
Things to Do in Bennington
Explore the best of Bennington with our local guide—featuring arts, culture, dining, and experiences curated in partnership with our vibrant community.
Make your theater night a full experience—dine, stay, and explore in the heart of Southern Vermont.
Whether you're visiting for a show or spending the weekend, Bennington offers a warm mix of charm, culture, and great hospitality. Here are some of our favorite local spots to eat, stay, and enjoy before or after the curtain rises.
Eat & Drink
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Eat & Drink ⋆
Millers Toll
A modern cocktail bar and eatery known for craft drinks, small plates, and seasonal specials.
📍 Main Street, Downtown Bennington
Harvest Brewing
A refined American restaurant offering fresh, local ingredients with a Vermont twist.
📍 Near the Four Corners
Union South
Relaxed pub fare, live music, and hearty plates in a welcoming, lively setting.
📍 South Street
Dine in
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Pearl’s Place
A beloved diner-style restaurant known for hearty breakfasts and community vibes.
📍 Benmont Avenue -
TAAN Thai Cuisine
Authentic Thai food with bold flavors and vegan options—tucked into the charming Southshire area.
📍 Southshire -
Avocado Pit
A fresh take on casual dining with Latin-inspired flavors, creative cocktails, and quick bites.
📍 Downtown Bennington
Where to Stay
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Where to Stay ⋆
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Hampton Inn
Modern accommodations with complimentary breakfast, an indoor pool, and a short drive from the theater.
📍 Northside Drive -
Southshire Inn
A historic bed & breakfast offering elegant comfort, warm hospitality, and a peaceful garden setting.
📍 Just minutes from downtown
Explore more
The Bennington Museum
The Bennington Museum – Home to Grandma Moses and rich local history.
Old Bennington
Old Bennington and the Battle Monument – Step into Revolutionary War heritage
Local Shops & Art Galleries
Local Shops & Art Galleries – Stroll downtown for one-of-a-kind finds
Planning a night out?
Check out our Upcoming Shows and book your tickets early—then make dinner reservations or plan your stay. Support local while experiencing the best of Bennington!
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