The 10 Best Cross-Country Skiing Trails in Massachusetts!

Not everyone equates skiing with flying down steep slopes. In fact, some prefer to keep their skis—and themselves—on fairly level ground. Cross-country skiing can provide just that as one of Massachusetts’ favorite winter pastimes. A hearty workout with stunning scenic views, enjoy these 10 excellent cross-country skiing trails in Massachusetts.

Wyndhurst Manor and Club, Lenox, MA

Featuring 10 kilometers of groomed cross-country skiing trails, Wyndhurst Manor and Club in Lenox features a ski center where you can either buy or rent equipment. Sloane’s Tavern is adjacent to the trails, providing hearty fare for hungry skiers.

Hilltop Orchards, Richmond, MA

Richmond is home to Hilltop Orchards, where you can cross-country ski on groomed trails and take lessons, too. The Barrel Room offers hot cocoa or mulled cider, as well as a comfy place to enjoy a warm fire.

Canterbury Farm, Becket, MA

Located in the Berkshires, Canterbury Farm features a trail system designed exclusively for cross-country skiing. There are groomed trails for all levels. Enjoy a group cross-country nature tour on Sunday mornings.

Northfield Mountain, Northfield, MA

Graced with 25 miles of groomed cross-country skiing trails, Northfield Mountain in Northfield is perfect for beginner and intermediate skiers. A weekend trailside warming hut and 200 sets of ski rentals make this an excellent place to try the sport for the very first time.

Notchview, Windsor, MA

Notchview in Windsor offers cross-country skiers 17 kilometers of beautiful trails. Although located in Massachusetts, Notchview is part of Vermont’s Green Mountains. They feature seven beginner trails, 11 intermediate trails, and seven expert trails.

Stump Sprouts, Hawley, MA

You’ll find Stump Sprouts in Hawley, Massachusetts. Twenty-five kilometers of cross-country skiing trails are located just south of the Mohawk Trail. Family owned and operated, Stump Sprouts was cleared and built over time by its owners.

Maple Corner Farm, Granville, MA

Located in Granville, Maple Corner Farm offers 20 kilometers of groomed cross-country skiing trails. A warm up area and trails for beginners are adjacent to the ski lodge, where guests can warm up and enjoy the family-friendly atmosphere.

Great Brook Ski Touring Center, Carlisle, MA

Carlisle is home to the Great Brook Ski Touring Center, where 10 miles of groomed trails entice cross-country skiers. Just 25 miles from downtown Boston, this is a favorite of city dwellers. A huge rental facility allows first-timers to try before they buy.

Weston Ski Track, Weston, MA

Only 15 minutes from downtown Boston, Weston Ski Track features a 2.5-kilometer lighted loop trail. Not only is this perfect for beginners, it allows night skiing. An additional 13 kilometers are available when Massachusetts experiences a snowy winter. Both instruction and rentals are available.

Dunn State Park, Gardner, MA

Two trails used for walking during spring through fall are perfect for cross-country skiing in the winter. Since the Dunn State Park trails aren’t groomed, these are best for those seeking a wilderness trek through pristine Massachusetts forest land in Gardner.

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