Hotels in Bennington

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Check prices for these dates

Tonight
Nov 12 - Nov 13
Tomorrow
Nov 13 - Nov 14
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

Where to stay in Bennington?

A large estate with multiple buildings, a swimming pool, and a well-maintained lawn.

1. Blue Bear Inn

Blue Bear Inn
4.0 star property
Francestown
9.8 out of 10, Exceptional, (34 reviews)
Immerse yourself in countryside charm at this welcoming inn with free breakfast, WiFi, and parking. After skiing at nearby Crotched Mountain, relax by the seasonal outdoor pool or grab a drink at the bar. Helpful staff ensure your stay exceeds expectations.
The price is $234
$254 total
includes taxes & fees
Nov 15 - Nov 16
Blue Bear Inn
A river with surrounding greenery and a stone bridge.

2. Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)
2.5 star property
Peterborough
9.2 out of 10, Wonderful, (482 reviews)
The price is $113
$133 total
includes taxes & fees
Nov 15 - Nov 16
Riverhouse by Weekender (Formerly Jack Daniels Inn)
A pool area with large windows, potted plants, and signs indicating pool hours and no diving.

3. Henniker Motel

Henniker Motel
2.0 star property
Henniker
8.4 out of 10, Very good, (305 reviews)
This charming motel offers a convenient base for outdoor adventures, just minutes from Pats Peak skiing and StoneFalls Gardens. After mountain biking or cross-country trails, unwind in the indoor pool. Friendly staff and daily housekeeping ensure a comfortable stay.
The price is $109
$118 total
includes taxes & fees
Nov 15 - Nov 16
Henniker Motel
A wooden cabinet with glass doors, a mirror, and a vase with flowers.

4. Colby Hill Inn

Colby Hill Inn
3.5 star property
Henniker
9.6 out of 10, Exceptional, (67 reviews)
Escape to this cozy Henniker ski inn with direct slope access and a welcoming restaurant. After adventures near Contoocook River, unwind at the outdoor pool or terrace before enjoying drinks at the bar. Free breakfast, WiFi, and parking complete your stay.
The price is $197
$214 total
includes taxes & fees
Nov 17 - Nov 18
Colby Hill Inn
A dining area with wooden tables and chairs, a mural on the wall, and large windows.

5. The Birchwood Inn

The Birchwood Inn
3.5 star property
Temple
9.4 out of 10, Exceptional, (243 reviews)
Nestled in Temple, this Colonial inn features a farm-to-table restaurant, bar, and outdoor terrace. Rooms come equipped with refrigerators and microwaves, while free breakfast, WiFi, and parking enhance the experience. Temple Mountain awaits nearby.
The price is $175
$190 total
includes taxes & fees
Nov 15 - Nov 16
The Birchwood Inn
A two-story building with a white facade and green shutters, a covered front porch, and a sign for the "M" Inn.

6. Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.8 out of 10, Good, (296 reviews)
Feel the enchantment at this mountain B&B adjacent to Shattuck Golf Course. Explore nearby hiking trails and mountain biking routes, then unwind in this historic inn. Free WiFi and parking add convenience while Jaffrey Civic Center offers cultural intrigue.
The price is $122
$132 total
includes taxes & fees
Nov 15 - Nov 16
Monadnock Inn
A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.

7. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,000 reviews)
Escape to this welcoming hotel in Keene, where you'll find an indoor pool and fitness center near local shops and eateries. Despite its commercial location, guests enjoy a quiet atmosphere, free breakfast, and helpful staff to enhance your stay.
The price is $132
$143 total
includes taxes & fees
Nov 18 - Nov 19
Keene Elm City Hotel, an Ascend Collection Hotel
A historic brick building with a porch and a sign reading "Burrell House."

8. The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (189 reviews)
Tucked into walkable Keene, this cozy guesthouse offers free WiFi and convenient self parking. Explore nearby Central Square and local shops, then unwind in the peaceful picnic area after a day of adventures.
The price is $133
$148 total
includes taxes & fees
Nov 16 - Nov 17
The Burrell House
A wooden table set with plates, cutlery, and a folded napkin.

