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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.

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#1 Bash Bish Trail
Bash Bish Falls State Park, MA
7
Bash Bish Trail is a hiking trail in Mount Washington, Massachusetts. It is within Bashbish ...
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#2 Borderland State Park
Sharon, MA
5
Managed from the start for wildlife and nature appreciation, the 1906 estate of botanist ...
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#3 Alander Mountain Trail
Mount Washington, MA
9
Alander Mountain Trail is a hiking trail in Mount Washington, Massachusetts. It is 2.6 ...
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#4 Maudslay State Park
Newburyport, MA
3
Maudslay State Park offers a relaxing place to ride with a number of natural sights not ...
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#5 Race Brook Trail
Berkshire County, MA
7
Race Brook Trail is a hiking trail in Berkshire County, Massachusetts. It is 1.8 miles ...
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#6 Noanet Woodlands
Dover, MA
1
Ultimately, the paths through the forest evoke a sense of peacefulness. This happens because ...
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#7 Monument Mountain
Great Barrington, MA
4
For almost two centuries, Monument Mountain has been a source of inspiration for many ...
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#8 Bald Hill Road
J. C. Phillips Sanctuary, MA
5
Bald Hill Road is a hiking, biking, and horse trail in Boxford, Massachusetts. It is within ...
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#9 Maudslay State Park
Newburyport, MA
0
This flat loop around a 480-acre park begins with a visit to the ruins of a historic mansion, ...
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#10 Ice Glen Trail
Stockbridge, MA
3
Ice Glen Trail is a hiking trail in Stockbridge, Massachusetts. It is 0.5 miles long and ...
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#11 Tully Mountain (gradual Ascent)
Tully Mountain WMA, MA
2
Tully Mountain (gradual Ascent) is a hiking trail in Orange, Massachusetts. It is within ...
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#12 Rocky Woods Reservation
Medfield, MA
0
This loop tours three small lakes in a loop from Chickering Pond to Notch Pond to Echo ...
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#13 Harold Parker Road
Essex County, MA
4
Harold Parker Road is a hiking, biking, and horse trail in Essex County, Massachusetts. ...
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#14 Weir Hill
North Andover, MA
2
Weir Hill is a hiking and biking trail in North Andover, Massachusetts. It is 0.9 miles ...
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#15 Ipswich River Trail
Topsfield, MA
3
Ipswich River Trail is a hiking trail in Topsfield, Massachusetts. It is 0.5 miles long ...
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#16 Nauset Marsh Trail
Cape Cod National Seashore, MA
2
Nauset Marsh Trail is a hiking trail in Eastham, Massachusetts. It is within Cape Cod ...
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#17 Mountain House Trail
Wachusett Mountain State Reservation, MA
1
Mountain House Trail is a hiking trail in Princeton, Massachusetts. It is within Wachusett ...
#18 Rockery Trail
Topsfield, MA
2
Rockery Trail is a hiking trail in Topsfield, Massachusetts. It is 0.3 miles long and ...
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#19 Ward Reservation Trail
Essex County, MA
1
Ward Trail is a hiking trail in Ward Reservation, Essex County, Massachusetts. It is 0.7 ...
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#20 Wyman Path
Middlesex Fells Reservation, MA
1
Wyman Path is a hiking and biking trail in Winchester, Massachusetts. It is within Middlesex ...
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