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Particularly Special Place
Family Friendly Hiking Trails
near Hillside Lake, New York
Hillside Lake, New York 
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
Nassau-Suffolk Trail
19.5 mi 31.3 km • 945' Up 287.89 m Up • 976' Down 297.41 m Down
Cold Sp…, NY
Easy
Norwalk River Valley Trail
2.0 mi 3.2 km • 156' Up 47.41 m Up • 18' Down 5.63 m Down
Wilton, CT
Easy
Orange Reservoir Loop
1.7 mi 2.8 km • 12' Up 3.73 m Up • 11' Down 3.39 m Down
South O…, NJ
Intermediate/Difficult
Saugatuck Trail
10.7 mi 17.3 km • 907' Up 276.43 m Up • 1,092' Down 332.76 m Down
Easton, CT
Easy
Shelton Lakes Recreation Path
4.4 mi 7.1 km • 263' Up 80.29 m Up • 223' Down 68.09 m Down
Shelton, CT
Intermediate
Cascade Trail
1.1 mi 1.7 km • 253' Up 77.17 m Up • 3' Down 0.82 m Down
North A…, MA
Difficult
Carris Hill
0.9 mi 1.4 km • 6' Up 1.86 m Up • 621' Down 189.15 m Down
Wanaque, NJ
Easy/Intermediate
Tower Trail
1.6 mi 2.5 km • 512' Up 156.07 m Up • 3' Down 0.94 m Down
Hamden, CT
Easy
Nepaug Dam Trail
1.0 mi 1.6 km • 61' Up 18.51 m Up • 75' Down 22.84 m Down
Collins…, CT
Easy
Sunken Forest Trail
1.5 mi 2.4 km • 4' Up 1.09 m Up • 4' Down 1.08 m Down
West Sa…, NY
Easy
Law Memorial Park Walking Path
0.4 mi 0.6 km • 19' Up 5.83 m Up • 16' Down 4.91 m Down
Briarcl…, NY
No Photos
Easy
Sitting Bear Trail
1.1 mi 1.8 km • 44' Up 13.43 m Up • 107' Down 32.65 m Down
Highlan…, NJ
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
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
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
Green Trail
1.0 mi 1.6 km • 96' Up 29.28 m Up • 83' Down 25.44 m Down
Goldens…, NY
Difficult
Red Dot Trail
1.2 mi 2.0 km • 1,101' Up 335.64 m Up • 0' Down 0 m Down
Strouds…, PA
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
Easy
Ferry Landing Boardwalk
0.4 mi 0.7 km • 6' Up 1.96 m Up • 7' Down 2.16 m Down
Old Say…, CT
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
Richard Wishnie Park Walking Path
0.3 mi 0.5 km • 12' Up 3.74 m Up • 11' Down 3.31 m Down
Ossining, 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
Yellow Trail
0.4 mi 0.6 km • 18' Up 5.46 m Up • 25' Down 7.74 m Down
Tenafly, NJ
Easy
Trolley Trail
0.6 mi 1.0 km • 46' Up 14.02 m Up • 55' Down 16.76 m Down
Branfor…, CT
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
Intermediate
Perimeter Trail
1.6 mi 2.6 km • 190' Up 57.8 m Up • 192' Down 58.67 m Down
Redding, CT
