Cafes, Restaurants & Brew Pubs
Top Bennington, VT Restaurants

We are fortunate to be close to a wide selection of good quality Bennington, VT restaurants. View our suggestions below for a number of independently owned and operated cafés and delis, breweries and restaurants. From farm-fresh-fare to Vermont micro-brews, there is a nearby venue sure to delight.

Historic building with American flags on the porch, ideal Vermont Bed and Breakfast stay.

251 Elm Street, Bennington Vermont Phone: 802-753-7366 Approximately 1.0 miles from The Four Chimneys Inn. Great for lunch. Boar’s Head Deli Sandwiches, soups and salads.

Historic Powers Market building under a bright blue sky in Southern Vermont Bed and Breakfast.

9 Main Street, North Bennington Vermont Phone: 802-442-6821 Approximately 5.0 miles from The Four Chimneys Inn. Serving Breakfast and Lunch. Deli Sandwiches, soups and salads with and a Vermont country store vibe.

Two frothy beer mugs on a rustic table, reflecting Vermont boutique hotel ambiance.

201 South Street Bennington, Vermont 05201 Phone: 802-681-8520 Nano-brewery and Beer Parlor. Approximately 1 miles from The Four Chimneys Inn. Open 5pm – 10 pm. (does not serve meals).

Juicy burger with fresh lettuce, tomato, and fries, perfect for a stay at our Bennington Vermont Inn with historic charm.

428 Main Street Bennington, Vermont 05201 Phone: 802-442-7397 Micro-brew and restaurant. Approximately 1.2 miles from The Four Chimneys Inn.

Close-up of shiny beer taps, perfect setting for a Vermont Bed and Breakfast experience.

309 County St. Bennington Vermont Phone: 802-753-7589 Approximately 1.4 miles from The Four Chimneys Inn. Micro-brew and Restaurant.

Cozy dining area at a Vermont Bed and Breakfast, showcasing brick walls and elegant tables.

520 Main Street, Bennington, Vermont 05201 Phone: 802-442-0990 Approximately 1.4 miles from The Four Chimneys Inn.

Outdoor dining area with wooden furniture and green umbrellas overlooking lush scenery. Vermont Lodging.

180 Country Club Drive Bennington, Vermont 05201 Phone: 802-442-3617 Approximately 1 miles from The Four Chimneys Inn.

Friends enjoying drinks, toasting at a cozy pub—perfect for a Vermont Bed and Breakfast.

27 Main Street, North Bennington, Vermont 05257 Phone: 802-442-0122 Approximately 5.0 miles from The Four Chimneys Inn.

Red barn facade of The Publyk House, ideal for those seeking Southern Vermont Bed and Breakfast.

782 Harwood Hill Road Route 7A Bennington, Vermont 05201 Phone: 802-442-7500 Approximately 3.9 miles from The Four Chimneys Inn. Open every day for dinner:

Plate of gourmet breakfast with drinks on an outdoor table, perfect for Vermont Lodging.

1&3 Prospect Street North Street, North Bennington, Vermont 05257 Phone: 802-442-7171 Approximately 4.9 miles from The Four Chimneys Inn. Local, fresh and creatively delicious!Main Main StreetM

Wood-fired pizza in a rustic oven, perfect for a stay at our Bennington Vermont Inn.

Main Street in downtown Bennington. Pizza, sandwiches, a full sports bar.

Delicious calzone with basil garnish on a wooden board at the best Vermont Boutique Hotel.

604 Main Street Bennington, Vermont Phone: 802-753-7772 Approximately 2.5 miles from The Four Chimneys Inn.

Elegant golden leaf emblem representing a cozy Vermont Bed and Breakfast experience.

Kate Goble & Marc Baetens

After nearly a decade running a bed and breakfast in Belgium, Marc and Kate brought their hospitality experience to Four Chimneys in Old Bennington, where they live on the property with their son Nathan and their dog, Orange. Their writing draws on daily life at the inn and their love of sharing the best of southern Vermont.