street retail space. This enchanted holiday market is giving evergreens, string lights, and you can even find a little sweet treat most weekends.
The Downtown Brattleboro Alliance and Brattleboro Flea are transforming 74 Main Street (former home of Sam’s Outdoor Outfitters) into a showcase of handmade goods, gifts, and seasonal treats- part of the downtownwide Vacant to Vibrant push to bring vacant spaces back to life.
CALL FOR VENDORS:
Signups are open and spaces are limited!
LOCAL BOOTH GRANT
To make participation more accessible for local makers, we’re offering a limited number of Local Booth Grants. These are intended for makers who live in Brattleboro or a neighboring town and for whom the vendor fee is a financial barrier to participation. To apply, fill out the vendor application.
Brattleboro is the Arts & Culture capitol of Vermont! And no event captures our fiercely creative spirit like Gallery Walk & First Fridays. These events are your invitation to fall in love with Downtown Brattleboro, whether for the first time, or the hundredth. They remind us what’s possible here, when we lean in to what we share, what makes us strong, what brings us joy.
Gallery Walk is our walkable Gallery Stroll with 14 participating spaces, each with their doors wide open with new exhibits for you to enjoy, free of charge. Every month you can enjoy beautifully curated art installations right here in Brattleboro. Often the artists themselves are present along with complementary programming and/or light refreshments.
Sucka Punch Graffiti Jam is an uplifting celebration of graffiti, hip-hop culture, and community — a three-day festival in downtown Brattleboro, Vermont, that brings together artists, youth, families, and neighbors.
The first and oldest element of hip-hop, graffiti is a people’s art based in storytelling through modern hieroglyphs, bold letters, vibrant colors, and abstract expressions. Sucka Punch brings that energy to fall foliage season in Vermont — it’s the festival you didn’t see coming!
Sucka Punch is organized by Juniper Creative Arts, Brattleboro Museum & Art Center, Stone Arch Properties, and Downtown Brattleboro Alliance with care, intention, and deep respect.
More details and a complete schedule coming soon…
Be part of the Mini Mania! Join the Brattleboro community of shops, restaurants, nonprofits, schools, and visitors from all over the region in making this second Brattleboro Festival of Miniatures bigger (and smaller) than ever! We’re looking forward to an unforgettable holiday expereince strolling by miniature scenes in every window, sipping tea at Mad Hatter Tea Parties, steaming model trains, gingerbread barn competitions, and so much more in miniature!
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.
For the latest news and happenings in Downtown Brattleboro and in the DBA, please email us, join our newsletter, or visit us on Facebook!
