About hiking in Putnam County

Putnam County, New York has 128 named trails tagged for hiking, covering 336 miles, an average of 2.6 miles each. The longest is Roaring Brook Trail, at 14.8 miles. 22 run 5 miles or longer.

What the hiking trails in Putnam County are like

By length, 59 are under a mile, 47 run 1 to 5 miles, and 22 are 5 miles or longer. 19 are loops, ending where they start; the longest is Roaring Brook Trail, at 14.8 miles.

Of the 126 with measured elevation, Roaring Brook Trail climbs the most, about 4,092 ft, and 23 gain 1,000 ft or more.

All 128 hiking trails, longest first

Roaring Brook TrailHike14.8 mi Fahnestock TrailHike12.9 mi Blue TrailHike12.6 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 Three Lakes TrailHike9.1 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 Undercliff TrailHike7.3 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 Moneyhole Mountain Trail (yellow)HikeMTB5.0 mi White TrailHike4.7 mi Undercliff Trail (Yellow)Hike4.2 mi Old Mine Railroad TrailHike3.7 mi Osborn LoopHike3.6 mi Osborne LoopHike3.6 mi Washburn TrailHike3.6 mi Washburn Trail (White)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 Nelsonville TrailHike2.0 mi Pelton Pond TrailHike2.0 mi Oscawana Ridge TrailHike1.9 mi Oscawana Ridge Trail (Yellow)Hike1.9 mi Lonestar TrailHike1.9 mi Nelsonville Trail (Green)Hike1.9 mi Trout Brook TrailHike1.9 mi Wilkinson Memorial TrailHike1.8 mi Carriage ConnectorHike1.8 mi Green TrailHike1.8 mi OrangeHike1.7 mi Charcoal Burners Trail (Red)Hike1.7 mi Wiccopee TrailHike1.7 mi School Mountain RoadHikeMTB1.7 mi Hawk Rock Trail (red)Hike1.7 mi Horse Pound Brook Trail (orange)Hike1.6 mi Diverting Reservoir TrailHike1.5 mi Wilkinson Memorial Trail (Yellow)Hike1.3 mi Brook TrailHike1.3 mi Red Trail (Little Stony Point)Hike1.2 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 Split Rock TrailHike1.0 mi redHike1.0 mi Candlewood Hill TrailHike1.0 mi Candlewood Hill Trail (Red)Hike1.0 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 Charcoal Burners / Fahnestock TrailHike0.3 mi Entry TrailHike0.3 mi blue + yellowHike0.2 mi Purple TrailHike0.2 mi Sunk Mine RailroadHike0.2 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 Cornish Connector Trail (Red/Blue)Hike0.1 mi Nelsonville / Undercliff TrailHike0.1 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 October 4, 2026.