The best things to do in Bennington

“Greylock Bowl & Golf is a quick hop from Bennington with bowling lanes, golf simulators for year-round swings, and The GOAT's Sports Bar & Grill for post-frame fuel. It’s easy to make a night of it, whether you’re meeting a league, herding a birthday crew, or chasing arcade bragging rights.”

“Bennington Cinemas keeps it wonderfully local with seven screens, heated luxury recliners made in America, and refreshingly low prices. It’s the no-fuss place to catch new releases with friends, sip your soda, and actually relax because your seat feels like your living room, only bigger.”

“King Pins Bowling And Golf mixes refreshed lanes, a new arcade, and indoor golf simulators with easygoing, local energy. It’s the kind of spot for league nights, birthday chaos, or a low-key hang where you bowl, swing a few, then refuel without leaving the building.”

From the Berkshire County newsletter, October 2, 2026

“Mount Anthony Country Club is Bennington’s classic public track from 1897, refreshed with a championship-rated layout that leans into those Green Mountain views, plus Full Swing simulators when weather says nope, and The Grille turning out New England comfort and Sunday Brunch using fresh local ingredients.”

From the Bennington newsletter, October 2, 2026