Places to stay in Bennington, Vermont

The Bennington area is nestled between the Taconic & Green Mountains in the Southwestern corner of Vermont. Just minutes from the Berkshires in Massachusetts and within 45minutes of the Albany New York area, Bennington Vermont is a great place to visit. Bennington residents are well known for their hospitality and community pride. Bennington and its surrounding communities are rich in the arts, history and outdoor recreational opportunities. Natural beauty coupled with fantastic architecture makes this area a visual delight. Bennington is well known for its museums, attractions, antique shops, art galleries, historic walking tours, covered bridges, beautifully revitalized downtown, green mountains and lush valleys, beautiful vistas, summer & winter recreational opportunities, pristine state parks, quaint roadside stands selling Vermont products, great restaurants and wonderful lodging establishments. Local restaurants include Bringing You Vermont, Bennington Pizza House, Madison Brewing Company, and Lucky Dragon Chinese Restaurant.

If you are travelling in the area, Bennington is located close to North Bennington Reservoir, Old First Church, Pine Cobble School, East Hollow and Bennington County.

The center of Bennington ( which is at is longitude -73°11'45.24 and latitude 42°52'42.6 ) is located 5 miles away from North Bennington and 9 miles away from Pownal.

Available Bennington lodging

We currently have 22 accommodations in and around Bennington.

Bennington Hotels, Motels, Resorts, B&Bs and Extended Stay

Bed & Breakfasts

South Shire Inn

The South Shire Inn has the charm of a true Vermont Bed and Breakfast with nine uniquely appointed rooms. Relax and enjoy the romantic ambiance of days gone by in this exquisite turn-of-the-century, 1887 Victorian Inn located in the Southern Vermont village of Bennington..
124 Elm Street
Bennington, Vermont
Photograph of Hampton Inn, Bennington
Listing updated 2024
Hotels

Hampton Inn

Book today and enjoy free internet access and hot breakfast at the Hampton Inn Bennington hotel. This charming town offers antique shopping, and historic sites..
51 Hannaford Square
Bennington, Vermont
Motels

Knotty Pine Motel

130 Northside Drive
Bennington, Vermont
Photograph of Best Western Bennington, Bennington
Listing updated 2025
Motels

Best Western Bennington

★★★★★★
Found in the heart of downtown Bennington, this charming Vermont hotel provides convenient access to Bennington College and several local ski resorts. Within downtown, you can explore on foot and find great shopping, galleries, and all sorts of eateries.
"Typical Best Western."
220 Northside Drive
Bennington, Vermont
Hotels

Best Value Inn

Our area is known for its scenic beauty/ as well as outdoor recreation such as skiing/ snowmobiling/ fishing/ hiking/ and bicycle tours.
357 US Route 7 South
Bennington, Vermont
Bed & Breakfasts

Alexandra B&B Inn

Historic and Romantic 1859 Vermont farm house bed and breakfast inn. Children are not allowed. Located 1 mile from Bennington College, three Vermont covered bridges and 2 miles to downtown Bennington as well as Old Bennington Battle Monument.
916 Orchard Road Route 7A
Bennington, Vermont
Motels

Kirkside Motor Inn

A uniquely furnished and individually decorated facility with twenty-five rooms, many with New England country style antiques and reproductions. We are located in Bennington, Vermont at the foot of the majestic Green Mountains, adjacent to the .....
250 West Main Street
Bennington, Vermont
Hotels

Four Chimneys Inn

The Four Chimneys Inn is a wonderfully inviting Georgian revival mansion on 11 splendid acres in historic Old Bennington in Southern Vermont. Ten beautifully and uniquely decorated guest rooms include all of the modern amenities while maintaining their old world grandeur.
21 West Road
Bennington, Vermont
Motels

Bennington Motor Inn

The Bennington Motor Inn has 16 guest rooms, 13 of which are located in the main building. 5 of those rooms are upstairs, offering a loftier view of the mountain scenery which is available as well, to guests in the 8 rooms on the lower level.
143 West Main Street
Bennington, Vermont
Motels

Harwood Hill Motel

Our quiet country location on the north side of Bennington is just minutes from local attractions, colleges and the medical center.
864 Harwood Hill Road
Bennington, Vermont
Motels

Midtown Motel

This lovely 24 room motel is located next door to the historic Bennington Museum. Walk to downtown restaurants-shopping and area businesses. All rooms with micro/fridge-hbo/cable.t.v. A.C. full tub/shower-some in room jacuzzi.
107 West Main Street
Bennington, Vermont
Motels

