Search 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
  • 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

Our top choices for Bennington hotels

Blue Bear Inn

Blue Bear Inn
4.0 star property
Francestown
10.0 out of 10, Exceptional, (16)
"We’ve stayed multiple times and plan to come back. Nice place, nice folks."
United States
Carla
The price is NZ$346
includes taxes & fees
4 Jan - 5 Jan 2026
Blue Bear Inn

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)
2.5 star property
Peterborough
9.4 out of 10, Exceptional, (438)
"Rooms were clean. Pillows were very soft and the lighting they had outside added a nice touch. "
United States
Tracy
Riverhouse by Weekender (Formerly Jack Daniels Inn)

The Birchwood Inn

The Birchwood Inn
3.5 star property
Temple
9.4 out of 10, Exceptional, (225)
"A wonderful historic Inn. Great resturant and lovely accommodations . A very gracious host."
United States
Anonymous traveller
The price is NZ$316
includes taxes & fees
31 Dec - 1 Jan 2026
The Birchwood Inn

Henniker Motel

Henniker Motel
2.0 star property
Henniker
8.4 out of 10, Very good, (275)
"Basic accommodations feet from the mountain "
United States
Caitlin
The price is NZ$277
includes taxes & fees
1 Jan - 2 Jan 2026
Henniker Motel

Colby Hill Inn

Colby Hill Inn
3.5 star property
Henniker
9.6 out of 10, Exceptional, (37)
"Great stay!"
United States
Jerald
The price is NZ$396
includes taxes & fees
31 Dec - 1 Jan 2026
Colby Hill Inn

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is NZ$216
includes taxes & fees
31 Dec - 1 Jan 2026
The Carriage Barn Inn

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
Keene
8.8 out of 10, Excellent, (758)
"Room spacious, breakfast good, poor directions to parking, snow covered disability ramp."
United States
Stephanie
The price is NZ$335
includes taxes & fees
5 Jan - 6 Jan 2026
Fairfield Inn & Suites by Marriott Keene Downtown

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (156)
"The building and room were very nice. The location is great, very walkable to the center of town. "
United States
Rochelle
The Burrell House

Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.6 out of 10, Good, (277)
"The room was comfortable and clean wwhen we arrived "
United States
Peter
Monadnock Inn

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1003)
"Very comfortable and clean."
United States
Christina
The price is NZ$335
includes taxes & fees
5 Jan - 6 Jan 2026
Courtyard by Marriott Keene Downtown

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1002)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is NZ$240
includes taxes & fees
31 Dec - 1 Jan 2026
Best Western Plus Keene Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very good, (969)
"Staff was very welcoming and the room was very clean. "
United States
Rebecca
The price is NZ$231
includes taxes & fees
31 Dec - 1 Jan 2026
Keene Elm City Hotel, an Ascend Collection Hotel

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (360)
"Clean comfy nice staff "
United States
Katherine
The price is NZ$316
includes taxes & fees
25 Jan - 26 Jan 2026
Hampton Inn & Suites Keene

Rosewood Country Inn

Rosewood Country Inn
3.0 star property
Bradford
9.8 out of 10, Exceptional, (91)
"Very clean, very charming little Inn"
United States
Glen
The price is NZ$346
includes taxes & fees
31 Dec - 1 Jan 2026
Rosewood Country 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Bennington Hotel Reviews

More cheap accommodation in Bennington

Frequently asked questions

Where is the best place for a stay in Bennington?
Located 19.8 mi (31.9 km) from the heart of Bennington, Keene Elm City Hotel, an Ascend Collection Hotel is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Hampton Inn & Suites Keene and Courtyard by Marriott Keene Downtown. See all available top hotels, or vacation rentals in Bennington.
What are some of the best holiday rentals that Bennington has to offer?
Private Beach And Mountain Lake Home: This holiday home rental outside of Bennington is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all vacation rentals in Bennington.
If I need to cancel my hotel reservation in Bennington, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Bennington.
What's it like staying in Bennington?
Visitors can enjoy all that Bennington has to offer, including its ski areas. In Bennington, there are 2 hotels and other accommodation options to choose from. Find out more about Bennington.
What should I do while I'm visiting Bennington?
A couple of favourite places to visit are Crotched Mountain Ski and Ride Area and Contoocook River. You'll also find Crotched Mountain Golf Club and Hardings of Hancock in the area. Take a look at what more there is to see and do in Expedia's Bennington guide.
What's the seasonal weather like in Bennington?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Bennington are January, March, February and November, with each month seeing an average of 19 cm of snowfall.

Explore a world of travel with Expedia