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Jiminy Peak: 55 properties found

Save up to 40% on stays

Book now with free cancellation and no hidden fees, stay till 31 Dec 2026.
A double bed in front of large Black Friday logo
2,900 feet from ski lift
Nestled in the scenic hills and countryside of the Berkshires in Hancock, Massachusetts, this hotel offers recreational activities.
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.
Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts.
1.1 miles from ski lift
Your Gateway to Relaxation and Adventure in the Heart of the Berkshires Discover the perfect home base for your next getaway at our brand-new hotel, nestled in the scenic Berkshires of Western...
150 feet from ski lift
Deluxe Ski On Off 1BR Suite Sleeps 4 on Jiminy Mtn is situated in Hancock, 33 km from Tanglewood Musical Center, 33 km from Tanglewood, and 43 km from Norman Rockwell Museum.
250 feet from ski lift
Featuring an outdoor pool and mountain views, Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy is located in Hancock.
1.8 miles from ski lift
Located in Pittsfield, within 15 km of Tanglewood Musical Center and 15 km of Tanglewood, Heart of the Berkshires Motel provides accommodation with a shared lounge and free WiFi as well as free...
250 feet from ski lift
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...
300 feet from ski lift
Boasting an outdoor pool and mountain views, Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off is set in Hancock.
5,000 feet from ski lift
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.
4,300 feet from ski lift
Featuring an indoor swimming pool and a fitness centre, Berkshire Mountain Lodge is located in Pittsfield. Free WiFi access is available in this lodge.
Located off Route 20, this Pittsfield hotel is 3.6 miles from Lichtenstein Center for the Arts. The hotel features a hydromassage tub and a gym as well as traditional rooms with free WiFi.
150 feet from ski lift
Featuring a private pool and mountain views, Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak is located in Hancock. It is set 33 km from Cranwell Spa & Golf Club and provides a lift.
300 feet from ski lift
Situated in Hancock, Mountain View Suite on Jiminy Peak Ski On Off -New features accommodation with a private pool and mountain views.
850 feet from ski lift
Ski-to-door access
Located in Hancock and only 33 km from Cranwell Spa & Golf Club, Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury provides accommodation with mountain views, free WiFi and free private...
850 feet from ski lift
Ski-to-door access
Nestled on Hancock, Massachusetts’ ski slopes, Jiminy Peak Mountain Resort offers a restaurant, adventure parks and ski-to-door access.
Located in the heart of the Berkshire Mountains, this family-owned motel features an outdoor pool and free Wi-Fi. The Bousquet Ski Area is only an 8-minute drive away.
Located in Pittsfield, within 12 km of Cranwell Spa & Golf Club and 13 km of Tanglewood Musical Center, The Central Downtown Inn Suites provides accommodation with a terrace and free WiFi throughout...
1.7 miles from ski lift
Featuring a hot tub, Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak is set in Hancock.
700 feet from ski lift
Featuring a garden, an outdoor pool and mountain views, Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort is set in Hancock.
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.
Featuring a garden and views of mountain, Harbour House Inn B&B is a bed and breakfast situated in a historic building in Cheshire, 31 km from Cranwell Spa & Golf Club.
150 feet from ski lift
Boasting an outdoor pool and mountain views, Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 is situated in Hancock. It is located 33 km from Cranwell Spa & Golf Club and features a lift.
150 feet from ski lift
Featuring an outdoor pool and mountain views, 1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor is located in Hancock.
300 feet from ski lift
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.