Paradise Motor Inn

The Paradise Inn offers you 77 rooms, some of which include, private balconies, patios, jacuzzi and sauna. Also available are suites and luxurious studios with full kitchens.
141 West Main Street
Bennington, Vermont
Motels

West Road Motel

The West Road Motel is a family owned and operated motel.
2968 West Road Route 9
Bennington, Vermont
Hotels

Safford Mills Inn And Cafe

The Safford Mills Inn and Caf offers the ambiance of the past with the modern amenities of today. We are not a typical Out in the Country Peace and Quiet Bed and Breakfast but an InTown Night Life A and A...Accommodations and Aperitifs. Every .....
722 Main Street
Bennington, Vermont
Hotels

Autumn Inn

We at the Autumn Inn are a family owned and operated motel. With our recently renovated climate controlled rooms our goal is to provide a clean and comfortable stay in the historic Bennington area. Whether a family vacation or romantic getaway we will make you feel at home.
924 Main Street
Bennington, Vermont
Motels

Darling Kellys Motel

357 Route 7 South
Bennington, Vermont
Motels

Apple Valley Inn & Cafe

979 Highway 7 South
Bennington, Vermont
Motels

Catamount Motel

500 South Street
Bennington, Vermont
Motels

Pleasant Valley Motel

209 Pleasant Valley Road
Bennington, Vermont
Motels

South Gate Motel

South Street
Bennington, Vermont

Bennington Camping & RV, Cottages, Rentals and Lodges / Ranches

Campsite / RV Parks

Woodford State Park

Located on a mountain plateau surrounding Adams Reservoir on VT Rt. 9 approximately 11 miles east of Bennington. The Green Mountain National Forest with its many recreational opportunities surrounds the park. The campground has 103 sites including 20 lean-tos.
142 State Park Road
Bennington, Vermont
Campsite / RV Parks

Greenwood Lodge and Campsites

Entrance at Prospect Ski Mt. or Greenwood Drive, Route 9, Woodford, 8 miles east of Bennington, 13 miles west of Wilmington. Modern, clean facilities in a scenic setting adjacent to National Forest. Hostel dorm's, private bedrooms w/kitchen use.
PO Box 246
Bennington, Vermont
Booking.com

Other useful links:

Things to see and do, places to eat in Bennington

Photograph of The Dutchman’s Tavern, Bennington
The Dutchman’s Tavern

Blue Benn Diner ( Dining / Other ). Located at 318 North Street. The Blue Benn Diner has been delighting foodies for generations. The ambiance of a classic 1957 “silk city” diner car coupled with an extraordinary menu that goes well beyond diner classics makes this restaurant a must to experience. Rated in the top 10 of diners nationwide, discover this gem as part of your Vermont experience. www.bluebenn.com Link

Madison Brewing Company ( Dining / Pubs / Bars ). Located at 428 Main Street. Madison Brewing Company Pub & Restaurant is the most popular place in Bennington, VT for craft beer and mouth-watering food. The Madison’s have deep ties to the community, and in the early 1990s converted an old storefront in Bennington’s historic downtown into the area’s first brew pub. Our commitment to the ever-deserving patron means crafting the freshest and best beer possible. madisonbrewingco.com Link

Bennington Pizza House ( Dining / Italian ). Located at 430 Main Street. For all your pizza cravings, contact Bennington Pizza House of Bennington, VT. Our pizzeria offers a wide variety of freshly baked pizzas. With courteous and meticulous staff, you can rely on us to provide your family with an enjoyable dining experience. www.benningtonpizzahouse.net Link

The Dutchman’s Tavern ( Dining / Other ). Located at 135 Depot Street. Co-owned by two locals, Kris and Kelli, the Dutchman’s Tavern opened in May of 2019 in downtown Bennington, Vermont. Kris and Kelli had always been friends growing up and later decided to take advantage of their shared interests of opening a restaurant. With Kris’s culinary knowledge and Kelli’s front of house expertise, they make a great team.- dutchmanstavern.com Link

Mount Anthony Country Club ( Sports / Activity / Golf ). Located at 180 Country Club Drive. Established in 1897, Mt. Anthony Country Club is nestled in the green Mountains and it's located in the heart of Historic Old Bennington. The golf course has gone through a major renovation under new ownership and management since 2007. The new changes to the golf course take full advantage of the spectacular Green Mountain location and challenge players at every level. The restoration includes new shaping of bunkers and tee complexes. A systematic agronomic program is ongoing with all existing grass areas, fairways and greens which results in a superb turf quality. But Mt. Anthony has even more to offer. www.mtanthonycc.com Link

Closed or unlisted properties

Renamed properties