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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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Granville House

Great Barrington

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 18 km from Cranwell Spa & Golf Club. The bed and breakfast has family rooms. We LOVED everything! Especially the hosts were truly the best!

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9.9
Exceptional
135 reviews
Price from
£247
per night

The Cornell Inn 3 stars

Lenox

Located on four acres, this bed and breakfast features traditional exteriors and stunning, updated designer rooms and bathrooms which are all equipped with cable TV, high-speed internet, and coffee machines. Many rooms feature fireplaces and private balconies. The Boston Symphony Orchestra's Tangle wood Institute is five minutes away, and the restaurants of Lenox are 1 minute away.

The Cornell is within 1 mile of shopping and dining. Bouquet Ski Area and Berkshire Scenic Railway Museum are 10 minutes’ drive. Everything was perfect. Great breakfast, wonderful stuff and a nice and comfy room.

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9.3
Superb
440 reviews
Price from
£108
per night

Mountain View Suite on Jiminy Peak Ski On Off -New

Hancock

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 Tanglewood and 33 km from Cranwell Spa & Golf Club. The apartment offers parking on-site, an indoor pool and a lift. The mountain are great and the location too

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9.4
Superb
7 reviews
Price from
£244
per night

Woodland Hills Modern Cottage Minutes from Downtown Great Barrington

Great Barrington

The area is popular for skiing and cycling, and free use of bicycles is available at the holiday home. An indoor play area is also available at Woodland Hills Modern Cottage Minutes from Downtown Great Barrington, while guests can also relax in the garden. Great house! Very nicely decorated house with lots of space. The kitchen is beautiful and well-equipped. with plenty of information on how to use the amenities and where to dine, etc. In general, Rob, the owner, was extremely attentive. He even accepted a medical device delivery for my mother a day before our arrival. Great Barrington is my favorite town in the Berkshires, and Rob's house is situated in the perfect spot. It is perfectly nestled in a nice neighborhood that "feels" far from the downtown area, since it's surrounded by the woods, but it's actually only a few minutes away. My favorite part of the house is the coffee bar! I will definitely stay here again on my next trip to the Berkshires.

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9.6
Exceptional
5 reviews
Price from
£510
per night

Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off

Hancock

Set in Hancock, 33 km from Tanglewood and 33 km from Cranwell Spa & Golf Club, Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off offers air conditioning. The property has mountain views and is 33 km from Tanglewood Musical Center and 43 km from Norman Rockwell Museum. The apartment features parking on-site, an outdoor swimming pool and a lift. Everything was perfect. Walk right onto the lift from the building very convenient!

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9.5
Exceptional
8 reviews

Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak

Hancock

Offering a fitness centre and mountain view, Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak is situated in Hancock, 33 km from Tanglewood and 33 km from Cranwell Spa & Golf Club. The property is around 33 km from Tanglewood Musical Center, 43 km from Norman Rockwell Museum and 44 km from Rensselaer Polytechnic Institute. The apartment provides parking on-site, an outdoor swimming pool and a lift. Perfect location right on the mountain, 2 lifts right when you walk out the back door

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10
Exceptional
6 reviews

WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk

Hancock

Boasting an outdoor pool and mountain views, WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk is situated in Hancock. The air-conditioned accommodation is 33 km from Tanglewood. The property is non-smoking and is located 33 km from Cranwell Spa & Golf Club. great location- had everything we needed- close to pool, ice/vending, lobby

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9.7
Exceptional
7 reviews
Price from
£136
per night

Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy

Hancock

Featuring an outdoor pool and mountain views, Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy is located in Hancock. The air-conditioned accommodation is 33 km from Tanglewood. The property is non-smoking and is situated 33 km from Cranwell Spa & Golf Club. Loved the small (and large!) details that create the relaxing environment

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9
Superb
6 reviews
Price from
£299
per night

Deluxe Ski On Off 1BR Suite Sleeps 4 on Jiminy Mtn

Hancock

Situated in Hancock, 33 km from Tanglewood and 33 km from Cranwell Spa & Golf Club, Deluxe Ski On Off 1BR Suite Sleeps 4 on Jiminy Mtn offers a fitness centre and air conditioning. The property has mountain and city views, and is 33 km from Tanglewood Musical Center. The property is non-smoking and is located 43 km from Norman Rockwell Museum. The location was great, the room was very comfortable, and the host was very attentive.

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9
Superb
12 reviews

Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4

Hancock

Situated in Hancock, 33 km from Tanglewood and 33 km from Cranwell Spa & Golf Club, Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 offers a fitness centre and air conditioning. The property has mountain views and is 33 km from Tanglewood Musical Center and 43 km from Norman Rockwell Museum. The apartment provides parking on-site, an outdoor swimming pool and a lift. Nice quiet and relaxing place, must be in list and want to visit again in winter time when it’s snowing

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9.1
Superb
14 reviews
Price from
£245
per night

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