Top Hotels in Cheshire County

Top Cities in Cheshire County

A street with a clock, red brick buildings, and autumn leaves.

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Cheshire County hotels

A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.

1. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Lisa

CA $204 total

includes taxes & fees

Nov 19 - Nov 20

A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.

2. Best Western Plus Keene Hotel

Keene

Ruddy

CA $218 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with two beds, a TV, a desk, and a window with curtains.

3. Days Inn by Wyndham Keene NH

Keene

Latisha

CA $147 total

includes taxes & fees

Nov 16 - Nov 17

A dock extending into a calm lake, surrounded by lush greenery.

4. Riverside Hotel, an Ascend Collection Hotel

West Chesterfield

Steve

CA $223 total

includes taxes & fees

Dec 6 - Dec 7

A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.

5. Hampton Inn & Suites Keene

Keene

Dayle

CA $241 total

includes taxes & fees

Dec 5 - Dec 6

6. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

Christopher

CA $298 total

includes taxes & fees

Nov 18 - Nov 19

A historic brick building with a porch and a sign reading "Burrell House."

7. The Burrell House

Keene

Carol

CA $210 total

includes taxes & fees

Nov 16 - Nov 17

A modern bar area with a curved counter, multiple stools, and a seating area with a sofa and armchairs.

8. Courtyard by Marriott Keene Downtown

Keene

Madeline

CA $262 total

includes taxes & fees

Nov 29 - Nov 30

A two-story building with a white facade and green shutters, a covered front porch, and a sign for the "M" Inn.

9. Monadnock Inn

Jaffrey

Jim

CA $187 total

includes taxes & fees

Nov 15 - Nov 16

A wooden table set with plates, cutlery, and a folded napkin.

10. The Carriage Barn Inn

Keene

Richard

CA $191 total

includes taxes & fees

Nov 24 - Nov 25

A beach with a lifeguard tower and a forested hill in the background.

11. 2 private mountain RV pads for rent. Full hook ups

Winchester

A grassy outdoor area with two Adirondack chairs under a tree, a small building, and a road in the background.

12. Chesterfield Inn

West Chesterfield

Wayne

CA $464 total

includes taxes & fees

Nov 15 - Nov 16

A spacious room with large windows, wicker furniture, and a sign reading "Valley Farms".

13. Inn at Valley Farms

Walpole

Ronald

A wooden deck with a grill and propane tank, surrounded by trees.

14. Yurt Oasis in the woods of Hinsdale, NH

Hinsdale

Ian C.

CA $214 total

includes taxes & fees

Nov 18 - Nov 19

A wooden cabin with a red roof, a balcony, and a staircase leading to the upper level.

15. Handcrafted NH Treehouse · 2hr Boston · Fire Pit, Lake, Stargazing

Munsonville

Sara H.

CA $456 total

includes taxes & fees

Nov 18 - Nov 19

A wooden deck with a rustic outdoor seating area, including Adirondack chairs and a small table, surrounded by a forested area with a wooden structure in the background.

16. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

Hinsdale

Adrienne

CA $211 total

includes taxes & fees

Nov 17 - Nov 18

A deck with a round table and chairs, surrounded by a white railing, overlooking a lake.

17. "Pondlife" - Waterfront home in a peaceful, wooded setting.

Fitzwilliam

Margaret

CA $399 total

includes taxes & fees

Nov 17 - Nov 18

A house by a lake with a dock and a boat.

18. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Rindge

clifford t.

CA $378 total

includes taxes & fees

Nov 15 - Nov 16

An outdoor deck with a table and chairs, a barbecue grill, and a large umbrella.

19. Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

Fitzwilliam

Patrick R.

A rustic cabin with a dirt path leading to it, surrounded by leafless trees.

20. Cozy Updated Log Cabin with Mountain Views close to Monadnock

Fitzwilliam

SAJU C.

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Cheshire County Hotel Reviews

Days Inn by Wyndham Keene NH

8/10 Good

"Room appeared recently updated. New carpet. Assigned the room I requested (with a fridge and microwave). Doesn't always happen. Indoor pool was not available for use. Main problem was noise. It's a 4 floor hotel. They put me on the 3rd floor. I was woken up every morning super early by inconsiderate, heavy footed, loud upstairs neighbors. So, be prepared to hear everything. Convenient location. Grocery and restaurant options close."

Doubletree by Hilton Hotel Leominster

10/10 Excellent

"Staff was very courteous and helpful. Room was very nice, bed was very comfortable. Hotel was quiet. Bar had our MNF game on; NE Clam Chowder, House Salad, Beer and a Glass of wine came to $50 with tip. Only negative is our bathroom had handicap amenities; the bathtub didn’t seem to be handicap friendly. Tall walls and narrow space; water would flow off of the seat onto the floor. We would stay here again."

Hideaway Inn Mt.Sunapee

10/10 Excellent

"As someone who travels up to New Hampshire frequently, finding a reliable and welcoming place to stay is essential, and the Hideaway Inn at Mt Sunapee absolutely delivered. I stayed here with my two sons, and we had an incredible time. Our room was comfortable and flawlessly clean, and the whole facility feels like a super retro cabin. The property strikes the perfect balance, as it is incredibly family-oriented with endless entertainment for kids, yet maintains a relaxed, well-kept atmosphere that is genuinely great for adults trying to unwind. There was never a dull moment during our stay. The boys spent hours swimming and smiling in the indoor pool, challenging each other to ping pong and chess, and trying to beat the high score on the classic Pac-Man arcade game. The dedicated play area, complete with a pretend ice cream stand and the adorable Hideaway Inns teepee, was a massive hit. It is a fantastic, joyful retreat with something for everyone. We will definitely be back on our next trip north!"

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent

"We loved the size of the room and bathroom. Well-maintained property, very friendly staff. They have an under-utilized dining room on the ground floor with nice views of the river but no offered breakfast, just coffee. Some type of offered breakfast would make this a five star review."

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"The room and atmosphere of the hotel was amazing. But we came on the off season and a lot of things were closed. The restaurant and spa were closed but also a bunch of the restaurants in the area were closed on a Saturday night for dinner. But again this was an off season so I get it."

Search Cheshire County Hotels

Change your mind

Treat yourself

Be picky

Top Cities in Cheshire County

Keene

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Cheshire County hotels

1. Keene Elm City Hotel, an Ascend Collection Hotel

2. Best Western Plus Keene Hotel

3. Days Inn by Wyndham Keene NH

4. Riverside Hotel, an Ascend Collection Hotel

5. Hampton Inn & Suites Keene

6. Fairfield Inn & Suites by Marriott Keene Downtown

7. The Burrell House

8. Courtyard by Marriott Keene Downtown

9. Monadnock Inn

10. The Carriage Barn Inn

11. 2 private mountain RV pads for rent. Full hook ups

12. Chesterfield Inn

13. Inn at Valley Farms

14. Yurt Oasis in the woods of Hinsdale, NH

15. Handcrafted NH Treehouse · 2hr Boston · Fire Pit, Lake, Stargazing

16. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

17. "Pondlife" - Waterfront home in a peaceful, wooded setting.

18. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

19. Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

20. Cozy Updated Log Cabin with Mountain Views close to Monadnock

Top Cheshire County Hotel Reviews

Days Inn by Wyndham Keene NH

Explore a world of travel with Expedia

Go further with the Expedia app