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Resorts

The Berkshire mountains are home to some magnificent Resort properties. These Resorts offer the highest quality rooms and a full compliment of amenities, everything one could want for their weekend away or their extended ski vacation. From grand estate style properties to highly historic buildings, some dating back to the American Revolution. Skiers and snowboarders will find plenty of comfort with just the right mix of savvy within the walls of these buildings nestled comfortably into a beautiful mountain range known as the Berkshires.

Guide to Amenities

Bar
Entertainment
Exercise Room
Fireplace
Game Room
Hot Tub
Indoor Pool
Jacuzzi
Kid Friendly
Kitchen
Pets Allowed
Private Bath
Refrigerator
Restaurant
Sauna
TV in Room
Wireless Internet
55 Lee Rd. - Route 20 Lenox MA 01240
800-272-6935
Amenities
Wireless InternetTV in RoomSaunaRestaurantRefrigeratorPrivate BathPets AllowedKitchenKid FriendlyJacuzziIndoor PoolHot TubGame RoomFireplaceExercise RoomBar
Mid-Week / Non-Holiday: $199-$299
Weekend / Holiday: $279-$379
$8 Off most Weekends / $3 Off on Holidays
Distance to Mountain: 15
Number of Rooms: 114
Member of Small Luxury Hotels of the World, Gilded Age Mansion, 114 distinctive rooms 35,000sf SPA, indoor pool, 3 restaurants, panoramic views, X/C skiing.
74 Interlaken Rd. Lakeville CT 06039
800-222-2909
Amenities
Wireless InternetTV in RoomSaunaRestaurantRefrigeratorPrivate BathPets AllowedKid FriendlyGame RoomFireplaceExercise RoomBar
Mid-Week / Non-Holiday: $199-$409
Weekend / Holiday: $199-$409
$8 Off most Weekends / $3 Off on Holidays
Free Midweek Ski Passes
Midweek Ski & Stay $79
Distance to Mountain: 18
Number of Rooms: 86
Exceptional guest rooms & suites all w/TV/DVD, digital cable, WiFi, some w/fireplaces & hot tubs. Family friendly restaurant offering casual fireside dining, full bar. Spa, Game room & fitness center.
25 Deerwood Park Road Great Barrington MA 01230
413-644-0077
Amenities
Wireless InternetRefrigeratorPets AllowedKid FriendlyFireplaceExercise RoomEntertainment
Rates per person - per night: $20 to $35
$8 Off most Weekends / $3 Off on Holidays
Midweek Ski & Stay $50
Distance to Mountain: 2
Number of Rooms: 12
Offering a variety of rustic cabins for groups of 6 to 20 or book our dorm style rooms designed for 1 or 2 people. Prices shown are per-person, per-night, per-bunk. BONUS take advantage of a terrific sports complex featuring indoor tennis, exercise room with spinning, yoga & aerobics classes. Summer home of Kutsher's Sports Academy.
3 Foxhollow Dr. Lenox MA 01240
413-637-1469
Amenities
Wireless InternetTV in RoomSaunaRefrigeratorPrivate BathKitchenKid FriendlyJacuzziIndoor PoolHot TubFireplaceExercise Room
Mid-Week / Non-Holiday: $110-$300
Weekend / Holiday: $140-$300
$8 Off most Weekends / $3 Off on Holidays
Distance to Mountain: 12
Number of Rooms: 48
1 & 2 Br tastefully furnished condos w/ fireplace, jacuzzi, WiFi & full kitchen, indoor pool, sauna, hot tub & exercise room. Spread across a 225 acres estate setting.
30 Main St. Stockbridge MA 01262
413-298-5545
Amenities
Wireless InternetTV in RoomRestaurantPrivate BathPets AllowedKitchenKid FriendlyHot TubFireplaceExercise RoomEntertainmentBar
Mid-Week / Non-Holiday: $100-$325
Weekend / Holiday: $120-$415
$8 Off most Weekends / $3 Off on Holidays
Midweek Ski & Stay $95
Distance to Mountain: 7
Number of Rooms: 108
Historic / renovated Inn, suites with kitchenette, formal / casual dining, year round heated outdoor pool / HT, Free WiFi, live music nightly in pub. Food and lodging since c.1773.
Steals and Deals
$25 Lift Tix
Ski with a Pro
Ski & Stay from $45 / Day
Upgrade to Season Pass
Tubing $18