Old Bennington Travel Guide

Tourist Guide

Bennington Battle Monument which includes landscape views
Bennington Battle Monument which includes a monument and heritage elements
Bennington Battle Monument featuring 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 NZ$460 per night from 10 Aug to 11 Aug
NZ$460
10 Aug - 11 Aug
includes taxes & fees
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
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 NZ$266 per night from 11 Aug to 12 Aug
NZ$266
11 Aug - 12 Aug
includes taxes & fees
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. 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 NZ$205 per night from 4 Aug to 5 Aug
NZ$205
4 Aug - 5 Aug
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! (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.
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
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! (46 reviews)
"This unique hideaway was great for our family. The open layout might not work for everyone, but suited us just fine! We were only here a couple nights but enjoyed the location and using the hot tub!"

Reviewed on 11 Jun. 2025

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Contemporary Berkshire Home with Views of Taconic Golf Course
Contemporary Berkshire Home with Views of Taconic Golf Course
Williamstown
Stay at this vacation home in Williamstown. Enjoy a garden, laundry facilities, and patios. Popular attractions Williams College Taconic Golf Course and Lunder ...
10/10 Exceptional! (3 reviews)
Special house
"Excellent house. Privacy for five adults . Two couples one single. All features new and first rate.- sheets, towels, kitchen equipment etc. unique design by architect."

Reviewed on 28 Jun. 2025

Contemporary Berkshire Home with Views of Taconic Golf Course
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Dover
Book a stay at this family-friendly vacation home in West Dover. Enjoy private pools, a sauna, and a garden. Popular attractions Mount Snow and Mount Snow Golf ...
8.8/10 Excellent! (43 reviews)
Great house for a large group or family vacation
"We had a group of thirty-four people for a family vacation and had a blast. The host and the housekeeper were tremendously responsive to any small issues we had over the first few days. The kitchen was well stocked but could use more mugs for coffee/tea and additional forks for larger groups and ..."

Reviewed on 22 Jul. 2024

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
See all 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.

Popular places to visit

Bennington Battle Monument which includes landscape views

Bennington Battle Monument

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

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

Activities

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

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

NZ$28
per traveller
Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway
Green Mountain Adventure Challenge Passes

Green Mountain Adventure Challenge Passes

NZ$125
per adult
Green Mountain Adventure Challenge Passes
Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 Self Guided Driving Audio Tour

NZ$28
per traveller
Vermont RT 100 Self Guided Driving Audio Tour
See all activities in Old Bennington

Cities near Old Bennington

Bennington Battle Monument which includes landscape views

Bennington