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28 Dec - 29 Dec
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Cheap Old Bennington hotels

The Four Chimneys Inn

The Four Chimneys Inn

4 out of 5
21 West Road Bennington VT
Located in Bennington, The Four Chimneys Inn is next to a golf course, a 4-minute walk from Old First Congregational Church and 10 minutes by foot from Bennington ...
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Opens in a new windowThe Four Chimneys Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
The price is AU$206 per night from 27 Jan to 28 Jan
AU$206
27 Jan - 28 Jan 2026
includes taxes & fees
A stay at Hotel Downstreet, an Ascend Collection Hotel places you in the heart of North Adams, steps from MCLA Gallery 51 and North Adams City Hall.
Opens in a new windowHotel Downstreet, an Ascend Collection Hotel
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
The price is AU$364 per night from 1 Jan to 2 Jan
AU$364
1 Jan - 2 Jan 2026
includes taxes & fees
Located in Williamstown, The Williams Inn is just steps from Williams College and 11 minutes by foot from The Clark Art Institute.
Opens in a new windowThe Williams Inn
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Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way West Dover VT
The price is AU$550 per night from 13 Jan to 14 Jan
AU$550
13 Jan - 14 Jan 2026
includes taxes & fees
Located in West Dover, Grand Summit Resort, A Vail Resorts Property is a 1-minute drive from Mount Snow and 7 minutes from Mount Snow Golf Course.
Opens in a new windowMount Snow Grand Summit Resort
Knotty Pine

Knotty Pine

2.5 out of 5
130 Northside Dr Bennington VT
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 29 Dec to 30 Dec
AU$175
29 Dec - 30 Dec
includes taxes & fees
With a stay at Knotty Pine in Bennington, you'll be steps from Green Mountain National Forest and a 1-minute drive from Bennington Dog Park.
Opens in a new windowKnotty Pine
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

3.5 out of 5
231 River Street North Adams MA
Fully refundableReserve now, pay when you stay
The price is AU$272 per night from 26 Jan to 27 Jan
AU$272
26 Jan - 27 Jan 2026
includes taxes & fees
In the heart of North Adams, The Porches Inn at Mass MoCA is within a 5-minute drive of Massachusetts Museum of Contemporary Art and Natural Bridge State ...
Opens in a new windowThe Porches Inn at Mass MoCA
Valley Craft Ales

Valley Craft Ales

2 out of 5
18 N Main St Wilmington VT
Fully refundableReserve now, pay when you stay
Located in Wilmington, Valley Craft Ales is in the historical district, a 4-minute drive from Harriman Reservoir and 6 minutes from Molly Stark State Park.
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Opens in a new windowValley Craft Ales
The White House Inn

The White House Inn

3.5 out of 5
178 Route 9 East Wilmington VT
The price is AU$271 per night from 4 Jan to 5 Jan
AU$271
4 Jan - 5 Jan 2026
includes taxes & fees
Located in Wilmington, The White House Inn is a 2-minute drive from Jim McGrath Gallery and Studio and 9 minutes from Jacksonville Pond.
Opens in a new windowThe White House Inn
Hampton Inn Bennington

Hampton Inn Bennington

2.5 out of 5
51 Hannaford Square Bennington VT
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 4 Jan to 5 Jan
AU$225
4 Jan - 5 Jan 2026
includes taxes & fees
When you stay at Hampton Inn Bennington in Bennington, you'll be in the historical district, within a 5-minute drive of Bennington College and Bennington Potters ...
Opens in a new windowHampton Inn Bennington
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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.

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^Subject to availability and chosen travel dates.

Old Bennington hotels essential information

Accommodation
996 hotels
Lowest Price
AU$175
Highest Price
AU$550
Popular hotels
The Four Chimneys Inn, Hotel Downstreet, an Ascend Collection Hotel, The Williams Inn, Mount Snow Grand Summit Resort, Knotty Pine, The Porches Inn at Mass MoCA, Valley Craft Ales, The White House Inn, Hampton Inn Bennington

Most recent Old Bennington hotel reviews

Knotty Pine
lastminute.com.au Verified Review
5 / 5
The room was great! Very cozy! Check in was quick and easy. Staff was very nice and gave me some breakfast items for the morning. Would definitely recommend this place.
A verified traveller stayed at Knotty Pine
Posted 2 days ago
Knotty Pine

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.