This holiday season, gather on Main Street for a vibrant, joyful shopping experience that supports local artisans and celebrates the heart of Brattleboro.

The holiday season is just around the corner, and Downtown Brattleboro Alliance, in partnership with Brattleboro Flea, is thrilled to announce the highly anticipated Market on Main! This seasonal holiday market will transform 74 Main St. (formerly Sam’s Outdoor Outfitters) into a winter wonderland, featuring over 50 local artists, makers, and beloved community vendors. Come shop the First 3 Weekends in December! 

“Downtown is always THE place to shop for unique gifts during the holidays, and this year we knew we wanted to give the community something extra special,” said Kate Trzaskos, executive director of Downtown Brattleboro Alliance. Sam’s Outdoor Outfitters remains vacant after shutting its doors in April last year. “Filling the space with activity feels important, especially now,” said Kate. “Holiday shopping and Sam’s go hand in hand, so we asked our partners at the Brattleboro Flea if they wanted to create some magic.”

Market on Main Schedule (Dec 6th-Dec22nd):

• • Fridays & Saturdays: 12 PM – 8 PM

• • Sundays: 11 AM – 4 PM

In place of vacant windows, visitors can expect twinkle lights, evergreen accents, and the bustling atmosphere of the community coming together to celebrate the season.

Gift Wrapping with a Purpose: Shoppers can enjoy gift wrapping by donation, with proceeds benefiting Downtown Brattleboro Alliance programs, including Bloom (the downtown flower project) and Gallery Walk. It’s a perfect way to add a festive touch to your gifts while supporting local initiatives.

Limited Vendor Spots Available: Spaces are filling quickly, but a few spots remain open for select weekends. Interested vendors should reach out to Brattleboro Flea at Brattleboroflea@gmail.com for application details.

For more information visit brattleboro.com and follow @downotwnbrattleboro