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Compare 950 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Four Chimneys Inn
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (275)
"Great stay!"
The Four Chimneys Inn
Hotel Downstreet, Ascend Hotel Collection
Hypo-allergenic bedding, laptop workspace, blackout drapes

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1000)
"Fantastic place"
The price is NT$4,197
NT$4,688 total
includes taxes & fees
Aug 10 - Aug 11
Hotel Downstreet, Ascend Hotel Collection
Williamstown Motel
Exterior detail

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (275)
"room was spotless, staff friendly, dining easy walkable distance, although older, well maintained. good choice for overnight stay, price reasonable."
The price is NT$3,477
NT$3,883 total
includes taxes & fees
Aug 12 - Aug 13
Williamstown Motel
The Villager Motel
Exterior

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (719)
"Great quiet stay. "
The price is NT$2,892
NT$3,231 total
includes taxes & fees
Jul 16 - Jul 17
The Villager Motel
Hotel Vervana, Trademark Collection by Wyndham
Garden

Hotel Vervana, Trademark Collection by Wyndham

2.5 star property
8.2 out of 10, Very Good, (1001)
"Great location"
The price is NT$3,303
NT$3,600 total
includes taxes & fees
Aug 4 - Aug 5
Hotel Vervana, Trademark Collection by Wyndham
Howard Johnson by Wyndham Williamstown
Pool

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (850)
"The rooms were tasteful, cheerful and emaculate. We have been searching for lovely, reasonably priced accommodations for our annual trips to Williamstown and we have definitely found them here. The beds were so comfortable, the room felt spacious and the bathroom had extra perks. We will return , highly recommend!"
The price is NT$3,213
NT$3,589 total
includes taxes & fees
Aug 10 - Aug 11
Howard Johnson by Wyndham Williamstown
Fairfield Inn & Suites by Marriott Williamstown
Exterior

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (355)
"The staff was friendly. Breakfast was diverse. Definitely would come back. The hot pool was a plus."
The price is NT$6,106
NT$6,821 total
includes taxes & fees
Jul 13 - Jul 14
Fairfield Inn & Suites by Marriott Williamstown
The Porches Inn at Mass MoCA
Exterior

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (395)
"Beautiful and peaceful property. Perfect for our last minute mother daughter get away. The staff was friendly and helpful. "
The price is NT$6,432
NT$7,837 total
includes taxes & fees
Aug 11 - Aug 12
The Porches Inn at Mass MoCA
Best Western Bennington
1 bedroom, in-room safe, blackout drapes, iron/ironing board

Best Western Bennington

2.5 star property
7.8 out of 10, Good, (852)
"Very nice people that work there."
The price is NT$3,570
NT$3,891 total
includes taxes & fees
Jul 27 - Jul 28
Best Western Bennington
The Williams Inn
Front of property - evening/night

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (466)
"Wonderful stay. Helpful, professional staff. "
The price is NT$7,869
NT$8,789 total
includes taxes & fees
Aug 10 - Aug 11
The Williams Inn
Maple Terrace Motel
Exterior detail

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (565)
"The staff, room and property was wonderful! "
The price is NT$4,061
NT$4,536 total
includes taxes & fees
Jul 15 - Jul 16
Maple Terrace Motel
1896 House Country Inn & Motels
Miscellaneous

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (426)
"Near hiking for Mt. Greylock and the Appalachian Trail. Nice walking area close by at Lamb's Hill. Clean Older mattress, was OK, but could feel springs a little. If you like a tub, it is tiny. The shower is OK"
1896 House Country Inn & Motels
Willows Motel Williamstown
Exterior

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (926)
"Clean, conscientious service, great breakast spread. "
The price is NT$2,498
NT$2,790 total
includes taxes & fees
Jul 14 - Jul 15
Willows Motel Williamstown
Cozy Corner Motel
Exterior

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (833)
"Very, very clean with friendly owners. Located within a few minutes' drive of good restaurants and outdoor recreation areas. We would definitely stay again!"
The price is NT$2,805
NT$3,290 total
includes taxes & fees
Aug 3 - Aug 4
Cozy Corner Motel
Hampton Inn Bennington
Exterior

Hampton Inn Bennington

2.5 star property
8.6 out of 10, Excellent, (998)
"Easy parking. Inn was in a great location allowing for a centralized hub for our day trips. "
The price is NT$4,694
NT$5,116 total
includes taxes & fees
Jul 27 - Jul 28
Hampton Inn Bennington
Blue Vista Motor Lodge
Single Room | 1 bedroom, in-room safe, desk, free WiFi

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (174)
"Lovely stay!"
The price is NT$6,144
NT$6,494 total
includes taxes & fees
Jul 14 - Jul 15
Blue Vista Motor Lodge
Bennington Motor Inn
Exterior

Bennington Motor Inn

2.0 star property
7.8 out of 10, Good, (453)
"In a limited market, this was a safe and clean hotel. "
The price is NT$3,769
NT$4,108 total
includes taxes & fees
Jul 13 - Jul 14
Bennington Motor Inn
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, (129)
"Stayed only one night Very cosy, quiet place "
The price is NT$5,441
NT$6,078 total
includes taxes & fees
Jul 14 - Jul 15
The Trail in Adams - Berkshires’ Art Hotel
The Autumn Inn
Front of property

The Autumn Inn

2.0 star property
7.6 out of 10, Good, (580)
"Staff was very helpful and very knowledgeable very nice people very clean."
The price is NT$2,600
NT$2,834 total
includes taxes & fees
Jul 13 - Jul 14
The Autumn Inn
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.4 out of 10, Exceptional, (51)
"Overall great spot!"
Deerfield Valley Inn
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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Learn more about Old Bennington

Explore attractions like Bennington Museum and Bennington Battle Monument as you discover things to see and do in Old Bennington.

See all hotels in Old Bennington
Bennington Battle Monument showing landscape views

Frequently asked questions

Where is the best place for a stay in Old Bennington?

The Williams Inn, located 12 mi (19.3 km) from the heart of Old Bennington, is a top choice for your stay based on our traveler data. Two other options for your trip to the area are Hotel Downstreet, Ascend Hotel Collection and Mount Snow Grand Summit Resort. 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.

Where can I learn more about changing or cancelling my trip to Old Bennington?

To access more information about picking new dates or cancelling your trip to Old Bennington, click here.

What are some hotels with pools in Old Bennington?

Hampton Inn Bennington: Provides a sauna, a pool, and free breakfast. The Lodge at Mount Snow and Big Bears Lodge are a couple of other choices that offer an onsite pool. View all hotels with pools in Old Bennington.

What is the best spa hotel in Old Bennington?

The Four Chimneys Inn is a highly recommended spa hotel with a bar. Treat yourself to a massage at the on-site spa. See all spa hotels 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 953 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 Bennington Battle Monument and Old First Congregational Church 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.