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

Eat & Drink ⋆

Bennington Night Out

Millers Toll

A modern cocktail bar and eatery known for craft drinks, small plates, and seasonal specials.


📍 Main Street, Downtown Bennington

Bennington Eat&Drink

Harvest Brewing

A refined American restaurant offering fresh, local ingredients with a Vermont twist.


📍 Near the Four Corners

Vermont Bars, Night Out

Union South

Relaxed pub fare, live music, and hearty plates in a welcoming, lively setting.


📍 South Street

Dine in

  • Pearl’s Place

    A beloved diner-style restaurant known for hearty breakfasts and community vibes.
    📍 Benmont Avenue

    Things to Do at Bennington
  • TAAN Thai Cuisine

    Authentic Thai food with bold flavors and vegan options—tucked into the charming Southshire area.
    📍 Southshire

    Restaurants at Bennington
  • Avocado Pit

    A fresh take on casual dining with Latin-inspired flavors, creative cocktails, and quick bites.
    📍 Downtown Bennington

    Latin American Cuisine at Bennington

Where to Stay

Where to Stay ⋆

  • Hotel at Bennington

    Hampton Inn

    Modern accommodations with complimentary breakfast, an indoor pool, and a short drive from the theater.


    📍 Northside Drive

  • Inn at Bennington

    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!

Want to be featured on this page? Contact information@benningtontheater.org