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.

  • #1 Cape Cod Rail Trail

    12 Reviews

    Nickerson State Park, MA

    Cape Cod Rail Trail is a hiking and biking trail in Barnstable County, Massachusetts. It is within Cape Cod Rail Trail and Nickerson State Park. It is 16.6 miles long and begins at 113 feet altitude. ...
    •  16.6 miles

    Cape Cod Rail Trail is a hiking and biking trail in Barnstable County, Massachusetts. It is within Cape Cod Rail Trail and ...

  • #2 Alander Mountain Trail

    8 Reviews

    Mount Washington, MA

    Alander Mountain Trail is a hiking trail in Mount Washington, Massachusetts. It is 2.6 miles long and begins at 1,651 feet altitude. Traveling the entire trail is 5.3 miles with a total elevation ...
    •  2.6 miles

    Alander Mountain Trail is a hiking trail in Mount Washington, Massachusetts. It is 2.6 miles long and begins at 1,651 feet ...

  • #3 Bash Bish Trail

    7 Reviews

    Bash Bish Falls State Park, MA

    Bash Bish Trail is a hiking trail in Mount Washington, Massachusetts. It is within Bashbish Falls State Park and Bash Bish Falls State Park. It is 0.4 miles long and begins at 1,275 feet altitude. ...
    •  0.4 miles

    Bash Bish Trail is a hiking trail in Mount Washington, Massachusetts. It is within Bashbish Falls State Park and Bash Bish ...

  • #4 Race Brook Trail

    6 Reviews

    Berkshire County, MA

    Race Brook Trail is a hiking trail in Berkshire County, Massachusetts. It is 1.8 miles long and begins at 763 feet altitude. Traveling the entire trail is 3.7 miles with a total elevation gain ...
    •  1.8 miles

    Race Brook Trail is a hiking trail in Berkshire County, Massachusetts. It is 1.8 miles long and begins at 763 feet altitude. ...

  • #5 Maudslay State Park

    2 Reviews

    Newburyport, MA

    This flat loop around a 480-acre park begins with a visit to the ruins of a historic mansion, with commanding views of the Merrimack River and stunning summer flower blooms. The path then traces ...
    •  1.5-2 hours
    •  3.9 miles
    •  Guide

    This flat loop around a 480-acre park begins with a visit to the ruins of a historic mansion, with commanding views of the ...

  • #6 Borderland State Park

    2 Reviews

    Sharon, MA

    This wet, sandy land is a typical southeastern Massachusetts ecosystem, with the acidic soil beloved by cranberry bogs and cedar swamps. The park’s many ponds were formed by damming its streams, ...
    •  2.5 to 3 hours
    •  4 miles
    •  Guide

    This wet, sandy land is a typical southeastern Massachusetts ecosystem, with the acidic soil beloved by cranberry bogs and ...

  • #7 Noanet Woodlands Reservation

    1 Reviews

    Dover, MA

    Like the nearby, affluent town of Dover, this rolling ramble seems built for comfort. Its broad, well-marked trails with their numbered intersections bring you across a brook and over a scenic ...
    •  2 hours
    •  3.2 miles
    •  Guide

    Like the nearby, affluent town of Dover, this rolling ramble seems built for comfort. Its broad, well-marked trails with ...

  • #8 Bald Hill Road

    5 Reviews

    J. C. Phillips Sanctuary, MA

    Bald Hill Road is a hiking, biking, and horse trail in Boxford, Massachusetts. It is within J. C. Phillips Sanctuary (Lockwood) and J. C. Phillips Sanctuary. It is 1.3 miles long and begins at ...
    •  1.3 miles

    Bald Hill Road is a hiking, biking, and horse trail in Boxford, Massachusetts. It is within J. C. Phillips Sanctuary (Lockwood) ...

  • #9 Rocky Woods Reservation

    0 Reviews

    Medfield, MA

    This loop tours three small lakes in a loop from Chickering Pond to Notch Pond to Echo Pond. As the path passes Whale Rock, it shows off the park’s low swamplands and their bog-loving trees, ...
    •  1 hour
    •  1.9 miles
    •  Guide

    This loop tours three small lakes in a loop from Chickering Pond to Notch Pond to Echo Pond. As the path passes Whale Rock, ...

  • #10 Ice Glen Trail

    3 Reviews

    Stockbridge, MA

    Ice Glen Trail is a hiking trail in Stockbridge, Massachusetts. It is 0.5 miles long and begins at 970 feet altitude. Traveling the entire trail is a mile with a total elevation gain of 311 ...
    •  0.5 miles

    Ice Glen Trail is a hiking trail in Stockbridge, Massachusetts. It is 0.5 miles long and begins at 970 feet altitude. Traveling ...

