Old Bennington Holidays
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Photo by Emily Whalen
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Old Bennington Holiday
Our pick of the best Old Bennington Hotel Deals
The Four Chimneys Inn
21 West Road Bennington VT
The price is NZ$389 per night from 27 Apr to 28 Apr
NZ$389
27 Apr - 28 Apr
includes taxes & fees
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
The price is NZ$269 per night from 14 May to 15 May
NZ$269
14 May - 15 May
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Nice staff comfy bed nice views
Reviewed on 8 Apr 2026
The Williams Inn
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
The price is NZ$499 per night from 23 Apr to 24 Apr
NZ$499
23 Apr - 24 Apr
includes taxes & fees
9.6/10 Exceptional! (615 reviews)
best hotel in the area
Reviewed on 8 Apr 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.
What to do in Old Bennington
Vermont RT 100 Self Guided Driving Audio Tour
NZ$29
per traveller
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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.
