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.
The Four Chimneys Inn

The Four Chimneys Inn

4 out of 5
21 West Road Bennington VT
The price is NT$8,242 per night from Aug 18 to Aug 19
NT$8,242
NT$8,984 total
Aug 18 - Aug 19
includes taxes & fees
Book a stay at this golf B&B in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (290 reviews)
"Room was clean. Staff helpful. Didn’t get a chance to have breakfast either days, the system of pre filled form for breakfast didn’t work for us. Didn’t get a chance to go to the bar"

Reviewed on 2026/7/24

The Four Chimneys Inn
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 NT$3,536 per night from Aug 30 to Aug 31
NT$3,536
NT$3,855 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this ski hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,000 reviews)
"The room was somewhat spartan, but overall comfortable, and the beds were good. Unfortunately, the Internet connection was quite weak. The bathroom was small and somewhat awkwardly designed, as it was impossible to turn on the shower without stepping under cold water first. There was also a rather ..."

Reviewed on 2026/8/11

Hotel Vervana, Trademark Collection by Wyndham
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
The price is NT$4,515 per night from Sep 2 to Sep 3
NT$4,515
NT$5,044 total
Sep 2 - Sep 3
includes taxes & 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
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 vacation home in Bennington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Robert Frost Stone House Museum and Norman ...
4.8/10 (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 2023/4/20

Two Brooks Lodge
Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort

3 out of 5
761 Stratton Access Rd Stratton VT
Book a stay at this ski aparthotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager ...
8.6/10 Excellent! (83 reviews)
"Great location - the room was very clean and spacious. You don't check in at the property but at another one nearby. Hot tub was nicely maintained"

Reviewed on 2026/1/31

Long Trail House at Stratton Mountain Resort
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

Cities near Old Bennington