Family Friendly Hiking Trails
near West Simsbury, Connecticut
West Simsbury, Connecticut
Recommended Routes, Photos, & More

Overlook Mountain Trail
2.3 mi 3.7 km • 1,376' Up 419.27 m Up • 0' Down 0 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

Orange Reservoir Loop
1.7 mi 2.8 km • 12' Up 3.73 m Up • 11' Down 3.39 m Down

Saugatuck Trail
10.7 mi 17.3 km • 907' Up 276.43 m Up • 1,092' Down 332.76 m Down

Shelton Lakes Recreation Path
4.4 mi 7.1 km • 263' Up 80.29 m Up • 223' Down 68.09 m Down
Reservoir Road
6.9 mi 11.1 km • 987' Up 300.98 m Up • 404' Down 123.14 m Down

Nepaug Dam Trail
1.0 mi 1.6 km • 61' Up 18.51 m Up • 75' Down 22.84 m Down

Law Memorial Park Walking Path
0.4 mi 0.6 km • 19' Up 5.83 m Up • 16' Down 4.91 m Down
Manhan Rail Trail
5.2 mi 8.3 km • 41' Up 12.56 m Up • 111' Down 33.72 m Down
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
Green Trail
1.0 mi 1.6 km • 96' Up 29.28 m Up • 83' Down 25.44 m Down
Dutchess Rail Trail
15.0 mi 24.1 km • 446' Up 135.82 m Up • 471' Down 143.65 m Down
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

Ferry Landing Boardwalk
0.4 mi 0.7 km • 6' Up 1.96 m Up • 7' Down 2.16 m Down
Shoots & Ladders
1.1 mi 1.7 km • 108' Up 32.94 m Up • 82' Down 25.13 m Down
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

Richard Wishnie Park Walking Path
0.3 mi 0.5 km • 12' Up 3.74 m Up • 11' Down 3.31 m Down
Yellow Trail
0.4 mi 0.6 km • 18' Up 5.46 m Up • 25' Down 7.74 m Down
Mason Railroad Trail
6.1 mi 9.7 km • 92' Up 28.11 m Up • 359' Down 109.51 m Down
Federal Hill Fire Tower Trail
0.3 mi 0.5 km • 116' Up 35.4 m Up • 0' Down 0 m Down