Old Bennington Holidays
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Your Old Bennington Holiday
With one of our holiday packages to Old Bennington, you'll discover countless opportunities for relaxation and adventure. There's a lot to enjoy, including its rich history and spectacular views. Make your trip to Old Bennington even more fun by including some sightseeing. Bennington College, Bennington Battle Monument and Hemmings Motor News Car Lovers Convenience Store & Vehicle Display are some of the top attractions you'll want to explore. Expedia can help you escape your routine. Tailor your holiday to Old Bennington to suit your style of travel, whatever that may be.
Old Bennington Holiday
Old Bennington Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Prospect Mountain Cross-Country Ski Centre, Woodford State Park and Prospect Mountain Nordic Ski Centre |
Our pick of the best Old Bennington Hotel Deals
The Four Chimneys Inn
21 West Road, Bennington, VT
9.6/10 Exceptional! (222 reviews)
"This is a beautiful, historic property and pretty consistent with the photos on the website. The room I had was just as pretty with some antique furnishings, but of course in person you notice that it is an old building. The room was a great size, and I loved the hardwood floors. The bathroom was ..."
Reviewed on 2 Sept 2025
Hotel Downstreet, an Ascend Collection Hotel
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is AU$224 per night from 11 Nov to 12 Nov
AU$224
11 Nov - 12 Nov
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Super friendly staff, a free coffee bar in the lobby, loads of food and shopping options within walking distance, free on-site parking - what’s not to love! And the room was spotlessly clean and very very comfortable. We love this place!!!"
Reviewed on 9 Oct 2025
The Williams Inn
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$365 per night from 2 Nov to 3 Nov
AU$365
2 Nov - 3 Nov
includes taxes & fees
9.6/10 Exceptional! (520 reviews)
"Lovely clean room with a fabulous shower. Tea/coffee available 24 hours with a choice of milks which is great. Refillable glass bottle in the room to collect fresh water which meant no plastic bottles. Plenty of parking, cosy lobby and restaurant food excellent."
Reviewed on 10 Oct 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.
What to do in Old Bennington
Vermont RT 100 Self Guided Driving Audio Tour
AU$26
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.
