Where to Eat

Where to Eat, Sleep, Explore

Bennington is a short drive to some of the nation’s major cultural attractions, and the region also offers some of the best skiing in the East, biking and hiking trails, as well as designer outlet shopping and antiquing. There are critically reviewed restaurants and eateries, and plenty of farm-fresh produce and local specialties.

Where to Eat

From classic diners to fine cuisine, from home-made pastries to Japanese hibachi—whatever you're craving, you can find it in the Bennington area. 

Cafés & Bakeries

Bakkerij Krijnen. Authentic Dutch bakery famous for its stroopwafels. Daily soups, breads, and European pastries. Main Street, Bennington.

Brown Cow Café. Espresso, lattes, cappuccino, soups, sandwiches, and more. Serving Brattleboro-based Mocha Joe’s coffee. Main Street, Bennington. Owned and operated by Amy Blomquist Buckley ’83.

Love a Bagel. Café and sandwich shop. Main Street, Bennington.

The Roasted Bean Espresso Bar. Quick, casual coffee spot offering drive-thru and cafe. North Street, Bennington.

South Street Cafe. Coffee, tea, espresso, lunch, and dessert. Wi-Fi. South Street, Bennington.

Pubs & Cocktails

Brown's Brewing Company's Walloomsac Taproom and Brewery. Artful old factory building on the river with excellent beer and food. Factory Hill Rd, North Hoosick, NY.

Harvest Brewing. Craft beers, rotating art installations, and a warm environment. South Street, Bennington. 

Kevin’s. North Bennington’s favorite sports bar and restaurant. Main Street, North Bennington.

Madison’s Brewing. A microbrewery serving lunch and dinner. Main Street, Bennington.

The Miller’s Toll. Dinner club & cocktail lounge. Main Street, Bennington.

Pangaea Lounge. Informal setting for drinks and a bite to eat. Prospect Street, North Bennington.

Safford Mills Inn and Café. B&B, martinis, appetizers. The oldest house in Bennington Village, circa 1774. Main Street, Bennington.

The Tap House at Catamount Glass. Craft beverages, restaurant, and glass factory retail shop. County St, Bennington.

Casual Dining

Blue Benn Diner. A 1945 Silk City classic serving New England diner staples. Named one of the “21 Best Diners in America” by Thrillist. North Street, Bennington.

Bringing You Vermont. Restaurant and general store featuring local Vermont goods. Main Street, Bennington.

Fuji Hibachi and Sushi. Japanese food. A popular new restaurant close to campus. Northside Drive, Bennington.

Lucky Dragon. Chinese food. One of the most popular places with students. Main Street, Bennington.

Pangaea Lounge. Lighter fare innovations and a full bar. Prospect Street, North Bennington. Co-owned by Bill Scully ’94.

Papa Pete’s Diner. A local favorite for breakfast and lunch. Route 9, Bennington.

Publyk House. Vermont dining with a spectacular view. Hardwood Hill Road, Bennington.

Two Brews Cafe. Breakfast, crepes, sandwiches, vegan/vegetarian options. North Street, Bennington.

Your Belly’s Deli. American food, sandwiches. Pleasant Street, Bennington.

Fine Dining

Allegro. Fine Italian dining. Serving dinner only. Main Street, Bennington.

The Grille at Mount Anthony Country Club. American fine dining, seasonal menu. Country Club Road, Bennington.

Pangaea. “A fine dining salve for those used to the flawless choices in Manhattan.” —The New York Times. Prospect Street, North Bennington. Co-owned by Bill Scully ’94.

Quick & Delicious

Billy T’s Northside Dairy Bar. Ice cream, burgers and more. Northside Drive, Bennington.

Cilantro. Farm to table tacos and burritos. South Street, Bennington.

Lil’ Britain. Authentic British fish and chips. North Street, Bennington.

Marigold Kitchen. Pizzeria. Main Street, North Bennington.

Powers Market. North Bennington’s oldest neighborhood deli. Wi-Fi. Main Street, North Bennington.

Ramunto’s. New York-style brick oven pizza, subs, and entrees. Sports bar with more than 21 beers on tap. Main Street, Bennington.

Where to Sleep

There are a wide range of options for staying overnight, from familiar hotels to beautiful New England inns and B&Bs. We also encourage visitors to check on Airbnb for accommodations.


Arlington Inn. Rates starting at $159. Arlington, Vermont.

Four Chimneys Inn. Rates starting at $139. West Road, Bennington.

South Shire Inn. Rates starting at $129. Elm Street, Bennington.

Paradise Inn. Rates starting at $80. Main Street, Bennington.

Bed and Breakfasts

Eddington House Inn. Rates starting at $109. Main Street, North Bennington.

Taraden Bed and Breakfast. Rates starting at $165. Park Street, North Bennington.

Ira Allen House. Rates starting at $120. Sunderland, Vermont.

Hotels and Motels

Hampton Inn. Rates starting at $149. Hannaford Square, Bennington.

Harwood Hill. Rates starting at $85. Harwood Hill Road, Bennington.

