Best Massachusetts Snowmobile Trails

Massachusetts has 18 snowmobiling rides.

  September 19, 2018

Located in the US, the snowmobiling in Massachusetts offers over fifteen snowmobile trail rides. The best Massachusetts snowmobiling based on popularity are considered to be Mount Greylock State Reservation, Leominster State Forest, Douglas State Forest, Tolland State Forest, and Myles Standish State Forest. For a detailed trail description and printable trailhead map, just select a Massachusetts snowmobiling trail below.

Where Can I Snowmobile In Massachusetts?


Massachusetts Snowmobiling Resources

FEATURED:  Douglas State Forest

  Worcester, Massachusetts

  January 20, 2017

South of Worcester on the tri-state border, the 4,600 acre Douglas State Forest has 30+ miles of trails and jeep roads that are open to snowmobiling. The forest is on a plateau with no major hills and a total elevation variation of around 300 feet. Many of the trails are very rocky and luckily, they connect with several double-tracks and gravel forest roads.

FEATURED:  Tolland State Forest

  Pittsfield, Massachusetts

  January 20, 2017

West of Springfield near Otis in the southern Berkshires, the Tolland State Forest has 15 miles of snowmobiling trails near Otis Reservoir. The snowmobile trails at Tolland State Forest are maintained by the Knoxtrail Sno-Riders club.

FEATURED:  Myles Standish State Forest


  January 20, 2017

Southeast of Boston and southwest of Plymouth, the 14,600 acre Myles Standish State Forest is laced with dirt roads open to snowmobiling. The road pass through gently rolling pine forest.

FEATURED:  Beartown State Forest

  Pittsfield, Massachusetts

  January 20, 2017

South of Pittsfield near Monterey in the southern Bershires, the Beartown State Forest is the trailhead for over 25 miles of snowmobile trails.


  Springfield, Massachusetts

  September 19, 2018

North of Springfield near Conway, there is an extensive groomed snowmobile trail system maintained by the Conway Snowmobile Club. There are over 120 miles of maintained snowmobiling trails. A trail pass is required and is available from the Conway Snowmobile Club.