Old Bennington Hotels

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Oct 13 - Oct 14
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Oct 14 - Oct 15
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Oct 17 - Oct 19
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Oct 24 - Oct 26

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Top 10 trending Old Bennington hotels

The Four Chimneys Inn
Premium bedding, individually decorated, individually furnished
The Four Chimneys Inn
4.0 star property
9.4 out of 10, Exceptional, (280)
"Nice and cozy"
The Four Chimneys Inn
Hotel Downstreet, an Ascend Collection Hotel
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes
Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
8.8 out of 10, Excellent, (1006)
"Super friendly staff, a free coffee bar in the lobby, loads of food and shopping options within walking distance, free on-site parking - what’s not to love! And the room was spotlessly clean and very very comfortable. We love this place!!!"
The price is P7,559
P8,443 total
includes taxes & fees
Nov 12 - Nov 13
Hotel Downstreet, an Ascend Collection Hotel
Williamstown Motel
Exterior detail
Williamstown Motel
2.0 star property
9.4 out of 10, Exceptional, (304)
"The rooms are dated but very clean and neat. This family run motel is convenient to everything in Williamstown and the university. The check-in was easy and staff were knowledgeable and kind."
The price is P4,602
P5,141 total
includes taxes & fees
Nov 2 - Nov 3
Williamstown Motel
The Williams Inn
Front of property - evening/night
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (520)
"Nice place to stay for a wedding "
The price is P12,330
P13,773 total
includes taxes & fees
Nov 2 - Nov 3
The Williams Inn
The Porches Inn at Mass MoCA
2 bedrooms, Frette Italian sheets, premium bedding, down comforters
The Porches Inn at Mass MoCA
3.5 star property
9.4 out of 10, Exceptional, (426)
"Great hotel, lovely pool and hot tub. We got upgraded to a suite!"
The price is P9,359
P11,755 total
includes taxes & fees
Nov 12 - Nov 13
The Porches Inn at Mass MoCA
Howard Johnson by Wyndham Williamstown
Pool
Howard Johnson by Wyndham Williamstown
2.0 star property
6.6 out of 10, (887)
"Great affordable place to stay while in the northern Berkshires."
The price is P6,408
P7,157 total
includes taxes & fees
Oct 14 - Oct 15
Howard Johnson by Wyndham Williamstown
The Villager Motel
Exterior
The Villager Motel
2.0 star property
8.8 out of 10, Excellent, (748)
"Perfect location for our passing through vacay."
The price is P4,602
P5,141 total
includes taxes & fees
Nov 2 - Nov 3
The Villager Motel
Fairfield Inn & Suites by Marriott Williamstown
Exterior
Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
8.8 out of 10, Excellent, (385)
"our stay was great."
The price is P8,331
P9,305 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Williamstown
Hotel Vervana, Trademark Collection by Wyndham
Garden
Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
8.2 out of 10, Very Good, (1007)
"Friendly staff easy check in accessible to different places"
The price is P6,289
P6,855 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Vervana, Trademark Collection by Wyndham
Maple Terrace Motel
Exterior detail
Maple Terrace Motel
2.5 star property
9.6 out of 10, Exceptional, (581)
"Excellent place. Bountiful view. "
The price is P5,767
P6,442 total
includes taxes & fees
Nov 2 - Nov 3
Maple Terrace Motel
Best Western Bennington
In-room safe, blackout drapes, iron/ironing board
Best Western Bennington
2.5 star property
7.6 out of 10, Good, (929)
"Great stay"
The price is P6,162
P6,717 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Bennington
Willows Motel Williamstown
Exterior
Willows Motel Williamstown
2.0 star property
9.0 out of 10, Wonderful, (961)
"Good breakfast; comfortable beds; smiling service; great tv; very accomodating"
The price is P5,191
P5,798 total
includes taxes & fees
Oct 20 - Oct 21
Willows Motel Williamstown
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
8.8 out of 10, Excellent, (137)
"We had an excellent experience. The location was convenient for our needs, clean, and tastefully done. It's excellent value for the area. It must be said that a younger traveller will probably be more comfortable with the low-touch approach (text check in, code-locked doors), but they've clearly made an effort to be more accessible to a traveler looking for something more traditional. "
The price is P10,122
P11,306 total
includes taxes & fees
Oct 22 - Oct 23
The Trail in Adams - Berkshires’ Art Hotel
The Revival House
Desk, iron/ironing board, free WiFi
The Revival House
3.0 star property
8.8 out of 10, Excellent, (20)
"We thoroughly enjoyed our stay at The Revival House! Super comfortable, clean, and the inside has great decor sensibilities. We will be back if we’re ever in the area again!"
The price is P10,137
P11,323 total
includes taxes & fees
Oct 14 - Oct 15
The Revival House
Cozy Corner Motel
Exterior
Cozy Corner Motel
2.0 star property
9.2 out of 10, Wonderful, (872)
"Very nice staff, nice breakfast"
The price is P4,352
P5,137 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Corner Motel
Deerfield Valley Inn
Exterior
Deerfield Valley Inn
3.0 star property
9.6 out of 10, Exceptional, (69)
"We had a lovely time staying here. "
Deerfield Valley Inn
Knotty Pine
Property grounds
Knotty Pine
2.5 star property
9.2 out of 10, Wonderful, (5)
"Very nice and nostalgic. Close to all amenities, friendly front staff. I would definitely stay again if in the area. 1 small critique... bed was a little firm for my liking. Again i would highly recommend and stay again."
The price is P8,972
P9,779 total
includes taxes & fees
Oct 23 - Oct 24
Knotty Pine
Brook Bound Inn
Living area
Brook Bound Inn
2.0 star property
9.6 out of 10, Exceptional, (11)
"Great property. Amazing views!"
Brook Bound Inn
Arlington Inn
Garden
Arlington Inn
3.0 star property
8.8 out of 10, Excellent, (180)
"Excellent stay! Very friendly staff."
The price is P11,755
P12,813 total
includes taxes & fees
Oct 21 - Oct 22
Arlington Inn
Chalet 239
Living area
Chalet 239
2.0 star property
9.4 out of 10, Exceptional, (80)
"I was pleasantly surprised in how well well-maintained this property was. Beautiful decor, impeccably clean, and extremely comfortable bed and linens. We were in a king room with a little deck off the back. It was just lovely to sit outside and have a glass of wine. Check in and check out was a breeze and this adorable hotel is in a perfect location. I would definitely stay here again and recommend to others. "
The price is P6,816
P7,498 total
includes taxes & fees
Nov 2 - Nov 3
Chalet 239
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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Stay near popular Old Bennington attractions

