Old Bennington

Travel Guide

Bennington Battle Monument which includes landscape views
Bennington Battle Monument showing heritage elements and a monument
Bennington Battle Monument featuring a small town or village and landscape views
Bennington Battle Monument showing landscape views
Old Bennington
Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
The price is S$188 per night from 27 Feb to 28 Feb
S$188
includes taxes & fees
27 Feb - 28 Feb
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! (1,001 reviews)
Book your stay here with confidence all will be ok
"We love this hotel! Our room was clean and spacious, the staff members we interacted with were friendly and helpful, the lobby/common and art galleries were very interesting, and there is so much to do within easy walking distance."

Reviewed on 17 Feb,2025

Hotel Downstreet
Mountaineer Inn
Mountaineer Inn
2 out of 5
270 Handle Rd, West Dover, VT
The price is S$200 per night from 3 Mar to 4 Mar
S$200
includes taxes & fees
3 Mar - 4 Mar
Stay at this motel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (411 reviews)
"Food choice limited for continental breakfast. staff friendly. pool table had torn felt and 2 sets of balls."

Reviewed on 5 Feb,2025

Mountaineer Inn
The Williams Inn
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA
The price is S$281 per night from 16 Mar to 17 Mar
S$281
includes taxes & fees
16 Mar - 17 Mar
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! (413 reviews)
"Very comfortable"

Reviewed on 17 Feb,2025

The Williams Inn
See all 922 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 cottage in Bennington. Enjoy free parking. Popular attractions Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Harmon ...
10/10 Exceptional! (1 review)
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!
Long Trail House at Stratton Mountain Resort
Long Trail House at Stratton Mountain Resort
3 out of 5
761 Stratton Access Rd, Stratton, VT
Stay at this 3-star ski aparthotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager ...
8.4/10 Very Good! (72 reviews)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain."

Reviewed on 23 Sep,2024

Long Trail House at Stratton Mountain Resort
See all 760 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 which includes 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

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 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

Prospect Mountain Nordic Ski Center

Hit the slopes in Woodford with a visit to Prospect Mountain Nordic Ski Center. Discover the area's mountain views and cafes.

Prospect Mountain Nordic Ski Center

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

Things to do

Vermont RT 100: Self-Guided Driving Audio Tour

Vermont RT 100: Self-Guided Driving Audio Tour

S$21
per traveller
Vermont RT 100: Self-Guided Driving Audio Tour
See all activities in Old Bennington
Bennington Battle Monument which includes landscape views

Bennington