Name: Hotel Downstreet, an Ascend Collection Hotel
Price range: AU$183
Rating: 8.6

Photo by Emily Whalen

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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

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The Williams Inn

101 Spring Street Williamstown MA

Fully refundableReserve now, pay when you stay

AU$325

9 Dec - 10 Dec

includes taxes & fees

9.6/10 Exceptional! (544 reviews)

Reviewed on 17 Nov 2025

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA

Fully refundable

AU$183

20 Dec - 21 Dec

includes taxes & fees

8.6/10 Excellent! (1,008 reviews)

Wonderful Experience

Reviewed on 23 Nov 2025

See all 993 properties in Old Bennington

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.