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Best time to visit Massachusetts

Skiing in Massachusetts 2025

Beat the winter gloom with cross-country or alpine skiing in the Berkshire region

Best time: December–March (best in February)

Cross-country skiing in Windsor, Massachusetts
Ski Bradford, Haverhill

The Berkshire Mountains, stretching through western Massachusetts to the New York border, are an excellent winter destination boasting several quality downhill ski resorts. The area is also famous for its groomed cross-country trails that attract skiers from all over New England. The ski season in Massachusetts' largest resorts usually runs from late November or December through the end of March. However, February is the most reliable month for snow conditions.

Cross-country skiing

If you like winter sports, cross-country or Nordic skiing in Massachusetts should be on your bucket list. Put on your thermals and visit the beautiful countryside where many working farms offer perfectly groomed trails for ski skating and classic skiing. Stop by the historical Canterbury Farm and B&B in Becket, offering 20 mi (32 km) of trails. At Hilltop Orchards Farm in Richmond, you can finish off the day of skiing with wine tasting at a local winery. Maple Corner Farm in Granville offers especially scenic views, snowshoeing, and 12 mi (20 km) of marked ski trails for skate and track skiing. One of the largest ski areas in Massachusetts is Notchview in Windsor, a beautiful nature preserve at an elevation of 2,000 ft (610 m), with about 45 groomed trails and a special area for children. Thanks to the higher elevation, the snow stays here longer.

Alpine skiing and snowboarding

Even though Massachusetts mountains are not as tall as in neighboring states, it boasts over a dozen alpine ski resorts that provide decent service and snow conditions. One of the best is Wachusett Mountain, which is located not in Western Massachusetts, but in Princeton, just over a one-hour drive from Boston. The mountain is known for its well-lit trails for night-time skiing and snowboarding. With a vertical drop of 1,000 ft (304 m), it offers 26 trails and 110 ac (45 ha) of slopes. Butternut is the largest ski resort in Massachusetts with 14 mi (22 km) of slopes, ten lifts, and 22 runs. It is conveniently located near the major highways, not far from Great Barrington. Butternut also has a 7-lane tubing track and is quite affordable. Located on the border with New York State, Jiminy Peak is the highest ski resort in Massachusetts, taking riders to an altitude of 2,375 ft (724 m). It has nine lifts, 45 runs, and three terrain parks for skiers and boarders.

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