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Go beyond your typical stay in Bennington


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Our top choices for Bennington hotels

1. Vacation Village in the Berkshires
Vacation Village in the Berkshires
2. The Four Chimneys Inn
The Four Chimneys Inn
3. Hotel Vervana, Trademark Collection by Wyndham
Hotel Vervana, Trademark Collection by Wyndham
4. South Shire
South Shire
5. Knotty Pine
Knotty Pine
6. Hampton Inn Bennington
Hampton Inn Bennington
7. New Englander Inn Bennington
New Englander Inn Bennington
9. Starlight Inn
Starlight Inn
11. Bennington Motor Inn
Bennington Motor Inn
12. The Williams Inn
The Williams Inn
13. The Governor's Rock Motel DF ROCKLLC
The Governor's Rock Motel DF ROCKLLC
14. Grand Summit Resort, A Vail Resorts Property
Grand Summit Resort, A Vail Resorts Property
15. Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection Hotel
16. The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCA
17. Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
18. The White House Inn
The White House Inn
19. Hampton Inn and Suites Manchester
Hampton Inn and Suites Manchester
20. The Equinox Golf Resort And Spa
The Equinox Golf Resort And SpaCompare top hotels in Bennington
![]() Vacation Village in the BerkshiresWilliamstown | ![]() The Four Chimneys InnBennington | ![]() Hotel Vervana, Trademark Collection by WyndhamBennington | ![]() South ShireBennington | ![]() Knotty PineBennington |
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8.8 Excellent 2,841 reviews | 9.6 Exceptional 291 reviews | 8.2 Very good 1,000 reviews | 9.0 Wonderful 141 reviews | 8.0 Very good 192 reviews |
$108 nightly The price is $121 Nov 17 - Nov 18 Total with taxes and fees | $244 nightly The price is $266 Dec 13 - Dec 14 Total with taxes and fees | $89 nightly The price is $97 Nov 29 - Nov 30 Total with taxes and fees | $158 nightly The price is $172 Dec 13 - Dec 14 Total with taxes and fees | $99 nightly The price is $108 Nov 15 - Nov 16 Total with taxes and fees |
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Vacation Rentals in Bennington

< 1 Mi to Historic District! Retreat in Bennington
< 1 Mi to Historic District! Retreat in BenningtonWhere to stay in and around Bennington

Williamstown
For travelers seeking a blend of culture and outdoor adventure, Williamstown is the ideal base to explore the beauty of Massachusetts. With attractions like the historic Williams College, the Massachusetts Museum of Contemporary Art, and The Clark Art Institute, visitors can immerse themselves in art and history while enjoying recreational activities in the surrounding mountains and lakes. Located about 12 miles by car from Bennington, Williamstown offers easy access to diverse experiences, making it a smart choice for your stay.

Woodford
Experience the charm of Woodford, an excellent hub for families and outdoor enthusiasts looking to immerse themselves in nature's beauty. Nestled in Bennington, this village offers easy access to the stunning Green Mountain National Forest and the serene lake, perfect for weekend getaways any time of year, especially from March to May when visitor numbers peak. With attractions like the Massachusetts Museum of Contemporary Art and the historic Bennington Battle Monument nearby, Woodford is a smart choice for your next vacation stay.
North Bennington Historic District
If you are a traveler seeking a blend of culture and adventure, look no further than the North Bennington Historic District. This charming neighborhood, located about 4 miles by car from Bennington, offers easy access to attractions like Bennington College, the Bennington Battle Monument, and the historic Park McCullough House. With a year-round appeal and peak visitor numbers in the summer and fall, North Bennington is a smart choice for anyone looking to immerse themselves in history and nature while enjoying family-friendly activities and outdoor experiences.

North Bennington
North Bennington stands out as a prime spot for travelers interested in culture and outdoor adventure. Here, visitors can explore the historic Bennington College, pay tribute at the Bennington Battle Monument, and delve into local history at the Bennington Museum. With its scenic landscapes and access to ski resorts, North Bennington offers a delightful escape for families and nature lovers alike. Located about 4 miles by car from Bennington, it’s an ideal choice for your stay, providing a unique blend of attractions and natural beauty.

Old Bennington
Looking for the perfect spot? Old Bennington is an inviting destination for travelers with a love for nature, history, and culture. Visitors can explore captivating sites like the Bennington Battle Monument, the Bennington Museum, and the historic Bennington College. Nestled in Bennington, this charming village offers easy access to outdoor adventures, including skiing and scenic lakes. With its blend of historical significance and natural beauty, Old Bennington is a smart choice for your next getaway.
Stay near popular Bennington attractions
Bennington and related destinations
Stroll through the charming downtown, where the Bennington Museum showcases local art and the famous 'Bennington Flag.' Hike up to the Bennington Battle Monument for panoramic views, then explore the covered bridges and Robert Frost's grave in nearby North Bennington.

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