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Particularly Special Place
Family Friendly Hiking Trails
near Medford, Massachusetts
Medford, Massachusetts 
Recommended Routes, Photos, & More
Intermediate/Difficult
Mt. Major Trail
1.5 mi 2.4 km • 1,121' Up 341.64 m Up • 8' Down 2.56 m Down
Gilford, NH
Easy
Ocean View Loop Trail
1.5 mi 2.5 km • 40' Up 12.19 m Up • 36' Down 11.12 m Down
Newport, RI
Easy
Needham Reservoir Trail
0.5 mi 0.8 km • 8' Up 2.4 m Up • 7' Down 2.23 m Down
Needham, MA
No Photos
Easy
Lake Trail
1.1 mi 1.8 km • 58' Up 17.53 m Up • 41' Down 12.44 m Down
Northwood, NH
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
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
No Photos
Intermediate
Horseneck Beach Loop
1.7 mi 2.8 km • 29' Up 8.92 m Up • 30' Down 9.1 m Down
Head of…, 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
Loop Trail
1.1 mi 1.8 km • 121' Up 36.79 m Up • 119' Down 36.38 m Down
Canton, MA
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/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
Intermediate
Dead Fish
0.5 mi 0.8 km • 0' Up 0 m Up • 63' Down 19.34 m Down
Stratha…, 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
Dashingdown Road
0.5 mi 0.8 km • 22' Up 6.84 m Up • 33' Down 10.1 m Down
Northwood, 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
Intermediate/Difficult
Wantastiquet Mountain Trail
3.1 mi 5.0 km • 1,055' Up 321.49 m Up • 453' Down 138.21 m Down
Chester…, NH
Intermediate
Old Piper Trail
0.5 mi 0.8 km • 214' Up 65.21 m Up • 0' Down 0 m Down
Gilford, NH
No Photos
Easy/Intermediate
Centennial Reservation Trail
1.6 mi 2.7 km • 235' Up 71.63 m Up • 236' Down 71.96 m Down
Wellesley, MA
Intermediate/Difficult
Ann Stokes Loop
2.2 mi 3.5 km • 438' Up 133.61 m Up • 368' Down 112.06 m Down
Chester…, NH
Easy
Goose Pond Trail
1.0 mi 1.7 km • 18' Up 5.58 m Up • 18' Down 5.58 m Down
North E…, MA
Intermediate/Difficult
Deer Run
0.8 mi 1.2 km • 28' Up 8.41 m Up • 21' Down 6.53 m Down
Carlisle, MA