Bennington Battle Monument

4.5/5 (124 reviews)
Learn about the local history of Old Bennington when you spend time at Bennington Battle Monument. In the area, take in the art scene and mountain views.
See properties

Bennington Museum

4.4/5 (25 reviews)
You can spend an afternoon studying the exhibits at Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and coffeehouses.
See properties

Learn more about Old Bennington

Explore attractions like Old First Congregational Church and Bennington Museum as you discover things to see and do in Old Bennington.

See all hotels in Old Bennington
Bennington Battle Monument which includes landscape views

Top Old Bennington Hotel Reviews

Inn At Mount Snow

Inn At Mount Snow

10/10 Excellent
"The room was very clean and spacious. Bed was very comfortable. The facilities as a whole were very adequate and the area surrounding were quite breathtaking…."
Francis 3-night trip
Posted 3 days ago
Inn At Mount Snow

More cheap stays in Old Bennington

Best Western Bennington

Best Western Bennington

220 Northside Drive, Bennington, VT
The price is P6,162 per night from Nov 2 to Nov 3
P6,162
P6,717 total
Nov 2 - Nov 3
includes taxes & fees
7.6/10 Good! (926 reviews)

Frequently asked questions

Where is the best place for a stay in Old Bennington?
Based on our traveler data, The Four Chimneys Inn is one of the top choices for your stay. This B&B offers free breakfast and free parking. Two other options for your trip to the area are The Williams Inn and Hotel Downstreet, an Ascend Collection Hotel. See all available top hotels, or vacation rentals in Old Bennington.
If I need to cancel my hotel reservation in Old Bennington, will I receive a refund?
Yes! You'll find that most hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Old Bennington.
How is it to stay in Old Bennington?
Visitors are sure to enjoy all that Old Bennington has to offer. There are 974 hotels and other accommodations in the surrounding area. Find out more about Old Bennington.
What should I see while I'm in Old Bennington?
Landmarks like Old First Congregational Church and Bennington Battle Monument might be worth a visit. Additionally, you might want to add Bennington Museum to your itinerary. Check out what more to see and do in Expedia's Old Bennington guide.
What's the weather like in Old Bennington?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Old Bennington are January, March, February, and December, with each month seeing an average of 8 inches of snowfall.

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