Knotty Pine Motel. Rates starting at $62. Northside Drive, Bennington.

Bennington Motor Inn. Rates starting at $59. West Main Street, Bennington.

Best Western Bennington. Rates starting at $129. Northside Drive, Bennington.

Williamstown Motel. Rates starting at $54. Williamstown, Massachusetts.

Where to Explore

Nestled in its stunning natural surroundings, the Bennington area offers world-class cultural organizations, wide-ranging outdoor activities, shopping, and historic places.

Shops with Character

Bennington Bookshop. Bennington’s independently owned bookstore. Wi-Fi. Main Street, Bennington.

Bennington Potters. World-renowned, handmade pottery. County Street, Bennington. Owned and operated by Sheela Harden ’69.

Bringing You Vermont. Restaurant and general store featuring local vermont goods. Main Street, Bennington.

Camelot Village. Antiques, candles, cheeses, syrups. Route 9, Bennington.

Fiddlehead at Four Corners. Gift shop meets gallery. Main Street, Bennington. Owned and operated by Joel Lentzner ’91 and Nina Lentzner ’91.

H.N. Williams Store. General store with Vermont-made goods and a full deli. Family owned and operated since 1840. Dorset, VT.

Hawkins House. Handmade gifts and jewelry. North Street, Bennington.

Mountain Goat. Fine outdoor clothing and gear for serious adventurers and casual wanderers. Manchester, VT. Owned and operated by Joel Lentzner ’91 and Nina Lentzner ’91.

Northshire Bookstore. Everything you want in a bookstore: great staff picks, regional books and products, and vinyl. Home to the Spiral Press Café. Wi-Fi. Manchester Center, VT.

Extensive designer outlet shops are 25 minutes north of Bennington, in Manchester Center. The Crossgates Mall and Colonie Shopping Center are 45 minutes west, in Albany, NY.

The Great Outdoors

Skiing & Snowboarding

Bromley Mountain. Voted first for family-friendly skiing, 46 trails on 300 acres. Peru, VT (35 mi from Bennington).

Jiminy Peak Mountain Resort. The only mountain resort in North America to generate its energy using wind power. Hancock, MA (35 mi from Bennington).

Mount Snow. 135 trails, 633 acres, serviced by 26 lifts. West Dover, VT (32 mi from Bennington).

Prospect Mountain. A cross-country ski center located in Woodford, VT, maintaining more than 18 miles of trails expertly groomed for both skating and classical cross-country skiing, as well as special snowshoeing and single-track trails. Prospect has a base lodge with a full restaurant. (17 minutes from Bennington)

Stratton Mountain Ski Resort. 600 acres of top-ranked terrain, 94 trails, and 11 lifts. Stratton, VT (40 mi from Bennington).


The Golf Club at Equinox. Named one of the “Top 75 courses in the U.S.” by Golf Digest and the “#1 Golf Course in Vermont” by Golfweek. Manchester, VT.

Mt. Anthony Country Club. Voted one of the “Best Places to Play” by Golf Digest. Country Club Drive, Bennington.

Hiking & Sliding

Hike the Long Trail, which continues the Appalachian Trail along the crest of the Green Mountain National Forest. Or embark on one of several great day hikes in the Bennington area.

*Canoeing, kayaking, back road tours, horseback riding, snowmobiling, dog sledding, cross-country skiing, and snowshoeing are among the many other outdoor adventures available to visitors.

For History Buffs

Bennington Battle Monument. Monument Circle, Old Bennington.

Bennington Museum. Main Street, Bennington. The Bennington Museum now featuring the Bennington Modernism Gallery with work included by former faculty members Pat Adams, Sir Anthony Caro, Paul Feeley, Jules Olitski, and Helen Frankenthaler ’49.

The Old First Church and Robert Frost’s Grave. Monument Avenue, Old Bennington.

Robert Frost Stone House Museum. Maintained by Bennington College. Historic Route 7A, Shaftsbury, VT.

Park-McCullough House. Park Street, North Bennington.

Hildene, The Lincoln Family Home. Hildene Road, Manchester, VT.

Our Berkshire Neighbors

Massachusetts Museum of Contemporary Art (MASS MoCA). One of the largest centers for contemporary visual and performing arts in the country. The massive museum complex offers fine dining, gift shops, antiques, and a café. North Adams, MA.

Sterling and Francine Clark Art Institute. Boasts an extraordinary collection of Renaissance to late 19th century French Impressionist paintings. Williamstown, MA.

Williamstown Theatre Festival. Regional summer stock theatre on the campus

Downtown Bennington Vermont
Shops in downtown Bennington include the South Street Cafe, the independent Bennington Bookshop, and the Blue Benn, a vintage diner.
Bennington Monument
The monument at the center of Old Bennington is a memorial to the historic events that took place here in the Revolutionary War.
Pangaea Fine Dining
In the charming hamlet of North Bennington, you can find Pangaea, fine dining "for those used to the flawless choices in Manhattan" (The New York Times).