9. The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (177 reviews)
Wake up to continental breakfast at this cozy Keene B&B, located near the Thorne-Sagendorph Art Gallery. Enjoy free WiFi and parking while exploring the area, with Manchester-Boston Regional Airport and Brattleboro Station both accessible for day trips.
The price is $152
$165 total
includes taxes & fees
Nov 24 - Nov 25
The Carriage Barn Inn
A historic building with a prominent corner turret and a wrap-around porch.

10. Rosewood Country Inn

Rosewood Country Inn
3.0 star property
Bradford
9.8 out of 10, Exceptional, (107 reviews)
Discover charm at this Victorian Bradford B&B with free breakfast and WiFi. Unwind with drinks at the bar, dine at the restaurant, or stroll through the garden. Whitman Park and Blaisdell Lake await nearby for local exploration.
The price is $181
$197 total
includes taxes & fees
Nov 15 - Nov 16
Rosewood Country Inn
A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.

11. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.2 out of 10, Very good, (1,001 reviews)
Quiet rooms welcome travelers to this restful retreat near the Ashuelot River and Thorne Sagendorph Art Gallery. The restaurant and bar provide delicious meals, while fellow guests rave about the free breakfast and helpful staff.
The price is $142
$154 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Plus Keene Hotel
A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.

12. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (431 reviews)
Located in Keene with easy access to Cheshire Children's Museum, this hotel offers a refreshing indoor pool and 24-hour fitness center. Enjoy complimentary breakfast, free parking, and attentive staff to enhance your stay while exploring nearby attractions.
The price is $157
$170 total
includes taxes & fees
Nov 28 - Nov 29
Hampton Inn & Suites Keene
Exterior

13. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (810 reviews)
The price is $194
$210 total
includes taxes & fees
Nov 19 - Nov 20
Fairfield Inn & Suites by Marriott Keene Downtown
A modern bar area with a curved counter, multiple stools, and a seating area with a sofa and armchairs.

14. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.6 out of 10, Excellent, (1,000 reviews)
Located in downtown Keene, this Art Deco hotel offers an indoor pool and 24-hour fitness center. Grab a bite at the coffee shop or unwind with drinks at the bar. Near Colonial Theatre and Central Square, enjoy free WiFi and parking during your stay.
The price is $169
$184 total
includes taxes & fees
Nov 29 - Nov 30
Courtyard by Marriott Keene Downtown
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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Go beyond your typical stay in Bennington

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Check out reviews of Bennington hotels guests love

A large estate with multiple buildings, a swimming pool, and a well-maintained lawn.
Blue Bear Inn

Blue Bear Inn

Blue Bear Inn
Francestown

10/10 Exceptional

Idyllic inn setting wth beautiful mountain and October foliage views. Innkeepers very friendly. Community area included a cozy wood burning fireplace with a large screen TV. Large outdoor patio with heaters for autumn cold. Expansive property for games or exploring. Room met our needs and had a private bath. Continental breakfast. Restaurant was available for dinner Thurs -Sun. Only minor issue was not being able to get WIFI in our room (#1) and room was over an active kitchen until dinner...
United States
Robert
Reviewed October 17, 2026
Blue Bear Inn

Frequently Asked Questions

What accommodations do travelers recommend in Bennington?

Guests like Riverhouse by Weekender (Formerly Jack Daniels Inn).

Can I book a refundable accommodation in Bennington?

If you want the flexibility to change your plans to Bennington, most hotels provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Bennington be like during my vacation?

July and August are typically the warmest months in Bennington when the average temp is 65°F. January and February are the coldest months when the average temperature is 26°F. July and October are the months with the most rain.

Why should I book my Bennington hotel through Hotels.com?

There are lots of reasons to book your Bennington trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.