Old Bennington Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
12 Jul - 13 Jul
Tomorrow
13 Jul - 14 Jul
Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul

Filter by

Guest rating
Guest rating
Property class

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 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
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 €111
includes taxes & fees
16 Jul - 17 Jul
Valley Craft Ales
Deerfield Valley Inn
Surrounded by snow-covered trees, this serene winter scene offers a peaceful retreat.

Deerfield Valley Inn

3.0 star property
9.4 out of 10, Exceptional, (51)
"Overall great spot!"
Deerfield Valley Inn
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 €153
includes taxes & fees
13 Jul - 14 Jul
Farm Road Estate
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 €173
includes taxes & fees
14 Jul - 15 Jul
The Wilmington Inn
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 €160
includes taxes & fees
13 Jul - 14 Jul
The Nutmeg
Chalet 239
Relax in a stylish living space with a chandelier, staircase, and comfortable seating areas.

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (69)
"Perfect Chaet!!! Will definitely come back and highly recommend."
The price is €130
includes taxes & fees
13 Jul - 14 Jul
Chalet 239
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
Kitzhof Inn
Welcome to the pet-friendly Kitzhof Inn, where rooms are available for guests with their furry friends.

Kitzhof Inn

2.5 star property
9.2 out of 10, Wonderful, (221)
"Amazing stay and breakfast with was really good"
Kitzhof Inn
The Hermitage Inn Vermont
Enjoy dining in style with a long table and comfortable chairs in a classic, sophisticated setting.

The Hermitage Inn Vermont

4.0 star property
9.0 out of 10, Wonderful, (14)
"It is an amazing inn. Completely renovated, everything you need in your time plus some. Dinner at the inn was fabulous. The gardens are lovely. Couldn’t have asked for a nicer place to stay!"
The Hermitage Inn Vermont
Big Bears Lodge
Explore a unique rock formation amidst lush greenery and vibrant flowers.

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (179)
"So close to Mount snow it’s a great place to stay "
The price is €157
includes taxes & fees
13 Jul - 14 Jul
Big Bears Lodge
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 €168
includes taxes & fees
13 Jul - 14 Jul
Inn At Mount Snow
Mountaineer Inn
Cozy living area with a stone fireplace, comfortable seating, and a bookshelf with plants.

Mountaineer Inn

2.0 star property
8.8 out of 10, Excellent, (486)
"Great location"
Mountaineer Inn
Mount Snow Grand Summit Resort
Relax in two comfortable rocking chairs by a crackling fire pit surrounded by a serene landscape.

Mount Snow Grand Summit Resort

3.0 star property
8.6 out of 10, Excellent, (203)
"Very nice being right on the mountain. "
The price is €153
includes taxes & fees
29 Jul - 30 Jul
Mount Snow Grand Summit Resort
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 €190
includes taxes & fees
21 Jul - 22 Jul
Blue Vista Motor Lodge
The Trail in Adams - Berkshires’ Art Hotel
Cozy cabin with a spacious living area, featuring a glass-top table and comfortable seating, and a separate kitchen area with a refrigerator and microwave.

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (130)
"Stayed only one night Very cosy, quiet place "
The price is €178
includes taxes & fees
14 Jul - 15 Jul
The Trail in Adams - Berkshires’ Art Hotel
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 €172
includes taxes & fees
21 Jul - 22 Jul
The Revival House
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 €137
includes taxes & fees
10 Aug - 11 Aug
Hotel Downstreet, Ascend Hotel Collection
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 €229
includes taxes & fees
11 Aug - 12 Aug
The Porches Inn at Mass MoCA
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Old Bennington

Venture to sights like Bennington Museum and Bennington Battle Monument as you discover 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 traveller data. Other good choices for your visit 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.

What are some of the best holiday rentals that Old Bennington has to offer?

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW! : This holiday home rental outside of Old Bennington offers an indoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 12 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a pool table so that you can immerse yourself in your holiday. See all vacation rentals in Old Bennington.

If I need to cancel my hotel reservation in Old Bennington, will I receive a refund?

Yes! The majority of room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it 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.

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 on-site 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 staying in Old Bennington?

Visitors will definitely enjoy all that Old Bennington has to offer. There are 953 hotels and other accommodation options in the surrounding area. Find out more about Old Bennington.

What are the top places to visit 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. Take a look at what more there is 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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Old Bennington are January, March, February and December, with each month seeing an average of 21 cm of snowfall.