Bousquet Ski Resort & Summer Family Fun Center
Downhill skiing/boarding/snowtubing. Rustic full service bar. Segway Tours, Adventure Park, Zipline, waterslides, go-karts, disk golf and more.
Skiing & Winter Sports in the Berkshires
Canterbury Farm Cross Country Skiing
XC ski on 22 km of groomed-tracked trails. Lessons & rentals of skis, snowshoes & skates. Food & lodging on site. 10 miles from Lee Exit 2 Rte. 90.
Catamount Ski Area
33 trails/terrain parks, 1000′ vertical, 6 lifts incl. 2 wonder carpets, 99% snowmaking, $27 lift tickets M-F (non-holiday). Learn to Ski & Ride packages.
Charter the Berkshires Guided Fishing
Professional, fully equipped expert guide. Seasonal or ice fishing for any level of experience at lakes/river throughout the Berkshires.
County-Wide Snowmobiling
Snowmobiling is allowed in many MA State Parks, however, rentals are not available through the Parks. For information/rules & regulations contact Western Regional Headquarters, PO Box 1433, Pittsfield, MA 01202, (413) 442-8928.
Cranwell Resort, Spa and Golf Club
10 km scenic groomed trails. Ski shop, ski & snowshoe rentals. 35,000 sq. ft. spa, in/pool. Sloane’s Tavern trailside.
Hilltop Orchards home of Furnace Brook Winery
X-country ski, snowshoe on groomed trails. Olympian John Morton designed trails. Snowshoe rental, fireplace, snacks, wine tasting, hot cider.
Jiminy Peak Mountain Resort
Largest ski & snowboard resort in southern New England. 45 trails. Night skiing until 10 pm. Top rates lesson programs. Lodging, dining on site.
Notchview
40 km of scenic trails atop the Berkshires. High elevation means more snow. Ski, skate-ski, snowshoe. Lodge & shelters. Family atmosphere.
Pineridge Cross Country Ski Area
6 mi west of Berlin NY. 50 km wooded forest w/views: 35 km groomed/4 km lighted/15 km snowshoe/5 km backcountry. Lodge/services/lessons/rentals/retail.
Ski Butternut Ski Area & Ski Shop
Rated #1 Ski Area in MA & #1 Favorite Resort, Affordable, Family Oriented and FUN! 22 Trails, Great Snow, Tubing, Ski Shop, $25 Lift Tickets (Mon-Fri).
Western Massachusetts Cross Country Ski Areas
Best source on web for current xc ski & snowshoe conditions. View facility, descriptions, directions & events. Sample all 7 areas for only $55.
The Mount, Edith Wharton’s Estate & Gardens 
Berkshire Theatre Group: The Colonial Theatre 
Lee Premium Outlets 
Tanglewood 
The Orchards