Bennington

Travel Guide

Bennington Battle Monument featuring landscape views
Bennington Battle Monument showing heritage elements and a monument
Bennington Battle Monument showing a small town or village and landscape views
Bennington Battle Monument which includes landscape views
Bennington
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street, Bennington, VT
The price is CA $164 per night from Sep 2 to Sep 3
CA $164
CA $178 total
Sep 2 - Sep 3
includes taxes & fees
Book a stay at this ski hotel in Bennington. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,002 reviews)
"Excellent experience in the heart of Bennington"

Reviewed on Aug. 21, 2025

Hotel Vervana, Trademark Collection by Wyndham
Best Western Bennington

Best Western Bennington

2.5 out of 5
220 Northside Drive, Bennington, VT
The price is CA $160 per night from Sep 2 to Sep 3
CA $160
CA $174 total
Sep 2 - Sep 3
includes taxes & fees
Stay at this hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
7.6/10 Good! (886 reviews)
"there was a latch on a window that was broke other than that everything ok"

Reviewed on Aug. 19, 2025

Best Western Bennington
The Autumn Inn

The Autumn Inn

2 out of 5
924 East Main Street, Bennington, VT
The price is CA $123 per night from Sep 25 to Sep 26
CA $123
CA $134 total
Sep 25 - Sep 26
includes taxes & fees
Stay at this motel in Bennington. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (601 reviews)
"It's was a nice place"

Reviewed on Aug. 24, 2025

The Autumn Inn
See all 734 properties in 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.
Mountain Sanctuary Dome Rustic Solitude 5BR

Mountain Sanctuary Dome Rustic Solitude 5BR

Pownal
Stay at this vacation home in Bennington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Bennington Center for the Arts and Old First ...
9.6/10 Exceptional! (6 reviews)
Perfect mountain retreat
"Our group needed two things: lots of room for people to sleep and somewhere peaceful to relax and we got that all and more! The house is beautiful and the surrounding property is right out of a fairy tale. Nate is great to work with and the house was immaculate when we arrived. The house is wild ..."

Reviewed on May 5, 2025

Mountain Sanctuary Dome Rustic Solitude 5BR
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Woodford
Stay at this cottage in Bennington. Enjoy in-room fireplaces. Popular attractions Prospect Mountain Nordic Ski Center and Prospect Mountain Cross-Country Ski ...
8/10 Very Good! (2 reviews)
"Perfect cottage on the water!! Enjoyed kayaking and pedal boat with family. Beautiful greenery! Very quick respond."

Reviewed on Aug. 6, 2025

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Bennington
Stay at this vacation home in Bennington. Enjoy a garden, laundry facilities, and balconies. Popular attractions Robert Frost Stone House Museum and Norman Rockwell ...
8.6/10 Excellent! (31 reviews)
"Property pics were good representation. The yard and stream are beautiful. The house was comfortable. Kitchen was good we cooked all our meals there. Beds comfy. House was clean. Windows/ slider could use a bit more cleaning. The owner was very good at responding even with being in a different time ..."

Reviewed on Jul. 29, 2025

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
See all properties in 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.

Popular places to visit

Bennington Battle Monument featuring landscape views

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.

Bennington Battle Monument
Old First Congregational Church

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.

Old First Congregational Church

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.

Hemmings Motor News Car Lover's Convenience Store & Vehicle Display

Prospect Mountain Cross-Country Ski Center

Hit the slopes in Woodford with a visit to Prospect Mountain Cross-Country Ski Center. In the area, take in the festivals and mountain views.

Prospect Mountain Cross-Country Ski Center

Bennington Museum

You can spend an afternoon studying the exhibits at Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and coffeehouses.

Bennington Museum

Bennington Potters Yard

You can do some window-shopping at Bennington Potters Yard during your stay in Bennington. Discover the coffeehouses and its art scene while you're in the area.

Bennington Potters Yard

Things to do

Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 Self Guided Driving Audio Tour

CA $23
per traveller
Vermont RT 100 Self Guided Driving Audio Tour
See all activities in Bennington

Cities near Bennington

Photo by Hannie

Shaftsbury

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