About hiking in Putnam County

Putnam County, New York has 129 named trails tagged for hiking, covering 317 miles, an average of 2.5 miles each. The longest is Roaring Brook Trail, at 14.8 miles. 21 run 5 miles or longer.

All 129 hiking trails, longest first

Roaring Brook TrailHike14.8 mi Fahnestock TrailHike12.9 mi Putnam County Trailway - cyclingHikeMTB12.2 mi Putnam County Trailway - hikingHike12.2 mi Putnam TrailwayHikeMTB11.4 mi Highlands TrailHike11.1 mi hikingHike10.8 mi Yellow TrailHike10.0 mi Perkins TrailHike9.4 mi blue trailHike9.0 mi Hudson Valley Greenway Trail (Brewster to Pawling)Hike8.9 mi Catfish LoopHike8.7 mi Hudson Valley Greenway Trail (Mahopac to Brewster)Hike8.3 mi Moneyhole Mountain TrailHike6.9 mi School Mountain TrailHike6.6 mi blueHike6.5 mi YellowHike6.3 mi Clove Creek TrailHikeMTB6.0 mi Charcoal Burners TrailHike6.0 mi White TrailHike5.1 mi Moneyhole Mountain Trail (yellow)HikeMTB5.0 mi Undercliff TrailHike3.7 mi Osborn LoopHike3.6 mi Osborne LoopHike3.6 mi Washburn TrailHike3.6 mi Washburn Trail (White)Hike3.6 mi Undercliff Trail (Yellow)Hike3.6 mi Maybrook TrailwayHikeMTB3.6 mi whiteHike3.5 mi Hubbard LoopHikeMTB3.4 mi White-Green trail (guess)Hike3.1 mi Sugarloaf TrailHike2.9 mi Glenclyffe LoopHike2.8 mi Breakneck Ridge Trail (White)Hike2.8 mi Arden Point TrailHike2.7 mi Red TrailHike2.7 mi East Mountain LoopHike2.7 mi Cornish TrailHike2.5 mi Cornish Trail (Blue)Hike2.5 mi Round Hill Bypass TrailHike2.4 mi Cabot TrailHike2.0 mi Wiccopee TrailHike2.0 mi Nelsonville TrailHike2.0 mi Pelton Pond TrailHike2.0 mi Oscawana Ridge TrailHike1.9 mi Oscawana Ridge Trail (Yellow)Hike1.9 mi Nelsonville Trail (Green)Hike1.9 mi Carriage ConnectorHike1.8 mi OrangeHike1.7 mi Wilkinson Memorial TrailHike1.7 mi Charcoal Burners Trail (Red)Hike1.7 mi School Mountain RoadHikeMTB1.7 mi Hawk Rock Trail (red)Hike1.7 mi Horse Pound Brook Trail (orange)Hike1.6 mi Trout Brook TrailHike1.6 mi Diverting Reservoir TrailHike1.5 mi Old Mine Railroad TrailHike1.3 mi Three Lakes TrailHike1.3 mi Brook TrailHike1.3 mi Red Trail (Little Stony Point)Hike1.2 mi Wilkinson Memorial Trail (Yellow)Hike1.2 mi Green TrailHike1.2 mi Roaring Brook Access TrailHikeMTB1.2 mi Round Hill Bypass Trail (Green)Hike1.2 mi California Hill RoadHikeMTB1.1 mi Castle Rock TrailHike1.1 mi Sunk Mine RailroadHike1.1 mi redHike1.0 mi Candlewood Hill TrailHike1.0 mi Candlewood Hill Trail (Red)Hike1.0 mi Lonestar TrailHike1.0 mi Lonestar Trail (Blue)Hike1.0 mi purpleHike0.9 mi yellow sploch + blue ribbonHike0.9 mi Oscawana Lake TrailHike0.8 mi (bing guess)Hike0.8 mi Hudson Valley Greenway Trail (Brewster Village)Hike0.8 mi Frances Steven sReese Woodland Trail of DiscoveryHike0.7 mi Cliff TrailHike0.7 mi Cliff Trail (yellow)Hike0.7 mi Lake Gleneida Walking TrailHike0.6 mi Sterling Farm Trail (red)Hike0.6 mi Curry PondHike0.6 mi Mungers RoadHikeMTB0.6 mi Fahnestock / Perkins TrailHikeMTB0.6 mi Chimney Top TrailHike0.6 mi Chimney Top Trail (White)HikeMTB0.6 mi North Redoubt TrailHike0.5 mi North Redoubt Trail (Red)Hike0.5 mi Undercliff Bypass Trail (Green)Hike0.5 mi Barrett RoadHike0.5 mi North Spillway TrailHike0.5 mi Mooney Hill RoadHike0.5 mi Leaf TrailHike0.5 mi Bare HillHike0.5 mi Orange TrailHike0.5 mi Tom's TrailHike0.4 mi Moneyhole Mountain Access Trail (green)HikeMTB0.4 mi White-Green TrailHike0.4 mi Old Forge TrailHike0.4 mi Squirrel TrailHike0.4 mi brown (Squirrel Trail) (guess)Hike0.3 mi Yellow Birch TrailHike0.3 mi orange & blue ribbonsHike0.3 mi Blue / White TrailHike0.3 mi yellow (duck trail)Hike0.3 mi Split Rock TrailHike0.3 mi Split Rock Trail (Red)Hike0.3 mi Charcoal Burners / Fahnestock TrailHike0.3 mi Entry TrailHike0.3 mi blue + yellowHike0.2 mi Purple TrailHike0.2 mi Highlands / Yellow TrailHike0.2 mi Red-White-Blue TrailHike0.2 mi red trail?Hike0.2 mi Breakneck Ridge Trail (White) Alternate (easier)Hike0.2 mi Overlook Trail (Little Stony Point, Green)Hike0.2 mi Orange-White TrailHike0.2 mi orange (turtle) (guess)Hike0.2 mi Fishing Access TrailHike0.2 mi South Spillway TrailHike0.1 mi Lake Surprise RoadHike0.1 mi yellow (tiny markers)Hike0.1 mi Cornish Connector TrailHike0.1 mi Undercliff (Yellow) / Nelsonville (Green) TrailsHike0.1 mi Cornish Connector Trail (Red/Blue)Hike0.1 mi orange (turtle)Hike0.1 mi Toms PathHike0.1 mi Orange-Blue TrailHike0.1 mi

← All Putnam County trails

Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt August 9, 2026.