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Particularly Special Place
Newest Hiking Trails
near Osterville, Massachusetts
Osterville, Massachusetts 
Recommended Routes, Photos, & More
No Photos
Difficult
Fernwood Lake Trail
1.9 mi 3.1 km • 136' Up 41.39 m Up • 110' Down 33.39 m Down
Gloucester, MA
No Photos
Intermediate
Magnolia Swamp Trail
1.1 mi 1.8 km • 54' Up 16.37 m Up • 86' Down 26.26 m Down
Gloucester, MA
No Photos
Very Difficult
Boulder Field Trail
0.6 mi 1.0 km • 47' Up 14.29 m Up • 64' Down 19.58 m Down
Gloucester, MA
No Photos
Difficult
Ledge Hill Trail
1.2 mi 1.9 km • 145' Up 44.15 m Up • 120' Down 36.62 m Down
Gloucester, MA
No Photos
Intermediate
Ravenswood Connection
0.4 mi 0.6 km • 67' Up 20.57 m Up • 10' Down 3.05 m Down
Gloucester, MA
No Photos
Easy
Evergreen Road
0.5 mi 0.8 km • 40' Up 12.07 m Up • 32' Down 9.7 m Down
Gloucester, MA
No Photos
Easy
Ridge Road
0.5 mi 0.7 km • 17' Up 5.26 m Up • 36' Down 10.96 m Down
Gloucester, MA
No Photos
Easy
Old Salem Road
1.4 mi 2.2 km • 87' Up 26.51 m Up • 73' Down 22.22 m Down
Gloucester, MA
No Photos
Intermediate
Old Salem to Boulder Field
0.6 mi 1.0 km • 48' Up 14.75 m Up • 46' Down 13.93 m Down
Gloucester, MA
No Photos
Intermediate
Ames Long Pond Trail
1.5 mi 2.4 km • 187' Up 56.87 m Up • 74' Down 22.56 m Down
Stoughton, MA
No Photos
Easy/Intermediate
Connector
0.4 mi 0.7 km • 61' Up 18.5 m Up • 6' Down 1.69 m Down
Stoughton, MA
No Photos
Easy/Intermediate
Connector
0.4 mi 0.6 km • 24' Up 7.37 m Up • 12' Down 3.59 m Down
Stoughton, MA
No Photos
Easy
Connector
0.2 mi 0.3 km • 0' Up 0 m Up • 10' Down 2.99 m Down
Stoughton, MA
No Photos
Easy
Green Trail
0.4 mi 0.7 km • 31' Up 9.4 m Up • 5' Down 1.59 m Down
Stoughton, MA
No Photos
Easy
Blue Trail
0.4 mi 0.6 km • 7' Up 2.28 m Up • 15' Down 4.45 m Down
Stoughton, MA
No Photos
Easy/Intermediate
Gateway Trail
0.6 mi 1.0 km • 103' Up 31.54 m Up • 53' Down 16.03 m Down
Valley…, RI
Easy/Intermediate
Market Street Path: Audubon to Teebox
0.8 mi 1.2 km • 21' Up 6.34 m Up • 17' Down 5.33 m Down
Lynnfield, MA
No Photos
Easy
Red Trail
0.1 mi 0.2 km • 34' Up 10.26 m Up • 0' Down 0 m Down
Cumberl…, RI
No Photos
Easy
Blue Trail
1.6 mi 2.6 km • 98' Up 29.99 m Up • 98' Down 29.83 m Down
Cumberl…, RI
No Photos
Easy
White Trail
0.3 mi 0.4 km • 10' Up 3.12 m Up • 9' Down 2.87 m Down
Cumberl…, RI
No Photos
Easy
Yellow Trail
1.2 mi 1.9 km • 114' Up 34.65 m Up • 113' Down 34.54 m Down
Cumberl…, RI
No Photos
Easy
North Loop Trail
0.4 mi 0.6 km • 13' Up 3.91 m Up • 13' Down 3.84 m Down
Norwood, MA
No Photos
Easy
Signal Hill
0.9 mi 1.4 km • 83' Up 25.24 m Up • 67' Down 20.56 m Down
Norwood, MA
No Photos
Easy
Valley Road Trail
1.1 mi 1.8 km • 146' Up 44.63 m Up • 0' Down 0 m Down
Ashby, MA
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
Easy
Trap Falls Trail
0.1 mi 0.1 km • 17' Up 5.31 m Up • 0' Down 0 m Down
Ashby, MA
No Photos
Easy
Red Maple Swamp Spur
0.1 mi 0.2 km • 2' Up 0.53 m Up • 2' Down 0.47 m Down
Eastham, MA
No Photos
Easy/Intermediate
Fort Hill Trail
1.0 mi 1.6 km • 78' Up 23.71 m Up • 78' Down 23.72 m Down
Eastham, MA
