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Your Bennington Vacation
Our vacation packages to Bennington allow you to create your own adventure. Tailor your getaway to your interests and needs and make every moment count in this interesting city. Every trip to Bennington needs a well-planned itinerary. Fill yours with famous sights like Bennington College, Hemmings Motor News Car Lovers Convenience Store & Vehicle Display and Bennington Battle Monument. Don't put off visiting this city any longer. The ultimate Bennington vacation is only a few clicks away with Expedia.
The Latest Bennington vacation packages

Vacation Village in the Berkshires
Reviewed on Jul 11, 2025


The Cornell Inn, Lenox & The Berkshires
Reviewed on Jul 7, 2025


Discover the most popular places to visit in Bennington

Bennington Battle Monument
Learn about the local history of Old Bennington when you spend time at Bennington Battle Monument. In the area, take in the art scene and mountain views.

Old First Congregational Church
Find out about the history of Old Bennington with a stop at Old First Congregational Church. In the area, take in the art scene and mountain views.
Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
You can spend an afternoon browsing the exhibits at Hemmings Motor News Car Lover's Convenience Store & Vehicle Display in Bennington. While you're here, you can savor the charming coffeehouses.
What to do in Bennington

Vermont RT 100 Self Guided Driving Audio Tour
Bennington Hotel Deals

Reviewed on Jul 6, 2025

Reviewed on Jul 7, 2025

Reviewed on Jul 6, 2025
Find the Best Bennington Vacation Packages
Bennington Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Population | 9,100 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Lake Shaftsbury State Park, Prospect Mountain Cross-Country Ski Center and Woodford State Park |
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- Hotels near Old First Congregational Church
- Hotels near Bennington Museum
- Hotels near Bennington Battle Monument
- Hotels near Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
- Hotels near Harmon Hill
- Hotels near Fiddlehead at Four Corners
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- Hotels near Southern Vermont College
- Hotels near Robert Frost Stone House Museum
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- Hotels near Robert Frost Stone House Museum
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- Hotels near Prospect Mountain Cross-Country Ski Center
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- Hotels near Lake Shaftsbury State Park
- Stamford Hotels
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- Old First Congregational Church
- Bennington Museum
- Bennington Battle Monument
- Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
- Bennington Center for the Arts
- Harmon Hill
- Fiddlehead at Four Corners
- Bennington Arts Guild Gallery
- Southern Vermont College
- Visit Bennington County
- Norman Rockwell Exhibition
- Bennington College
- Robert Frost Stone House Museum
- Park McCullough House
- Visit North Bennington Historic District
- Visit North Bennington
- Howard Park
- Harmen Hills Trail
- Pownal Vacations
- Visit Pownal
- Shaftsbury Historical Society Museum
- Prospect Mountain Cross-Country Ski Center
- Shaftsbury Vacations
- Visit Shaftsbury
- Lake Shaftsbury State Park
- Visit Stamford
- Car rentals near Old Bennington
- Car rentals near Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
- Car rentals near Bennington Center for the Arts
- Car rentals near North Bennington Historic District
- Car rentals near North Bennington
- Car rentals near South Shaftsbury
- Car rentals near Pownal
- Car rentals near Woodford
- Car rentals near Shaftsbury
- Car rentals near Glastenbury