Hotels, Motels, Inns, B&B's, Resorts And Extended Stay in Bennington, Vermont

There are 20 properties listed under Hotels, Motels and Extended Stay Suites in Bennington available. All distances are from the center of Bennington, so actual travel times may vary.


Photograph of Best Western Bennington, Bennington
Listing updated 2025
★★★★★★
"Typical Best Western."
220 Northside Drive
Bennington, Vermont
Located 10 miles from the center of Bennington. 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
★★
Located 2 miles from the center of Bennington. 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
Bed & Breakfast
Located 1 mile from the center of Bennington. 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
★★★
Located 1 mile from the center of Bennington. 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
Photograph of Hampton Inn, Bennington
Listing updated 2024
Hotel
★★
Located 2 miles from the center of Bennington. 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
130 Northside Drive
Bennington, Vermont
Located 1 mile from the center of Bennington. 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
Bed & Breakfast
★★
Located 1 mile from the center of Bennington. 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
Located 2 miles from the center of Bennington. 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
Located 2 miles from the center of Bennington. 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
Located 3 miles from the center of Bennington. The West Road Motel is a family owned and operated motel.
2968 West Road Route 9
Bennington, Vermont
500 South Street
Bennington, Vermont
209 Pleasant Valley Road
Bennington, Vermont
★★★
Located 1 mile from the center of Bennington. 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
Located 1 mile from the center of Bennington. 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
South Street
Bennington, Vermont
Hotel
★★★
Located 1 mile from the center of Bennington. 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

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