Old Bennington Vacations
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Find the Best Old Bennington Vacation Packages
Old Bennington Hotel Deals
The Four Chimneys Inn
21 West Road Bennington VT
The price is ￥33,615 per night from Apr 13 to Apr 14
￥33,615
￥36,640 total
Apr 13 - Apr 14
includes taxes & fees
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
The price is ￥21,912 per night from Apr 9 to Apr 10
￥21,912
￥24,475 total
Apr 9 - Apr 10
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Loud refrigerator overall 2.5 stars in terms of condition of the hotel Staff is friendly
Reviewed on Apr 5, 2026
The Williams Inn
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
The price is ￥45,354 per night from Apr 13 to Apr 14
￥45,354
￥50,660 total
Apr 13 - Apr 14
includes taxes & fees
9.6/10 Exceptional! (607 reviews)
solid 4 stars, clean and comfy rooms
Reviewed on Apr 5, 2026
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.
Discover the most popular places to visit in Old Bennington
Bennington Battle Monument
Learn about the local history of Old Bennington when you spend time at Bennington Battle Monument. In the area, take in the art scene and mountain views.
Bennington Potters Yard
You can do some window-shopping at Bennington Potters Yard during your stay in Bennington. Discover the coffeehouses and its art scene while you're in the area.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
