Best Trail Running in Massachusetts

This list represents the most popular trail running in Massachusetts. Use this list to plan your next Massachusetts trail running trip. Select a state and/or activity below to find even more top trails.

Bash Bish Trail is a hiking trail in Mount Washington, Massachusetts. It is within Bashbish ...
Alander Mountain Trail is a hiking trail in Mount Washington, Massachusetts. It is 2.6 ...
Managed from the start for wildlife and nature appreciation, the 1906 estate of botanist ...
Race Brook Trail is a hiking trail in Berkshire County, Massachusetts. It is 1.8 miles ...
This flat loop around a 480-acre park begins with a visit to the ruins of a historic mansion, ...
Managed from the start for wildlife and nature appreciation, the 1906 estate of botanist ...
Like the nearby, affluent town of Dover, this rolling ramble seems built for comfort. ...
Bald Hill Road is a hiking, biking, and horse trail in Boxford, Massachusetts. It is within ...
Ice Glen Trail is a hiking trail in Stockbridge, Massachusetts. It is 0.5 miles long and ...
Tully Mountain (gradual Ascent) is a hiking trail in Orange, Massachusetts. It is within ...
This loop tours three small lakes in a loop from Chickering Pond to Notch Pond to Echo ...
Harold Parker Road is a hiking, biking, and horse trail in Essex County, Massachusetts. ...
Weir Hill Trail is a hiking and biking trail in North Andover, Massachusetts. It is 0.9 ...
Ipswich River Trail is a hiking trail in Topsfield, Massachusetts. It is 0.5 miles long ...
Nauset Marsh Trail is a hiking trail in Eastham, Massachusetts. It is within Cape Cod ...
Rockery Trail is a hiking trail in Topsfield, Massachusetts. It is 0.3 miles long and ...
Mountain House Trail is a hiking trail in Princeton, Massachusetts. It is within Wachusett ...
Wyman Path is a hiking and biking trail in Winchester, Massachusetts. It is within Middlesex ...
Eliza Little Trail is a hiking, biking, and horse trail in Essex County, Massachusetts. ...
Minute Man Nhp/Battle Road Trail is a hiking and biking trail in Middlesex County, Massachusetts. ...
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