Top Rated Hiking Trails
near Pleasant Plains, New York
Pleasant Plains, New York
Recommended Routes, Photos, & More
Breakneck Ridge Trail
4.1 mi 6.6 km • 1,735' Up 528.89 m Up • 385' Down 117.5 m Down
Orange Trail
5.9 mi 9.5 km • 419' Up 127.79 m Up • 413' Down 125.98 m Down
Trexler Border Trail
9.1 mi 14.7 km • 1,114' Up 339.41 m Up • 1,127' Down 343.55 m Down
Nassau-Suffolk Trail
19.5 mi 31.3 km • 945' Up 287.89 m Up • 976' Down 297.41 m Down
Norwalk River Valley Trail
2.0 mi 3.2 km • 156' Up 47.41 m Up • 18' Down 5.63 m Down
Shore Trail (White): The Giant Stairs
2.0 mi 3.2 km • 228' Up 69.45 m Up • 249' Down 75.91 m Down
Turtleback Loop
3.5 mi 5.6 km • 321' Up 97.86 m Up • 337' Down 102.82 m Down
Norman J. Levy Outer Loop
1.7 mi 2.7 km • 35' Up 10.76 m Up • 31' Down 9.45 m Down
Lenape Trail
7.9 mi 12.8 km • 643' Up 195.9 m Up • 966' Down 294.49 m Down
Orange Reservoir Loop
1.7 mi 2.8 km • 12' Up 3.73 m Up • 11' Down 3.39 m Down
Fox Hollow Main Trail
0.5 mi 0.9 km • 70' Up 21.43 m Up • 54' Down 16.51 m Down
Manorville Hills
9.8 mi 15.8 km • 691' Up 210.55 m Up • 599' Down 182.45 m Down
LHT: Mercer Meadows - Pole Farm
1.9 mi 3.0 km • 40' Up 12.26 m Up • 67' Down 20.4 m Down
Saugatuck Trail
10.7 mi 17.3 km • 907' Up 276.43 m Up • 1,092' Down 332.76 m Down
Empire State Trail: Maybrook Trailway Section
25.5 mi 41.0 km • 444' Up 135.43 m Up • 615' Down 187.43 m Down
Shelton Lakes Recreation Path
4.4 mi 7.1 km • 263' Up 80.29 m Up • 223' Down 68.09 m Down
Perkins Trail
4.3 mi 6.8 km • 525' Up 159.95 m Up • 727' Down 221.7 m Down
Medium Loop
2.0 mi 3.2 km • 281' Up 85.53 m Up • 168' Down 51.34 m Down
Stairway to Heaven Overlook Spur
0.1 mi 0.1 km • 0' Up 0 m Up • 21' Down 6.32 m Down
Pomperaug Trail - Blue
1.7 mi 2.7 km • 307' Up 93.56 m Up • 173' Down 52.76 m Down
Interpretive Trail
0.7 mi 1.1 km • 48' Up 14.56 m Up • 48' Down 14.48 m Down
Oakdale Trail
1.4 mi 2.3 km • 76' Up 23.26 m Up • 194' Down 59.12 m Down
Multi-use Trail
3.1 mi 5.0 km • 87' Up 26.59 m Up • 170' Down 51.95 m Down
Norwalk River Valley Trail: Redding Mile
0.8 mi 1.3 km • 20' Up 5.98 m Up • 69' Down 20.98 m Down