272 properties are available in and around this destination
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PittsfieldShow on map0.6 miles from map center
A recently renovated vacation home, Cute Cape Cod Style Home offers accommodations in Pittsfield. This vacation home provides free private parking, private check-in and check-out, and free Wifi.
LanesboroughShow on map1.7 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 map2.2 miles from map center
Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts.
PittsfieldShow on map2.3 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.
PittsfieldShow on map2.4 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 map2.5 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.
PittsfieldShow on map2.5 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.
PittsfieldShow on map2.6 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.
DaltonShow on map3.1 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 map3.1 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.
PittsfieldShow on map3.7 miles from map center
Berkshire Vacation Rentals: Chic Pittsfield Home With A View is located in Pittsfield, just 7.1 miles from Tanglewood and 7.3 miles from Cranwell Spa & Golf Club.
PittsfieldShow on map3.9 miles from map center
Located in Pittsfield, within 9.2 miles of Tanglewood Musical Center and 9.3 miles of Tanglewood, Heart of the Berkshires Motel provides accommodations with a shared lounge and free WiFi as well as...
PittsfieldShow on map4.6 miles from map center
Located off Route 20, this Pittsfield hotel is 3.5 miles from Lichtenstein Center for the Arts. The hotel features a hydro-massage tub and a gym as well as traditional rooms with free Wi-Fi.
PittsfieldShow on map4.8 miles from map center
Featuring an indoor swimming pool and a fitness center, Berkshire Mountain Lodge is located in Pittsfield. Free WiFi access is available in this lodge.
PittsfieldShow on map5 miles from map center
Sustainability certification
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.
LenoxShow on map5.3 miles from map center
This Massachusetts motel offers rooms with free Wi-Fi and a 24-hour front desk. The motel is within a 5-minute drive of the Arrowhead Museum, former home of Herman Meville.
LenoxShow on map5.4 miles from map center
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...
LenoxShow on map5.4 miles from map center
This Lenox, Massachusetts hotel is just one mile from Bousquet Ski Area. Howard Johnson Lenox offers an outdoor pool, mountain views and guest rooms with free Wi-Fi and cable TV.
LenoxShow on map5.5 miles from map center
Sustainability certification
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...
HancockShow on map5.6 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 map5.6 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.
HancockShow on map5.7 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 map5.7 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 map5.7 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 map5.7 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.