Top Lodges in Cheshire County in 2026

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Top Cities in Cheshire County

A street with historic buildings, a church steeple, and autumn foliage.

Our top choices for Cheshire County lodges

A wooden deck overlooking a river with rocks and dense greenery.

1. Valley Craft Ales

Wilmington

Bryan

CA $138 total

includes taxes & fees

Nov 12 - Nov 13

Wake up to breathtaking mountain views and slopeside convenience at this cozy retreat, where adventure and relaxation go hand in hand.

2. Ski-In Resort Room | 2 Queen Beds

West Dover

Christianna R.

CA $333 total

includes taxes & fees

Oct 19 - Oct 20

A wooden deck with a railing, a propane grill, and a view of a mountainous landscape.

3. Mtn Mtn Cabin. Log home with forever views.

Washington

Robert R.

A living room with a fireplace, a television mounted on the wall, and a sofa set.

4. Lion's Mane Lodge - Ski, Hike, Forage, Relax

Wardsboro

David S.

A modern kitchen with a large island, bar stools, and built-in appliances.

5. Lakefront Luxury Home on Horace Lake

Weare

Steve & Kathy M.

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

6. Crotched Mountain Historic Inn

Francestown

"My wife and I were in town for a family gathering and spent three nights at Blue Bear Inn. The building is very quaint and homey, but has all of the amenities you need to provide a very comfortable stay. The location is very pretty with nice views. The restaurant serves good food at reasonable prices and the bartender knows his business well. All in all we enjoyed our experience and will definitely stay there again when return, "

Eric S.

CA $408 total

includes taxes & fees

Nov 3 - Nov 4

A cozy cabin interior with a stone fireplace, plaid furniture, and Christmas decorations.

7. Beautifully decorated large private log home 10 minutes from the mountain.

Dover

Susan D.

A cluster of white buildings with multiple chimneys, surrounded by lush green grass and trees with autumn foliage.

8. Cozy Queen Room in Inn on Crotched Mountain

Francestown

CA $408 total

includes taxes & fees

Nov 3 - Nov 4

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Top Cheshire County Hotel Reviews

Latchis Hotel

10/10 Excellent

"They are right downtown with parking so, unlike other hotels in Brattleboro, guests can walk to local restaurants and attractions in this chrarming river town."

Pointe at Castle Hill Resort

10/10 Excellent

"My sister and I needed a very last minute place to stay after our VRBO rental was not what we thought. The ladies at the front desk were really nice and very help. The beds and pillows were very comfortable and the room was very clean. The only issue is the area, it’s a bit of a drive if you want to shop however, one minute up the road is Murdoch’s restaurant and they had delicious food. We ate there twice. Just make sure to make a reservation. All in all it was a nice stay and we definitely suggest staying there."

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent

"The facility is great. I was able to get handicapped parking this time which is always a plus. The room was great, very clean. The waterpark was fun. The food was delicious. Specifically at the Fireside restaurant. The staff at the restaurant was fast and efficient. We definitely will be going back."

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"It is a charming inn with very lovely staff & family attending the guests. I highly recommend staying here if you appreciate history & charm! The building was built in 1788 I believe they said. We stayed inPikes Suite and were comfortable and happy. Yes, the beautiful old floors creak, but it’s all part of the charm of this lovely still family owned hideaway! I hope to return again!"

The White House Inn

8/10 Good

"It was a beautiful property with friendly staff. The room was very pretty but the mattress was very soft and the pillows were tiny. We loved the fireplace as well but when you lay down you can't see the fire and it was uncomfortable to sit at the end of the bed. A cozy area should be in front of the fire place. However I would still stay there again."

Find out more about Cheshire County

Cheshire County Lodges information

Number of reviews	347
Accommodation	12 Lodges
Lowest Price	CA $138
Highest Price	CA $826

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Top Cities in Cheshire County

Keene

Rindge

Jaffrey

West Chesterfield

Swanzey

Our top choices for Cheshire County lodges

1. Valley Craft Ales

2. Ski-In Resort Room | 2 Queen Beds

3. Mtn Mtn Cabin. Log home with forever views.

4. Lion's Mane Lodge - Ski, Hike, Forage, Relax

5. Lakefront Luxury Home on Horace Lake

6. Crotched Mountain Historic Inn

7. Beautifully decorated large private log home 10 minutes from the mountain.

8. Cozy Queen Room in Inn on Crotched Mountain

9. Mountain, Lake & Babbling Brook Retreat

Top Cheshire County Hotel Reviews

Latchis Hotel

Pointe at Castle Hill Resort

Grand Summit Resort, A Vail Resorts Property

Great Wolf Lodge Boston / Fitchburg, MA

Keene Elm City Hotel, an Ascend Collection Hotel

Fairfield Inn & Suites by Marriott Keene Downtown

The White House Inn

Days Inn by Wyndham Keene NH

Hideaway Inn Mt. Snow

Find out more about Cheshire County

Cheshire County Lodges information

Explore a world of travel with Expedia