Skiing is a favorite activity in the Berkshires and has been an important component of the local tourism industry for as long as Tanglewood has. In 1935, the first of the famous “ski trains” left Grand Central Station in New York bound for Bousquet’s in Pittsfield, MA, where the rope tow was perfected and night skiing was introduced. Before being discontinued in 1942, the ski trains to the Berkshires became very popular, delivering 4,000 skiers a day, and establishing Berkshire county as a skiing destination, with several ski areas and year-round resorts offering a variety of activities besides downhill skiing.

Berkshires downhill and cross-country ski areas

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This map shows locations and driving directions for skiing in the Berkshires; downhill skiing areas and cross county skiing areas are marked with distinctive icons. Each area also is listed below the map. Get more information, including contact information and links to the ski areas on our Berkshires skiing page.

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Using the map: Use the “zoom” function when icons are bunched together; for directions, click “directions” and enter your location in the box that appears just below the map.