Old Bennington, VT

Travel Guide

A statue with outstretched arms and a tall obelisk in the background.
A tall stone monument with a central entrance, surrounded by a well-maintained lawn and trees.
A white historic building with arched windows and a stone fence with headstones.
A lush green landscape with a prominent hill in the background, surrounded by dense forests and scattered houses.
A tall stone obelisk with a weather vane on top, set against a cloudy sky.
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
$173 nightly
The price is $190 total per night from Nov 9 to Nov 10
$190 total
Nov 9 - Nov 10
Total with taxes and fees
Book a stay at this spa resort in West Dover. Enjoy free WiFi, a full-service spa, and a free area shuttle. Popular attractions Mount Snow and Tumbleweed Ski ...
Grand Summit Resort, A Vail Resorts Property
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
$119 nightly
The price is $133 total per night from Nov 19 to Nov 20
$133 total
Nov 19 - Nov 20
Total with taxes and fees
Book a stay at this business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hotel Downstreet, an Ascend Collection Hotel
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
$196 nightly
The price is $219 total per night from Nov 8 to Nov 9
$219 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
The Williams Inn
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.
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

Pownal VT
Book a stay at this family-friendly apartment in Pownal. Enjoy free WiFi, private pools, and a garden. Popular attractions Solomon Wright Library and Solomon ...
9.2/10 Wonderful! (92 reviews)
"We had a lovely stay at this property. We stayed in the lower apartment and check in was easy. The online instructions aren't the most up to date, but the hosts were very responsive and easy to get a hold of. Loved the smores kit and fire pit being fully stocked as well as the instant coffee provided. ..."

Reviewed on Oct 13, 2026

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Seasons On Mount Snow - Ski-in/Ski-out

Seasons On Mount Snow - Ski-in/Ski-out

Dover VT
Book a stay at this ski condo in West Dover. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Mount Snow and Seasons Ski Lift are ...
9.8/10 Exceptional! (205 reviews)
"Great location, beautiful surroundings. Our kids loved the fun games and Nintendo!"

Reviewed on Oct 19, 2026

Seasons On Mount Snow - Ski-in/Ski-out
Crafts Inn, Hotel Suite with pool and hot tub.

Crafts Inn, Hotel Suite with pool and hot tub.

Wilmington VT
Stay at this aparthotel in Wilmington. Enjoy free WiFi, a sauna, and a garden. Popular attractions South Main Street and Jim McGrath Gallery and Studio are located ...
8.6/10 Excellent! (7 reviews)
"Great location. The room was very clean and we enjoyed the hot tub."

Reviewed on Sep 20, 2026

Crafts Inn, Hotel Suite with pool and hot tub.
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.

Stay near popular Old Bennington attractions

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Cities near Old Bennington