1. Explore the Shops in Downtown Brattleboro
Main Street in Brattleboro has the feeling of a much bigger town. Within walking distance of downtown are sufficiently unique stores, galleries, and eateries to keep you busy for many days with shopping and culinary explorations.
Brattleboro offers a veritable avalanche of possibilities for the discerning shopper, ranging from the unending antique emporium to tiny businesses like Boomerang, which specializes in vintage clothes and apparel.
But, if you enjoy reading, you should keep Brattleboro Books in your must-visit place. It has an extensive collection of secondhand manuscripts in every possible subject. Likewise, Everyone's Books has a particularly well-curated section on politics, history, and current affairs.