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Stephentown – 35 hotels and places to stay

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Disney Magic at Jiminy Mountain, hotel in Stephentown

Located 20 miles from Tanglewood, Disney Magic at Jiminy Mountain offers 4-star accommodations in Hancock and has a shared lounge, a restaurant and a bar.

Cute decor, great location!
9.6
Scored 9.6
Exceptional
Rated exceptional
15 reviews
Price from£96.96per night
Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy, hotel in Stephentown

Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy is located in Hancock, just 20 miles from Tanglewood and 20 miles from Cranwell Spa & Golf Club.

Loved the small (and large!) details that create the relaxing environment
9.0
Scored 9.0
Wonderful
Rated wonderful
6 reviews
Price from£292.15per night
Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4, hotel in Stephentown

Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 offers accommodations in Hancock, 21 miles from Cranwell Spa & Golf Club and 21 miles from Tanglewood Musical Center.

Everything was incredibly well done. The checkin was simple and contactless.
9.1
Scored 9.1
Wonderful
Rated wonderful
14 reviews
Price from£250.30per night
Vacation Village in the Berkshires, hotel in Stephentown

Nestled in the scenic hills and countryside of the Berkshires in Hancock, Massachusetts, this hotel offers recreational activities.

We stayed here while my son was skiing at the nearby mountain. The location was convenient, cozy, and with the amenities we wanted!
8.5
Scored 8.5
Very Good
Rated very good
1,296 reviews
Price from£106.18per night
Jiminy Peak Mountain Resort, hotel in Stephentown

Nestled on Hancock, Massachusetts’ ski slopes, Jiminy Peak Mountain Resort offers a restaurant, adventure parks and ski-to-door access.

For a single night getaway it was a very nice hotel. I would definitely start here again
7.6
Scored 7.6
Good
Rated good
240 reviews
Price from£125.05per night
The Yankee, Trademark Collection by Wyndham, hotel in Stephentown

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...

Conveniently located. Lots of parking. Near restaurants. Hotel breakfast was really good.
8.3
Scored 8.3
Very Good
Rated very good
928 reviews
Price from£101.62per night
Hilton Garden Inn Lenox Pittsfield, hotel in Stephentown

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

Nice and clean
8.6
Scored 8.6
Excellent
Rated excellent
192 reviews
Price from£132.34per night
Hampton Inn & Suites Berkshires-Lenox, hotel in Stephentown

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

The Hampton Inn in Berkshire, Massachusetts, is a delightful retreat nestled in the serene beauty of the Berkshires. From the moment you step into the lobby, you're greeted with warm hospitality and a cozy ambiance. The rooms are spacious, clean, and well-appointed, providing a comfortable haven after a day of exploring the picturesque surroundings. The complimentary breakfast offers a variety of options to start your day off right, and the staff goes above and beyond to ensure your stay is enjoyable. Plus, the location is perfect for accessing the area's attractions, making it an ideal choice for both leisure and business travelers. Overall, the Hampton Inn Berkshire exceeds
8.7
Scored 8.7
Excellent
Rated excellent
340 reviews
Price from£111.52per night
Life House, Berkshires, hotel in Stephentown

Located in Lenox, 3.4 miles from Tanglewood, Life House, Berkshires has accommodations with a shared lounge, free private parking, a restaurant and a bar.

We were greeted warmly by staff and were able to get into our room early. We were told, after checking in, that the bar area was closed that night for a private event - between 7 and 10 pm. That was a bummer. We'd likely have spent some time there.
8.0
Scored 8.0
Very Good
Rated very good
220 reviews
Price from£103.99per night
The Springs Motel, hotel in Stephentown

Located in New Ashford, 19 miles from Tanglewood, The Springs Motel provides accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a terrace.

Perfect location! Exactly as described. Nice renovated motel, comfortable bed, clean.
8.2
Scored 8.2
Very Good
Rated very good
62 reviews
Price from£117.98per night
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