Old Bennington Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £335 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Old Bennington Holiday
The rich history and spectacular views are just the start of the things Old Bennington has on offer. Experience the very best of this interesting city the way you want with a personalised Old Bennington holiday package. If your trip to Old Bennington includes a little sightseeing, check out famous attractions like Bennington College, Hemmings Motor News Car Lovers Convenience Store & Vehicle Display and Bennington Battle Monument. Expedia will help you escape the everyday. Tailor your holiday to Old Bennington to suit your travel style, whatever that may look like.
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 |
Top hotels in Old Bennington
The Four Chimneys Inn
This is a quintessential Vermont inn in beautiful historic Bennington. The inn was lovingly cared for by the owner who was very attentive to his guests. We will stay again.
Reviewed on 12 Jan 2026
The Williams Inn
A beautiful hotel to stay at while visiting the Williams campus. Our room had a nice view of the woods. Rooms were clean and with comfortable beds. The common areas of the hotel were beautiful and cozy with the fireplaces going. Easy check in and out with friendly staff.
Reviewed on 7 Feb 2026
Hotel Downstreet, an Ascend Collection Hotel
Spotless and front desk staff...friendly and accommodating
Reviewed on 11 Feb 2026
Popular places to visit
Norman Rockwell Exhibition
You can spend an afternoon browsing the exhibits at Norman Rockwell Exhibition during your travels in Bennington. Discover the area's cosy cafes and its fascinating museums.
What to do in Old Bennington
Vermont RT 100 Self Guided Driving Audio Tour
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