  • #11 Harold Parker Road

    4 Reviews

    Essex County, MA

    Harold Parker Road is a hiking, biking, and horse trail in Essex County, Massachusetts. It is 1.3 miles long and begins at 119 feet altitude. Traveling the entire trail is 2.6 miles with a total ...
    •  1.3 miles

    Harold Parker Road is a hiking, biking, and horse trail in Essex County, Massachusetts. It is 1.3 miles long and begins at ...

  • #12 Tully Mountain (gradual Ascent)

    2 Reviews

    Tully Mountain WMA, MA

    Tully Mountain (gradual Ascent) is a hiking trail in Orange, Massachusetts. It is within Tully Mountain WMA. It is 0.9 miles long and begins at 709 feet altitude. Traveling the entire trail is ...
    •  0.9 miles

    Tully Mountain (gradual Ascent) is a hiking trail in Orange, Massachusetts. It is within Tully Mountain WMA. It is 0.9 miles ...

  • #13 Weir Hill Trail

    2 Reviews

    North Andover, MA

    Weir Hill Trail is a hiking and biking trail in North Andover, Massachusetts. It is 0.9 miles long and begins at 165 feet altitude. Traveling the entire trail is 1.6 miles with a total elevation ...
    •  0.9 miles

    Weir Hill Trail is a hiking and biking trail in North Andover, Massachusetts. It is 0.9 miles long and begins at 165 feet ...

  • #14 Ipswich River Trail

    3 Reviews

    Topsfield, MA

    Ipswich River Trail is a hiking trail in Topsfield, Massachusetts. It is 0.5 miles long and begins at 105 feet altitude. Traveling the entire trail is 0.9 miles with a total elevation gain of ...
    •  0.5 miles

    Ipswich River Trail is a hiking trail in Topsfield, Massachusetts. It is 0.5 miles long and begins at 105 feet altitude. ...

  • #15 Nauset Marsh Trail

    2 Reviews

    Cape Cod National Seashore, MA

    Nauset Marsh Trail is a hiking trail in Eastham, Massachusetts. It is within Cape Cod National Seashore. It is 1.1 miles long and begins at 46 feet altitude. Traveling the entire trail is 2.2 ...
    •  1.1 miles

    Nauset Marsh Trail is a hiking trail in Eastham, Massachusetts. It is within Cape Cod National Seashore. It is 1.1 miles ...

  • #16 Rockery Trail

    2 Reviews

    Topsfield, MA

    Rockery Trail is a hiking trail in Topsfield, Massachusetts. It is 0.3 miles long and begins at 111 feet altitude. Traveling the entire trail is 0.6 miles with a total elevation gain of 82 feet. ...
    •  0.3 miles

    Rockery Trail is a hiking trail in Topsfield, Massachusetts. It is 0.3 miles long and begins at 111 feet altitude. Traveling ...

  • #17 Eliza Little Trail

    1 Reviews

    Essex County, MA

    Eliza Little Trail is a hiking, biking, and horse trail in Essex County, Massachusetts. It is 0.4 miles long and begins at 11 feet altitude. Traveling the entire trail is 0.8 miles with a total ...
    •  0.4 miles

    Eliza Little Trail is a hiking, biking, and horse trail in Essex County, Massachusetts. It is 0.4 miles long and begins ...

  • #18 Mountain House Trail

    1 Reviews

    Wachusett Mountain State Reservation, MA

    Mountain House Trail is a hiking trail in Princeton, Massachusetts. It is within Wachusett Mountain State Reservation. It is 0.9 miles long and begins at 1,224 feet altitude. Traveling the entire ...
    •  0.9 miles

    Mountain House Trail is a hiking trail in Princeton, Massachusetts. It is within Wachusett Mountain State Reservation. It ...

  • #19 Minute Man Nhp/Battle Road Trail

    1 Reviews

    Minute Man National Historical Park, MA

    Minute Man Nhp/Battle Road Trail is a hiking and biking trail in Middlesex County, Massachusetts. It is within Minute Man National Historical Park. It is 3.2 miles long and begins at 190 feet ...
    •  3.2 miles

    Minute Man Nhp/Battle Road Trail is a hiking and biking trail in Middlesex County, Massachusetts. It is within Minute Man ...

  • #20 Wyman Path

    1 Reviews

    Middlesex Fells Reservation, MA

    Wyman Path is a hiking and biking trail in Winchester, Massachusetts. It is within Middlesex Fells Reservation. It is 0.2 miles long and begins at 224 feet altitude. Traveling the entire trail ...
    •  0.2 miles

    Wyman Path is a hiking and biking trail in Winchester, Massachusetts. It is within Middlesex Fells Reservation. It is 0.2 ...