278 properties are available in and around this destination
Show on map
PittsfieldShow on map2.4 miles from map center
Pittsfield Home with Deck - 12 Mi to Jiminy Peak! is located in Pittsfield, just 12 miles from Tanglewood and 12 miles from Cranwell Spa & Golf Club.
LanesboroughShow on map2.7 miles from map center
Charming Apt in 18th c Berkshire Farmhouse offers accommodations in Lanesborough, 14 miles from Cranwell Spa & Golf Club and 15 miles from Tanglewood Musical Center.
DaltonShow on map2.7 miles from map center
Dalton Vacation Rental Near Hiking and Skiing! is located in Dalton, just 17 miles from Norman Rockwell Museum and 21 miles from The Clark Art Institute.
DaltonShow on map2.7 miles from map center
Cozy Dalton Studio with Porch and Outdoor Seating! offers accommodations in Dalton, 12 miles from Cranwell Spa & Golf Club and 12 miles from Tanglewood Musical Center.
LanesboroughShow on map2.7 miles from map center
Lakeside Berkshires Home Near Hiking and Skiing! offers accommodations in Lanesborough, 12 miles from Tanglewood and 12 miles from Cranwell Spa & Golf Club.
PittsfieldShow on map2.9 miles from map center
Fairbridge Inn Express Pittsfield is located in the heart of Pittsfield near several major highways, including Route 90. This hotel offers easy access to Berkshire Opera Co. and Battle Brook Park.
CheshireShow on map5.1 miles from map center
Harbour House Inn B&B offers accommodations in Cheshire, 20 miles from Tanglewood Musical Center and 25 miles from Norman Rockwell Museum.
PittsfieldShow on map5.4 miles from map center
Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts.
PittsfieldShow on map5.6 miles from map center
Offering suites with a deck or patio, this hotel is located in the heart of the Pittsfield city center, walking distance from numerous shops and restaurants. The Berkshire Museum is 1148 feet away.
PittsfieldShow on map5.6 miles from map center
Spacious Historic Home in the Berkshires! is located in Pittsfield, just 7.6 miles from Tanglewood and 7.8 miles from Cranwell Spa & Golf Club.
HancockShow on map5.8 miles from map center
Family-Friendly Hancock Home Walk to Slopes! is located in Hancock, just 21 miles from Cranwell Spa & Golf Club and 21 miles from Tanglewood Musical Center.
HancockShow on map5.8 miles from map center
Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort offers accommodations in Hancock, 21 miles from Tanglewood and 21 miles from Cranwell Spa & Golf Club.
PittsfieldShow on map5.8 miles from map center
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.
HancockShow on map5.9 miles from map center
20 miles from Tanglewood in Hancock, Mountainside Condo @ Jiminy Peak in the Berkshires offers accommodations with access to a hot tub.
HancockShow on map5.9 miles from map center
Jiminy Peak Mountainside Getaway in the Berkshires offers accommodations in Hancock, 21 miles from Tanglewood and 21 miles from Cranwell Spa & Golf Club.
HancockShow on map6 miles from map center
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor is located in Hancock, just 27 miles from Norman Rockwell Museum and 27 miles from Rensselaer Polytechnic Institute.
HancockShow on map6 miles from map center
1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor offers accommodations in Hancock, 21 miles from Cranwell Spa & Golf Club and 21 miles from Tanglewood Musical Center.
HancockShow on map6 miles from map center
Deluxe Ski On Off 1BR Suite Sleeps 4 on Jiminy Mtn offers accommodations in Hancock, 21 miles from Cranwell Spa & Golf Club and 21 miles from Tanglewood Musical Center.
HancockShow on map6 miles from map center
Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak offers accommodations in Hancock, 21 miles from Cranwell Spa & Golf Club and 21 miles from Tanglewood Musical Center.
HancockShow on map6 miles from map center
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.
HancockShow on map6 miles from map center
Mountain View Suite on Jiminy Peak Ski On Off -New is located in Hancock, just 20 miles from Cranwell Spa & Golf Club and 21 miles from Tanglewood Musical Center.
HancockShow on map6 miles from map center
Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off is located in Hancock, just 20 miles from Cranwell Spa & Golf Club and 21 miles from Tanglewood Musical Center.
HancockShow on map6 miles from map center
Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak offers accommodations in Hancock, 20 miles from Tanglewood and 20 miles from Cranwell Spa & Golf Club.
HancockShow on map6 miles from map center
Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor offers accommodations in Hancock, 20 miles from Cranwell Spa & Golf Club and 21 miles from Tanglewood Musical Center.
HancockShow on map6 miles from map center
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.