Old Bennington Travel Guide

Tourist Guide

Bennington Battle Monument featuring landscape views
Bennington Battle Monument which includes a monument and heritage elements
Bennington Battle Monument which includes landscape views and a small town or village
Bennington Battle Monument showing landscape views
Old Bennington
The Williams Inn
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA
The price is ฿8,730 per night from 10 Aug to 11 Aug
฿8,730
฿9,751 total
10 Aug - 11 Aug
includes taxes & fees
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free Wi-Fi, free parking and a fitness centre. Our guests praise the helpful staff in their ...
9.6/10 Exceptional! (466 reviews)
"Hrwat"

Reviewed on 11 Jul 2025

The Williams Inn
Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
3 out of 5
40 Main St, North Adams, MA
The price is ฿4,660 per night from 10 Aug to 11 Aug
฿4,660
฿5,205 total
10 Aug - 11 Aug
includes taxes & fees
Stay at this 3-star hotel in North Adams. Enjoy free Wi-Fi, free parking and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (999 reviews)
Pleasant
"Spacious room with a great view, only complaint would be the gaps in the door that let noise and light in and out."

Reviewed on 8 Jul 2025

Hotel Downstreet, Ascend Hotel Collection
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 ฿3,667 per night from 4 Aug to 5 Aug
฿3,667
฿3,998 total
4 Aug - 5 Aug
includes taxes & fees
Stay at this ski hotel in Bennington. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.2/10 Very Good! (999 reviews)
"Newly renovated. Quiet area. Very close to Bennington museum and monument ."

Reviewed on 6 Jul 2025

Hotel Vervana, Trademark Collection by Wyndham
See all 951 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.
Bennington Gem w/ Smart TV Near Historic District!
Bennington Gem w/ Smart TV Near Historic District!
3 out of 5
Bennington
Stay at this 3-star business-friendly cottage in Bennington. Enjoy free parking. Popular attractions Hemmings Motor News Car Lover's Convenience Store & Vehicle ...
We recommend the place!
"We liked staying at the place as it had good amenities (washer, dryer, dishwasher, fridge with a freezer, fan, inflatable bed, wifi, cable, free parking spots. etc) and a lot of space. Where there is no central AC, it had a window unit which worked well - we had a comfortable stay in mid-July."

Reviewed on 31 Jul 2024

Bennington Gem w/ Smart TV Near Historic District!
Two Brooks Lodge
Two Brooks Lodge
3 out of 5
1054 Sawmill Rd, Bennington, VT
Stay at this 3-star holiday home in Bennington. Enjoy free Wi-Fi, free parking and laundry facilities. Popular attractions Norman Rockwell Exhibition and Robert ...
"Strong dog smell, dirty shabby condition of interior surfaces. Obvious makeshift repairs, spongy floors, torn, flaking couch. Kitchen counter had multiple burn marks and some sticky substance, corner held down with duct tape. Screen door off tracks, laying against wall. Wife was stung by insect in ..."

Reviewed on 20 Apr 2023

Two Brooks Lodge
Home Near Hiking Biking w Hottub 6 Bedrooms
Home Near Hiking Biking w Hottub 6 Bedrooms
2 out of 5
Bennington, VT
Stay at this holiday home in Bennington. Popular attractions Harmon Hill and Bennington Potters Yard are located nearby.
Home Near Hiking Biking w Hottub 6 Bedrooms
See all 738 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

4/5(3 reviews)

Learn about the local history of Old Bennington with a stop 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 when you spend time 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 exploring the galleries in Hemmings Motor News Car Lover's Convenience Store & Vehicle Display during your travels in Bennington. While you're here, you can savour the cosy cafes.

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

Prospect Mountain Cross-Country Ski Center

4/5(1 review)

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 exploring the galleries in Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and cafes.

Bennington Museum

Bennington Center for the Arts

You can spend time exploring the galleries in Bennington Center for the Arts in Bennington. Discover the area's mountain views and cafes.

Bennington Center for the Arts

Things to do

Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway

Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway

฿554
per traveller
Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway
Green Mountain Adventure Challenge Passes

Green Mountain Adventure Challenge Passes

฿2,448
per adult
Green Mountain Adventure Challenge Passes
Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 Self Guided Driving Audio Tour

฿554
per traveller
Vermont RT 100 Self Guided Driving Audio Tour
See all activities in Old Bennington