The best bakeries & sweet shops in Bennington

“Hexagon Bagels keeps things simple and delicious with bagels that hit the spot, a menu that drops seasonal twists, and group orders when your crew needs carbs. Not hexagonal, sorry... but definitely the local bakery you’ll end up recommending after one bite.”

“Caroline's Scottish Bakery turns an age-old family recipe into handmade shortbread with no preservatives, in flavors like traditional, cranberry, pecan, chocolate chip, and thistle-imprinted molds.”

From the Bennington newsletter, October 5, 2026

“Triple Scoop does 100% delicious hard and soft serve, with playful flavors like Blue Monstah Cookie, Fly Fishing Fudge, and Maine Black Bear. If you’re split curious, the Triple Scoop Banana Split and its upside down cousin hit the spot, plus extra thick frappes, sundaes, and the Flavor of the Week.”

From the Berkshire County newsletter, October 1, 2026

“When you need real-deal loaves, cookies that don’t taste like compromise, or a last-minute cake that looks like you planned ahead, Price Chopper’s bakery comes through. Bonus points for the in-store sushi and food court... grab dinner, grab dessert, call it a weekday victory.”

From the Bennington newsletter, September 28, 2026

“Convenience store chain serving its own ice cream, coffee & soda, plus snacks & groceries.”

“Whether you're craving real penny candy, plushy hugs, or brand-new vintage games for a family night, The Norad Toy and Candy Company delivers high-quality toys, infant and toddler finds, and even treats for the dog. Swing by this week for a Berkshire pick-me-up that refreshes your sweet stash and game-night lineup.”

From the Berkshire County newsletter, August 28, 2026