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The best ski resorts in Massachusetts

Check out our pick of great ski resorts in Massachusetts

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Situated within 10 km of Norman Rockwell Museum and 17 km of Tanglewood Musical Center, Granville House features rooms with air conditioning and a private bathroom in Great Barrington. With free private parking, the property is 18 km from Tanglewood and 19 km from Cranwell Spa & Golf Club. The bed and breakfast has family rooms. A house full of character, art and collections. A friendly host and a superb breakfast.

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9.8
Exceptional
135 reviews
Price from
US$269
per night

Set in Lee, 2.3 km from Cranwell Spa & Golf Club, Lakehouse Inn offers accommodation with a garden, free private parking, a terrace and a bar. 6.6 km from Tanglewood and 13 km from Norman Rockwell Museum, the inn features a range of water sports facilities. The property is non-smoking and is situated 6.4 km from Tanglewood Musical Center.

Guests at the accommodation will be able to enjoy activities in and around Lee, like hiking and skiing. Beautiful location, very clean and owner is a very honest guy that really cares

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9.4
Superb
150 reviews
Price from
US$172.37
per night

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. The property is around 13 km from Tanglewood Musical Center, 14 km from Tanglewood and 22 km from Norman Rockwell Museum. The accommodation features room service, an ATM and luggage storage for guests. Hotel on North was lovely. My room was amazing ... both the room and bath were huge and so comfortable. The hotel staff was so friendly, kind and helpful. Loved my stay here.

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9.1
Superb
188 reviews
Price from
US$169
per night

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires offers 3-star accommodation with an indoor pool, fitness centre and hot tub. Guests at the accommodation will be able to enjoy activities in and around Great Barrington, like hiking and skiing. Clean and comfortable. Very nice lobby

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9.2
Superb
104 reviews
Price from
US$159
per night

Located in Hancock just 35 miles from Norman Rockwell Museum, this hotel features an indoor and outdoor pool. Tennis courts and a hot tub are located on site. A full kitchen is featured in all suites. of having a snow rink at my bedroom door

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9
Superb
300 reviews
Price from
US$129
per night

Featuring an outdoor pool and mountain views, Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4 is located in Hancock. The air-conditioned accommodation is 33 km from Cranwell Spa & Golf Club. There is parking on-site and the property offers an electric vehicle charging station. My kids loved the games! It was perfect to take a break in a nice warm room and play some family games and have that quality time. The games ranged for little kids to teenagers which was perfect for us

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9
Superb
6 reviews
Price from
US$105
per night

2 Bed Berkshire Getaway minutes to Jiminy Peak Ski is situated in Hancock, 33 km from Tanglewood Musical Center, 33 km from Tanglewood, and 34 km from Cranwell Spa & Golf Club. The property is around 35 km from Rensselaer Polytechnic Institute, 37 km from Norman Rockwell Museum and 38 km from Albany-Rensselaer Amtrak. There is an outdoor fireplace and guests can make use of free WiFi and free private parking.

For guests with children, the apartment features outdoor play equipment. Guests at 2 Bed Berkshire Getaway minutes to Jiminy Peak Ski can enjoy skiing nearby, or make the most of the garden. Building is cute and easy to find. Parking was excellent being right in front of the door of this apartment. very clean, well stocked, modern space. Comfy living room for hanging out, large kitchen with everything you need to cook, a clean bathroom with soap, shampoo and toothbrushes and a big shower. It was cool I’m the house and easy to adjust the temperature. Location was good. Reasonably close to all the things we wanted to do, including Tanglewood, The Clark, Mass MoCA, the Mount, Lenox, Great Barrington, plus hiking, and skiing and horses next door! And a great cheese shop down the road (Four Fat Fowl).

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9.9
Exceptional
9 reviews
Price from
US$128.70
per night

Located in Westminster, 32 km from Dcu Center Arena & Convention Center and 35 km from Ecotarium A Museum Of Science Nature, Our Pondside Cabin provides spacious air-conditioned accommodation with a terrace and free WiFi. With free private parking, the property is 35 km from Fitton Football Stadium and 28 km from Tower Hill Botanic Garden. The property is non-smoking and is set 33 km from Worcester, Ma Station.

For guests with children, the holiday home offers an indoor play area, outdoor play equipment and a baby safety gate. Guests can also warm themselves near outdoor fireplace after a day of skiing. Our family was very impressed with this extremely clean, comfortable home that has many updated amenities.

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9.1
Superb
7 reviews
Price from
US$720
per night

Boasting air-conditioned accommodation with a private pool, Mountain View Suite on Jiminy Peak Ski On Off -New is situated in Hancock. The property has mountain views and is 33 km from Cranwell Spa & Golf Club and 33 km from Tanglewood Musical Center. The apartment offers parking on-site, an indoor pool and a lift. Beautiful area warm, comfortable room with a kitchen

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9
Superb
20 reviews
Price from
US$105
per night

Boasting air-conditioned accommodation with a patio, Downtown Great Barrington Enjoy Mountain Views is situated in Great Barrington. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking and is set 15 km from Norman Rockwell Museum. This house was extremely comfortable for us as a group and it was really nice to be able to cook and spend time together in a large open kitchen/dining space. The walk into town is easy, but the house and property feel like a private oasis. The hosts have paid a lot of attention to the detail of their home and we really appreciated their aesthetic as well as the practical components of their home. You can feel the thoughtful hospitality of the hosts even though they are not present, in the style and layout of their home.

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9.8
Exceptional
5 reviews
Price from
US$450
per night

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