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
The Four Chimneys Inn
The Four Chimneys Inn
4 out of 5
21 West Road, Bennington, VT
The price is S$365 per night from 2 Dec to 3 Dec
S$365
includes taxes & fees
2 Dec - 3 Dec
Stay at this 4-star golf B&B in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.6/10 Exceptional! (214 reviews)
Home away from home!
"What a charming B&B . So warming and inviting.Staff made you feel at home and were all so kind and friendly.Oh and the food was delicious,"

Reviewed on 23 Oct,2024

The Four Chimneys Inn
Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
The price is S$194 per night from 2 Dec to 3 Dec
S$194
includes taxes & fees
2 Dec - 3 Dec
Stay at this 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 in our ...
8.6/10 Excellent! (999 reviews)
"Great location, wonderful staff, fun pool and cool art. Would definitely stay again!"

Reviewed on 15 Nov,2024

Hotel Downstreet
Mountaineer Inn
Mountaineer Inn
2 out of 5
270 Handle Rd, West Dover, VT
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 ...
9/10 Wonderful! (349 reviews)
"Nice quiet getaway about 30 min from Stratton. We went off season to see the leaves in October so a lot of stores and restaurants were closed, but what is open nearby is delicious. The place is a standard motel, room was clean, coffee maker in the dining area, several lounge spaces, pool table, and ..."

Reviewed on 29 Oct,2024

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Mountaineer Inn
See all 874 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.
Two Brooks Lodge
Two Brooks Lodge
3 out of 5
1054 Sawmill Rd, Bennington, VT
Stay at this 3-star vacation home in Bennington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Norman Rockwell Exhibition and Robert ...
4.6/10 (3 reviews)
"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
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
3 out of 5
Bennington
Stay at this 3-star family-friendly cottage in Bennington. Enjoy free parking and an in-room coffeemaker. Popular attractions Norman Rockwell Exhibition and ...
10/10 Exceptional! (1 review)
Awsome property with the best host.
"The host was so kind and helpful. I will definitely cime abck here."

Reviewed on 21 Feb,2024

Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
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! (71 reviews)
Walk to Mountain, Nice Unit at Stratton Villag
"The unit was perfect for our ski race weekend. Very accessible, underground parking included (ski boxes on top of SUVs will not fit - thankfully we left ours at home), really nice place with everything we needed!"

Reviewed on 22 May,2024

Long Trail House at Stratton Mountain Resort
See all 745 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

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

You can enjoy some culture when you stop by Hemmings Motor News Car Lover's Convenience Store & Vehicle Display in Bennington. While you're here, you can savour the cosy cafes.

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

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

Bennington Potters Yard

You can do some window-shopping at Bennington Potters Yard during your trip to Bennington. Discover the cafes 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

S$23
Per adult
Vermont RT 100: Self-Guided Driving Audio Tour
See all activities in Old Bennington
Bennington Battle Monument which includes landscape views

Bennington