Old Bennington Holidays
Photo by Emily Whalen
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Top hotels in Old Bennington
The Four Chimneys Inn
21 West Road Bennington VT
The price is €218 per night from 12 May to 13 May
€218
12 May - 13 May
includes taxes & fees
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
The price is €135 per night from 17 May to 18 May
€135
17 May - 18 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 €263 per night from 23 Apr to 24 Apr
€263
23 Apr - 24 Apr
includes taxes & fees
9.6/10 Exceptional! (614 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.
Popular places to visit
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.
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