Old Bennington Holidays
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Top hotels in Old Bennington
Hotel Downstreet, Ascend Hotel Collection
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is 3.976.593 ₫ per night from 28 Sept to 29 Sept
3.976.593 ₫
4.441.854 ₫ total
28 Sept - 29 Sept
includes taxes & fees
The Williams Inn
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is 6.143.584 ₫ per night from 7 Sept to 8 Sept
6.143.584 ₫
6.862.383 ₫ total
7 Sept - 8 Sept
includes taxes & fees
9.6/10 Exceptional! (489 reviews)
"Beautiful atmosphere and grounds."
Reviewed on 26 Aug 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Bennington Battle Monument
4/5(3 reviews)
Learn about the local history of Old Bennington with a stop at Bennington Battle Monument. In the area, take in the art scene and mountain views.
Old First Congregational Church
Find out about the history of Old Bennington when you spend time at Old First Congregational Church. In the area, take in the art scene and mountain views.
Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
You can spend an afternoon exploring the galleries in Hemmings Motor News Car Lover's Convenience Store & Vehicle Display during your travels in Bennington. While you're here, you can savour the cosy cafes.