Old Bennington Hotels

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Top 10 trending Old Bennington hotels

The Four Chimneys Inn
Classic design bedroom with a large bed, armchairs, and a stylish table.

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (275)
"Great stay!"
The Four Chimneys Inn
The Revival House
Cozy living room with a fireplace, dining area, and high ceiling.

The Revival House

3.0 star property
9.6 out of 10, Exceptional, (4)
"The Revival House was charming and quiet. It had everything we needed for our short stay. It's only a 6 minute drive to the Bellows Pipe Trail/Mount Greylock, which was a huge plus for us. Wishing all the best for this newly opened hotel!"
The price is P10,163
P11,352 total
includes taxes & fees
Jul 20 - Jul 21
The Revival House
Maple Terrace Motel
Welcome to this charming two-story home, featuring a cozy front porch with a small American flag and festive wreath.

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (565)
"The staff, room and property was wonderful! "
The price is P7,848
P8,766 total
includes taxes & fees
Jul 20 - Jul 21
Maple Terrace Motel
South Shire
Enter a grand space with a beautiful staircase, adorned with floral patterns and a statement mirror.

South Shire

4.0 star property
9.2 out of 10, Wonderful, (87)
"very nice highly recommend "
The price is P8,638
P9,745 total
includes taxes & fees
Jul 20 - Jul 21
South Shire
Willows Motel Williamstown
Enjoy a traditional stay at Willows Motel, featuring a front porch and lawn, air conditioning, cable TV, a pool, and Wi-Fi.

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (926)
"Clean, conscientious service, great breakast spread. "
The price is P4,827
P5,392 total
includes taxes & fees
Jul 15 - Jul 16
Willows Motel Williamstown
Hotel Downstreet, Ascend Hotel Collection
Two single beds with white linens and blue accents, accompanied by bedside tables and lamps, offer a functional workspace.

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1001)
"Fantastic place"
The price is P8,114
P9,064 total
includes taxes & fees
Aug 10 - Aug 11
Hotel Downstreet, Ascend Hotel Collection
Brook Bound Inn
Cozy cabin interior with a central island kitchen featuring a refrigerator, stove, and sink.

Brook Bound Inn

2.0 star property
9.4 out of 10, Exceptional, (10)
"Great property. Amazing views!"
Brook Bound Inn
Blue Vista Motor Lodge
Enjoy a peaceful view from the balcony overlooking a serene grassy area with trees.

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (174)
"Lovely stay!"
The price is P11,878
P12,556 total
includes taxes & fees
Jul 14 - Jul 15
Blue Vista Motor Lodge
The Ira Allen House
Welcome to The Ira Allen House, where guests can enjoy a cozy porch with a warm and inviting atmosphere.

The Ira Allen House

3.5 star property
10.0 out of 10, Exceptional, (193)
"Wonderful breakfast, comfortable bed, and space in quiet to read"
The price is P9,829
P10,713 total
includes taxes & fees
Aug 5 - Aug 6
The Ira Allen House
Farm Road Estate
Relax by the serene pool surrounded by lush greenery and a tranquil pond.

Farm Road Estate

3.0 star property
10.0 out of 10, Exceptional, (64)
"Love this property so much. It was very quiet, relaxing and having the two restaurants on site was a plus. The food at both restaurants were really good and all the amenities that they offered, top-notch, we will definitely be staying here again."
The price is P6,370
P10,112 total
includes taxes & fees
Jul 13 - Jul 14
Farm Road Estate
Cozy Corner Motel
Relax in a serene outdoor space surrounded by lush greenery and trees, perfect for dining or socializing.

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 P5,423
P6,361 total
includes taxes & fees
Aug 3 - Aug 4
Cozy Corner Motel
Valley Craft Ales
Enjoy meals at the central table surrounded by comfortable chairs and take in the views of the outdoors through large windows.

Valley Craft Ales

2.0 star property
8.6 out of 10, Excellent, (127)
"Exellent I love it"
The price is P6,652
P7,317 total
includes taxes & fees
Jul 22 - Jul 23
Valley Craft Ales
The Nutmeg
Sit by the fireplace and enjoy a warm moment of relaxation.

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (390)
"Really nice room. Paul went out of his way to help. "
The price is P9,598
P10,558 total
includes taxes & fees
Jul 21 - Jul 22
The Nutmeg
The White House Inn
Stunning chandelier suspended above a grand staircase with elegant white columns and arches.

The White House Inn

3.5 star property
9.2 out of 10, Wonderful, (207)
"Beautiful location and gorgeous property. "
The White House Inn
The Inn at Ormsby Hill
Stately two-story house with a traditional entrance, surrounded by a well-maintained lawn and mature trees.

The Inn at Ormsby Hill

3.5 star property
9.8 out of 10, Exceptional, (127)
"Thank you for a wonderful stay!"
The price is P11,236
P12,359 total
includes taxes & fees
Jul 22 - Jul 23
The Inn at Ormsby Hill
The Wilmington Inn
Relax on the deck with a wooden table and wicker chairs, surrounded by a railing and a glass door leading to the interior.

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (175)
"This is our third time here. Owners have a good memory. They are extremely friendly and accommodating. The communication is excellent. The place is beautiful and inviting. They even had a fire pit going which was really nice! We love it here! We will be back again!"
The price is P10,111
P11,456 total
includes taxes & fees
Jul 14 - Jul 15
The Wilmington Inn
Williamstown Motel
Autumnal decorations adorn the grounds, featuring carved pumpkins and seasonal figures.

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 P6,722
P7,508 total
includes taxes & fees
Jul 13 - Jul 14
Williamstown Motel
The Porches Inn at Mass MoCA
Traditional buildings with welcoming front porches and easy street access.

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 P12,435
P15,152 total
includes taxes & fees
Aug 11 - Aug 12
The Porches Inn at Mass MoCA
Inn At Mount Snow
Relax in comfort with a large sofa set, fireplace, and ample seating options.

Inn At Mount Snow

2.0 star property
10.0 out of 10, Exceptional, (7)
"Great location , friendly and knowledgeable staff !"
The price is P10,100
P11,110 total
includes taxes & fees
Jul 13 - Jul 14
Inn At Mount Snow
Fairfield Inn & Suites by Marriott Williamstown
Experience the Fairfield Inn & Suites' modern design, featuring a prominent brick facade and flat roof.

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (356)
"The staff was friendly. Breakfast was diverse. Definitely would come back. The hot pool was a plus."
The price is P11,800
P13,181 total
includes taxes & fees
Jul 15 - Jul 16
Fairfield Inn & Suites by Marriott Williamstown
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 which includes 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.