Old Bennington Hotels

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

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
17 Oct - 19 Oct
Next weekend
24 Oct - 26 Oct

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Old Bennington hotels

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10
The Four Chimneys Inn
The Four Chimneys Inn
4.0 star property
9.4 out of 10, Exceptional, (280)
"Nice and cozy"
The Four Chimneys Inn
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
Hotel Downstreet, an Ascend Collection Hotel
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 €125
includes taxes & fees
12 Nov - 13 Nov
Hotel Downstreet, an Ascend Collection Hotel
Exterior detail
Williamstown Motel
Williamstown Motel
2.0 star property
9.4 out of 10, Exceptional, (304)
"Was upgraded to a larger room for no special reason. Very nice proprietor. For budget priced accommodations, this is an excellent value. Would definitely stay here again if I am in the area."
The price is €76
includes taxes & fees
2 Nov - 3 Nov
Williamstown Motel
Front of property – evening/night
The Williams Inn
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (522)
"Nice place to stay for a wedding "
The price is €204
includes taxes & fees
2 Nov - 3 Nov
The Williams Inn
Suite, 2 Bedrooms
The Porches Inn at Mass MoCA
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 €174
includes taxes & fees
12 Nov - 13 Nov
The Porches Inn at Mass MoCA
Pool
Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham Williamstown
2.0 star property
6.6 out of 10, (888)
"Great affordable place to stay while in the northern Berkshires."
The price is €106
includes taxes & fees
16 Oct - 17 Oct
Howard Johnson by Wyndham Williamstown
Exterior
The Villager Motel
The Villager Motel
2.0 star property
8.8 out of 10, Excellent, (748)
"Perfect location for our passing through vacay."
The price is €76
includes taxes & fees
2 Nov - 3 Nov
The Villager Motel
Exterior
Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
8.8 out of 10, Excellent, (385)
"our stay was great."
The price is €138
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Williamstown
Garden
Hotel Vervana, Trademark Collection by Wyndham
Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
8.2 out of 10, Very good, (1010)
"Friendly staff easy check in accessible to different places"
The price is €102
includes taxes & fees
2 Nov - 3 Nov
Hotel Vervana, Trademark Collection by Wyndham
Exterior detail
Maple Terrace Motel
Maple Terrace Motel
2.5 star property
9.6 out of 10, Exceptional, (581)
"Excellent place. Bountiful view. "
The price is €96
includes taxes & fees
2 Nov - 3 Nov
Maple Terrace Motel
In-room safe, blackout curtains, iron/ironing board
Best Western Bennington
Best Western Bennington
2.5 star property
7.6 out of 10, Good, (929)
"Great stay"
The price is €100
includes taxes & fees
2 Nov - 3 Nov
Best Western Bennington
Exterior
Willows Motel Williamstown
Willows Motel Williamstown
2.0 star property
9.0 out of 10, Wonderful, (962)
"Good breakfast; comfortable beds; smiling service; great tv; very accomodating"
The price is €86
includes taxes & fees
20 Oct - 21 Oct
Willows Motel Williamstown
Terrace/patio
The Trail in Adams - Berkshires’ Art Hotel
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 €168
includes taxes & fees
22 Oct - 23 Oct
The Trail in Adams - Berkshires’ Art Hotel
Romantic Room, 1 King Bed (Room 4)
The Revival House
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 €168
includes taxes & fees
16 Oct - 17 Oct
The Revival House
Exterior
Cozy Corner Motel
Cozy Corner Motel
2.0 star property
9.2 out of 10, Wonderful, (874)
"Very nice staff, nice breakfast"
The price is €76
includes taxes & fees
2 Nov - 3 Nov
Cozy Corner Motel
Exterior
Deerfield Valley Inn
Deerfield Valley Inn
3.0 star property
9.6 out of 10, Exceptional, (70)
"We had a lovely time staying here. "
Deerfield Valley Inn
Property grounds
Knotty Pine
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 €145
includes taxes & fees
23 Oct - 24 Oct
Knotty Pine
Family Cabin | Living area
Brook Bound Inn
Brook Bound Inn
2.0 star property
9.6 out of 10, Exceptional, (11)
"Great property. Amazing views!"
Brook Bound Inn
Garden
Arlington Inn
Arlington Inn
3.0 star property
8.8 out of 10, Excellent, (180)
"Excellent stay! Very friendly staff."
The price is €190
includes taxes & fees
21 Oct - 22 Oct
Arlington Inn
Family Room | Living area
Chalet 239
Chalet 239
2.0 star property
9.4 out of 10, Exceptional, (82)
"Our room was clean and quiet. The free continental breakfast was fine. The room was a little smaller than a typical hotel room but it had all we needed at a great price."
The price is €111
includes taxes & fees
2 Nov - 3 Nov
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Old Bennington attractions

Bennington Battle Monument

4.5/5 (124 reviews)
Learn about the local history of Old Bennington with a stop 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 exploring the galleries in Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and cafes.
See properties

Learn more about Old Bennington

Venture to sights like Old First Congregational Church and Bennington Museum as you discover 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 4 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 €100 per night from 2 Nov to 3 Nov
€100
2 Nov - 3 Nov
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 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 974 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