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Particularly Special Place
Family Friendly Hiking Trails
near Ashfield, Massachusetts
Ashfield, Massachusetts 
Recommended Routes, Photos, & More
Intermediate
Overlook Mountain Trail
2.3 mi 3.7 km • 1,376' Up 419.27 m Up • 0' Down 0 m Down
Woodstock, NY
Intermediate
Cascade Trail
1.1 mi 1.7 km • 253' Up 77.17 m Up • 3' Down 0.82 m Down
North A…, MA
No Photos
Intermediate/Difficult
Weathersfield Trail
2.6 mi 4.2 km • 2,057' Up 626.95 m Up • 79' Down 24.16 m Down
Windsor, VT
No Photos
Intermediate
Morses Pond Trail
1.1 mi 1.8 km • 41' Up 12.41 m Up • 37' Down 11.36 m Down
Wellesley, MA
Easy/Intermediate
Tower Trail
1.6 mi 2.5 km • 512' Up 156.07 m Up • 3' Down 0.94 m Down
Hamden, CT
No Photos
Intermediate
Reservoir Road
6.9 mi 11.1 km • 987' Up 300.98 m Up • 404' Down 123.14 m Down
Hinsdale, NH
Easy
Nepaug Dam Trail
1.0 mi 1.6 km • 61' Up 18.51 m Up • 75' Down 22.84 m Down
Collins…, CT
No Photos
Easy
Manhan Rail Trail
5.2 mi 8.3 km • 41' Up 12.56 m Up • 111' Down 33.72 m Down
Eastham…, MA
Difficult
Overlook Trail
1.1 mi 1.8 km • 73' Up 22.23 m Up • 58' Down 17.57 m Down
East Me…, NH
No Photos
Easy
Dutchess Rail Trail
15.0 mi 24.1 km • 446' Up 135.82 m Up • 471' Down 143.65 m Down
Hillsid…, NY
No Photos
Intermediate
Rensselaer Tech Park Trails, Bloomingdale Brook Falls Trail
1.0 mi 1.6 km • 141' Up 43.03 m Up • 139' Down 42.38 m Down
Menands, NY
No Photos
Easy
Harlem Valley Rail Trail: Ancram to Copake
5.3 mi 8.5 km • 125' Up 38.08 m Up • 149' Down 45.31 m Down
Boston…, NY
No Photos
Difficult
Shoots & Ladders
1.1 mi 1.7 km • 108' Up 32.94 m Up • 82' Down 25.13 m Down
East Me…, NH
No Photos
Easy
Harlem Valley Rail Trail: Wassaic to Millerton
11.1 mi 17.9 km • 360' Up 109.62 m Up • 143' Down 43.46 m Down
Dover P…, NY
Easy/Intermediate
Field Loop
1.0 mi 1.7 km • 143' Up 43.67 m Up • 144' Down 43.82 m Down
Lanesbo…, MA
No Photos
Easy/Intermediate
Clark Lookout Trail
0.4 mi 0.6 km • 95' Up 28.87 m Up • 0' Down 0 m Down
New London, NH
No Photos
Easy
Mason Railroad Trail
6.1 mi 9.7 km • 92' Up 28.11 m Up • 359' Down 109.51 m Down
Mason, NH
No Photos
Intermediate
Federal Hill Fire Tower Trail
0.3 mi 0.5 km • 116' Up 35.4 m Up • 0' Down 0 m Down
Milford, NH
No Photos
Easy
Greenville Recreational Rail Trail (Mason Rail Trail)
2.9 mi 4.7 km • 181' Up 55.27 m Up • 80' Down 24.31 m Down
Mason, NH
No Photos
Easy
Trap Falls Trail
0.1 mi 0.1 km • 17' Up 5.31 m Up • 0' Down 0 m Down
Ashby, MA
Easy/Intermediate
Train Trail - East
0.4 mi 0.7 km • 59' Up 17.86 m Up • 43' Down 13.01 m Down
Chester…, CT
No Photos
Easy
Train Trail - West
0.8 mi 1.2 km • 47' Up 14.24 m Up • 42' Down 12.81 m Down
Chester…, CT
No Photos
Easy/Intermediate
Merry-Go-Round
1.6 mi 2.5 km • 269' Up 82.03 m Up • 223' Down 67.84 m Down
Poultney, VT
No Photos
Easy/Intermediate
Bumper Cars
1.0 mi 1.7 km • 158' Up 48.26 m Up • 136' Down 41.44 m Down
Poultney, VT
No Photos
Easy
Dogleg
0.7 mi 1.1 km • 229' Up 69.82 m Up • 138' Down 42.06 m Down
Poultney, VT
No Photos
Easy
Loopy Loop
0.8 mi 1.3 km • 213' Up 64.81 m Up • 212' Down 64.6 m Down
Poultney, VT
No Photos
Easy
Cotton Candy
0.8 mi 1.3 km • 139' Up 42.22 m Up • 87' Down 26.57 m Down
Poultney, VT
