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Cheshire – 38 hotels and places to stay
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The Springs Motel, hotel in Cheshire

Located in New Ashford, 30 km from Tanglewood, The Springs Motel provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a terrace.

Manager, Evva, was wonderful. Keep her!!! Our room, the Honeymoon Suite, was two original rooms combined. It had a comfortable seating area and a king sized bed that was very comfortable. It also had a 1920's Edison victrola with records! So fun to use. Evva stocked the fire-pit for us and we made a bonfire in the evening, which was terrific.
8.2
Scored 8.2
Very good
Rated very good
62 reviews
Price from£149.57per night
The Trail in Adams - Berkshires' Art Hotel, hotel in Cheshire

Located in the heart of the Berkshires, this eco-friendly bed and breakfast offers on-site massage services. Massachusetts Museum of Contemporary Art is 6 miles away.

8.2
Scored 8.2
Very good
Rated very good
20 reviews
Price from£195.70per night
The Yankee, Trademark Collection by Wyndham, hotel in 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...

friendly staff and very comfortable bed!
8.3
Scored 8.3
Very good
Rated very good
938 reviews
Price from£95.06per night
Howard Johnson by Wyndham Lenox, hotel in Cheshire

This Lenox, Massachusetts hotel is just one mile from Bousquet Ski Area. Howard Johnson Lenox offers an outdoor pool, mountain views and guest rooms with free Wi-Fi and cable TV.

Location good for passing through
6.7
Scored 6.7
Pleasant
Rated pleasant
342 reviews
Price from£70.68per night
The Williams Inn, hotel in Cheshire

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

Very nice and comfortable room. Everything clean. Nice to have access to self-service coffee and water on the same floor as the room. Good breakfast.
9.2
Scored 9.2
Superb
Rated superb
175 reviews
Price from£194.63per night
Tourists, hotel in Cheshire

Situated in North Adams, 28 km from Bennington Battle Monument, Tourists features accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge.

welcoming staff and really good food!
9.1
Scored 9.1
Superb
Rated superb
27 reviews
Price from£222.76per night
Disney Magic at Jiminy Mountain, hotel in Cheshire

Located 33 km from Tanglewood, Disney Magic at Jiminy Mountain offers 4-star accommodation in Hancock and has a shared lounge, a restaurant and a bar.

9.6
Scored 9.6
Exceptional
Rated exceptional
14 reviews
Price from£217.94per night
Hilton Garden Inn Lenox Pittsfield, hotel in Cheshire

Hilton Garden Inn Lenox/Pittsfield/Berkshires offers accommodation in Pittsfield. The hotel has a fitness centre and indoor pool, and guests can enjoy a meal at the restaurant or a drink at the bar.

Liked there was an excellent restaurant on site.
8.5
Scored 8.5
Very good
Rated very good
191 reviews
Price from£174.47per night
Hampton Inn & Suites Berkshires-Lenox, hotel in Cheshire

This Lenox, Massachusetts hotel is situated only a short distance from area attractions, including historic Lenox town centre and features a variety of free amenities along with comfortable and modern...

The location at the base of berkshire mountains with a beautiful lake sitting area! Everything super clean and fresh cozy decor nice breakfast great hospitality Everyone greets you with a smile very positive happy energy here unlike any other chain hotels really comfortable beds and nice view from the rooms . Great price for all you get love this place! 2nd stay here just as good as 1st time we will be back again
8.7
Scored 8.7
Fabulous
Rated fabulous
346 reviews
Price from£118.13per night
Hotel Downstreet, hotel in Cheshire

Steps from the Massachusetts Museum of Contemporary Art and placed in North Adams city centre, this hotel offers a spacious on-site health club and easy access to local attractions.

Two different flavored waters offered in the front lobby. Very Friendly and helpful staff. Microwave and mini fridge. Plenty of available TV channels and outlets to charge devices. Location was awesome and extremely comfy lounge with many plush chairs and lots of books.
8.1
Scored 8.1
Very good
Rated very good
159 reviews
Price from£266.60per night
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