Search Old Bennington hotels

Start date: Check-in selected.
To Date
End date: Check-out
    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Old Bennington

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

3.0 star property
8.8 out of 10, Excellent, (1000)
"Property was very clean and view of mountain from window was awesome beds very comfortable and loved the hot tub and pool"
The price is AU$234
includes taxes & fees
4 Nov - 5 Nov
Hotel Downstreet, an Ascend Collection Hotel

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (303)
"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 AU$128
includes taxes & fees
3 Nov - 4 Nov
Williamstown Motel

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (513)
"Great hotel, staff and restaurant!"
The price is AU$336
includes taxes & fees
2 Nov - 3 Nov
The Williams Inn

Howard Johnson by Wyndham Williamstown

2.0 star property
6.6 out of 10, (884)
"Great affordable place to stay while in the northern Berkshires."
The price is AU$186
includes taxes & fees
7 Oct - 8 Oct
Howard Johnson by Wyndham Williamstown

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (746)
"Perfect location for our passing through vacay."
The price is AU$134
includes taxes & fees
2 Nov - 3 Nov
The Villager Motel

Hotel Vervana, Trademark Collection by Wyndham

2.5 star property
8.2 out of 10, Very good, (1001)
"Friendly staff easy check in accessible to different places"
The price is AU$178
includes taxes & fees
2 Nov - 3 Nov
Hotel Vervana, Trademark Collection by Wyndham

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (425)
"Great hotel, lovely pool and hot tub. We got upgraded to a suite!"
The price is AU$334
includes taxes & fees
6 Nov - 7 Nov
The Porches Inn at Mass MoCA

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (384)
"our stay was great."
The price is AU$257
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Williamstown

Best Western Bennington

2.5 star property
7.6 out of 10, Good, (924)
"Great stay"
The price is AU$175
includes taxes & fees
2 Nov - 3 Nov
Best Western Bennington

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (579)
"Excellent place. Bountiful view. "
The price is AU$167
includes taxes & fees
2 Nov - 3 Nov
Maple Terrace Motel

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (957)
"Very quaint inn, comfortable beds, very clean. Most cheerful staff and great fresh fruit and variety at breakfast."
The price is AU$151
includes taxes & fees
7 Oct - 8 Oct
Willows Motel Williamstown

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 AU$294
includes taxes & fees
1 Nov - 2 Nov
The Trail in Adams - Berkshires’ Art Hotel

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (68)
"We had a lovely time staying here. "
Deerfield Valley Inn

The Revival House

3.0 star property
8.8 out of 10, Excellent, (17)
"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 AU$284
includes taxes & fees
13 Oct - 14 Oct
The Revival House

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (867)
"Very nice staff, nice breakfast"
The price is AU$134
includes taxes & fees
2 Nov - 3 Nov
Cozy Corner Motel

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (79)
"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 AU$195
includes taxes & fees
2 Nov - 3 Nov
Chalet 239

Hampton Inn Bennington

2.5 star property
8.6 out of 10, Excellent, (1002)
"Great place to rest and recharge. "
The price is AU$237
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn Bennington

Arlington Inn

3.0 star property
8.8 out of 10, Excellent, (177)
"Great service and really great breakfast "
The price is AU$326
includes taxes & fees
19 Oct - 20 Oct
Arlington Inn

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (445)
"Interesting cosy room, lovely seats on verandah, easy walk across bridge to Inn, easy tea and coffee maker."
1896 House Country Inn & Motels
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

Learn more about Old Bennington

Venture to sights like Old First Congregational Church and Bennington Museum as you discover Old Bennington.

Bennington Battle Monument which includes landscape views

Top Old Bennington Hotel Reviews

More cheap accommodation in Old Bennington

More cheap accommodation in Old Bennington

Frequently asked questions

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

Based on our traveller data, The Four Chimneys Inn is one of the top choices for your stay. This B&B offers free breakfast and free parking. Other good choices for your visit 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.

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

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. : This holiday home rental outside of Old Bennington is located in the mountains, and has a fireplace, a patio and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub. 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.

How is it staying in Old Bennington?

Visitors will definitely enjoy all that Old Bennington has to offer. There are 977 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 Old First Congregational Church and Bennington Battle Monument 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia