Old Bennington Holidays
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Top hotels in Old Bennington
The Four Chimneys Inn
21 West Road Bennington VT
The price is Rp4.569.490 per night from 4 Jun to 5 Jun
Rp4.569.490
Rp4.980.744 total
4 Jun - 5 Jun
includes taxes & fees
9.4/10 Exceptional! (284 reviews)
"Had a great experience here. The staff was friendly and helpful. Chatting with the bartender and other guests at the bar over a nightcap made for an enjoyable evening. The room was clean and comfortable and the breakfast was fantastic."
Reviewed on 26 May 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
The price is Rp2.880.629 per night from 14 Jun to 15 Jun
Rp2.880.629
Rp3.217.663 total
14 Jun - 15 Jun
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Pool and hot tub"
Reviewed on 31 May 2026
The Williams Inn
101 Spring Street Williamstown MA
The price is Rp5.882.849 per night from 15 Jun to 16 Jun
Rp5.882.849
Rp6.571.142 total
15 Jun - 16 Jun
includes taxes & fees
9.6/10 Exceptional! (631 reviews)
"Wonderful Inn with wonderful people in a wonderful town. One of my favorite places anywhere."
Reviewed on 30 May 2026
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
Harmon Hill
You can take time to visit Harmon Hill during your travels to Bennington. While you're here, you can savour the cosy cafes.
What to do in Old Bennington
Vermont RT 100 App-Guided Driving Audio Tour
Rp301.471
per traveller
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
