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Cheshire – 2 hotels and places to stay

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Harbour House Inn B&B

Cheshire

Featuring a garden and views of mountain, Harbour House Inn B&B is a bed and breakfast situated in a historic building in Cheshire, 31 km from Cranwell Spa & Golf Club.

C
Chady
From
France
A real traditional house very cute
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 12 reviews
Price from
US$215
1 night, 2 adults

The Springs Motel

New Ashford (Near Cheshire)

Located in New Ashford, 30 km from Cranwell Spa & Golf Club, The Springs Motel provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge.

G
Gail
From
United States
Cute remake of an old motel. Very clean, comfortable beds, great pillows, and great towels! Best bang for your Buck.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 75 reviews
Price from
US$140.30
1 night, 2 adults

The Revival House

Adams (Near Cheshire)

Located in Adams, within 37 km of Cranwell Spa & Golf Club and 37 km of Tanglewood Musical Center, The Revival House provides accommodation with a shared lounge and free WiFi throughout the property...

D
Denise
From
United States
Breakfast very meager. But enough for me
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 14 reviews
Price from
US$150.08
1 night, 2 adults

The Trail in Adams - Berkshires' Art Hotel

Adams (Near Cheshire)

Boasting a garden and views of quiet street, The Trail in Adams - Berkshires' Art Hotel is a bed and breakfast set in a historic building in Adams, 37 km from Cranwell Spa & Golf Club.

C
Cheryl
From
Netherlands
When driving into town and seeing the hotel from a distance, I was very weary. Once inside, I was totally surprised. Our room and common area were very comfortable and tastefully decorated. Kitchen was well stocked.
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 62 reviews
Price from
US$173.75
1 night, 2 adults

The Williams Inn

Williamstown (Near Cheshire)

The Williams Inn has a fitness centre, shared lounge, a restaurant and bar in Williamstown.

S
Simon
From
China
very good location, there is forest in the back and colleague playground. and the reception is so nice and patient. very good rooms. fully recommended.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 169 reviews
Price from
US$219
1 night, 2 adults

Hotel on North

Pittsfield (Near Cheshire)

Situated in Pittsfield and within 13 km of Cranwell Spa & Golf Club, Hotel on North has a bar, non-smoking rooms, and free WiFi throughout the property.

A
Amy
From
United States
No breakfast. Good coffee! Loved wonderful period decor, spacious room, details. Great shower and water pressure. Great selection of books. Quiet. Perfection location for us near the train station.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 198 reviews
Price from
US$159
1 night, 2 adults

Tourists

North Adams (Near Cheshire)

Situated in North Adams, 27 km from Bennington Battle Monument, Tourists features accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge.

K
Kai
From
United States
All the staff there are super friendly. Because I checked-in late (6PM), they also offered me a complementary 12 PM check-out the next day (1 hr later than the normal 11 AM checkout). The property is clean and well-maintained. The common area gives me a cozy feeling. We had some great chatter sitting near the fireplace with a couple of drinks. The room we booked (Ramble) has a daybed and a window you can look out too. I believe in spring or summer the view will be much greener (we visited in early Feb). The bedding is super comfy. The mattress is not too soft to make you feel you are sinking into it, which I really like.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 23 reviews
Price from
US$299
1 night, 2 adults

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield (Near Cheshire)

Your Gateway to Relaxation and Adventure in the Heart of the Berkshires Discover the perfect home base for your next getaway at our brand-new hotel, nestled in the scenic Berkshires of Western...

C
Christian
From
Germany
Brand new Hotel opened in July 2025, great breakfast, nice management.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 32 reviews
Price from
US$127.30
1 night, 2 adults

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield (Near Cheshire)

Located off Route 20, this Pittsfield hotel is 3.6 miles from Lichtenstein Center for the Arts. The hotel features a hydromassage tub and a gym as well as traditional rooms with free WiFi.

H
Helin
From
United States
Clean and affordable. Great breakfast. Staff very friendly and knowledgeable. Will definitely be back
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 325 reviews
Price from
US$98.39
1 night, 2 adults

The Yankee, Trademark Collection by Wyndham

Lenox (Near Cheshire)

Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires, The Yankee, Trademark Collection by Wyndham provides a welcoming stay by the famous Appalachian Trail in...

M
Micha
From
Austria
Balcony with mountain view. Nice and helpful staff (greetings to Scott)
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 755 reviews
Price from
US$105
1 night, 2 adults
See all hotels in and around Cheshire

Hotels with parking in Cheshire

Free parking
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 169 reviews
From US$333.98 per night
Free parking
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 170 reviews
From US$161.65 per night
Free parking
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 325 reviews
From US$154.79 per night
Free parking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 75 reviews
From US$234.21 per night
Free parking
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 32 reviews
From US$163.42 per night
Free parking
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 23 reviews
Free parking
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 755 reviews
From US$159.84 per night
Free parking
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 96 reviews
From US$175.37 per night
Free parking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 112 reviews
From US$185.42 per night
Free parking
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 504 reviews
From US$209.93 per night

Most booked hotels in Cheshire and surroundings in the past month

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Popular with guests booking hotels in New Ashford

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 75 reviews

Popular with guests booking hotels in Adams

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 14 reviews

Popular with guests booking hotels in Lanesborough

Popular with guests booking hotels in Lanesborough

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking hotels in Hancock

Budget hotels in Cheshire and nearby

Boasting accommodation with a balcony, Lakeside Berkshires Home Near Hiking and Skiing! is situated in Lanesborough.

Best hotels with breakfast in Cheshire and nearby

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 14 reviews

Located in Adams, within 37 km of Cranwell Spa & Golf Club and 37 km of Tanglewood Musical Center, The Revival House provides accommodation with a shared lounge and free WiFi throughout the property...

From US$167.64 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 62 reviews

Boasting a garden and views of quiet street, The Trail in Adams - Berkshires' Art Hotel is a bed and breakfast set in a historic building in Adams, 37 km from Cranwell Spa & Golf Club.

From US$205.25 per night