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Stephentown – 31 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.

The theme was nice and the facilities were pretty
9.3
Scored 9.3
Wonderful
Rated wonderful
16 reviews
Price fromRp 2,173,518per night
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk, hotel in Stephentown

WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk is located in Hancock, just 20 miles from Tanglewood and 20 miles from Cranwell Spa & Golf Club.

Perfect location and Howie is a wonderful host that has accommodated all my needs. Will be staying again and would recommend for anyone looking for a comfortable clean spot
9.8
Scored 9.8
Exceptional
Rated exceptional
8 reviews
Price fromRp 2,183,294per 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 fromRp 6,052,123per 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.

Really like this place! Peaceful
8.5
Scored 8.5
Very Good
Rated very good
1,302 reviews
Price fromRp 2,199,587per 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.

Great property and great staff. We loved our stay
7.6
Scored 7.6
Good
Rated good
241 reviews
Price fromRp 2,590,625per night
Hotel on North, hotel in Stephentown

Located in Pittsfield and within 8.1 miles of Tanglewood, Hotel on North has a bar, non-smoking rooms, and free WiFi throughout the property.

Love this beautiful old building that they turned into a hotel. The room was spacious and the bathroom was huge. Love that they have free parking also.
9.0
Scored 9.0
Wonderful
Rated wonderful
202 reviews
Price fromRp 3,421,580per 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...

Location , very clean breakfast could have been better , the lady said she had no more scrambled eggs ??
8.7
Scored 8.7
Excellent
Rated excellent
336 reviews
Price fromRp 2,177,428per 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.

The physical building and interior decorating was beautiful. The staff were nice and efficient.
8.0
Scored 8.0
Very Good
Rated very good
227 reviews
Price fromRp 2,172,377per 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 fromRp 2,443,986per night
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, hotel in Stephentown

Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts.

Everything was perfect Grace was amazing per usual clean ready tidy comfotable
7.3
Scored 7.3
Good
Rated good
278 reviews
Price fromRp 1,645,617per night
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