About hiking in Westchester County

Westchester County, New York has 537 named trails tagged for hiking, covering 808 miles, an average of 1.5 miles each. The longest is Blue Trail, at 44.0 miles. 24 run 5 miles or longer.

What the hiking trails in Westchester County are like

By length, 387 are under a mile, 126 run 1 to 5 miles, and 24 are 5 miles or longer. 89 are loops, ending where they start; the longest is Deer Hollow Trail, at 7.9 miles.

Of the 180 with a difficulty rating, 88 easy, 63 moderate, and 29 hard. Of the 537 with measured elevation, Blue Trail climbs the most, about 5,732 ft, and 12 gain 1,000 ft or more.

Hiking Trails — page 1 of 2

Blue TrailHikeMTB44.0 mi White TrailHikeMTB41.3 mi Yellow TrailHikeMTB35.9 mi Red TrailHikeMTB33.8 mi Green TrailHikeMTB24.0 mi Colonial GreenwayHike21.7 mi Old Croton Aqueduct TrailHikeMTB21.5 mi North County TrailwayHikeMTB20.5 mi North County Trailway - hikingHike20.5 mi Orange TrailHikeMTB18.9 mi Briarcliff-Peekskill TrailwayHike16.6 mi South County TrailwayHikeMTB15.9 mi Hudson Valley Greenway Trail (New Castle to Mahopac)Hike13.2 mi Bronx River PathwayHikeMTB12.7 mi Tarrytown Lakes Trail SystemHike10.1 mi Hudson Valley Greenway Trail (Elmsford to New Castle)Hike9.8 mi Teatown-Kitchawan TrailHike9.3 mi Deer Hollow TrailHike7.9 mi Three Lakes LoopHike6.4 mi Red LoopHikeMTB5.5 mi Leatherstocking TrailHike5.5 mi Myx MonsterHike5.5 mi Taconic Bridge TrailHike5.2 mi Fox Hill TrailHike5.1 mi Purple TrailHike4.8 mi Brown TrailHike4.1 mi Raptor Ridge TrailHike3.8 mi Hilltop LoopHike3.7 mi hikingHike3.6 mi Yellow LoopHikeMTB3.5 mi Jack Harrington GreenwayHike3.5 mi Kennedy Rail TrailHike3.4 mi Camp Smith TrailHike3.4 mi Cliffdale LoopHike3.3 mi Blue Trail (Main Loop)HikeMTB3.1 mi Lakeside LoopHike3.1 mi Cliffdale-Teatown TrailHike3.1 mi Blue Mountain Summit TrailHike3.0 mi Upper Village Trail LoopHike2.9 mi Butler TrailHike2.9 mi Highland TrailHike2.9 mi Angle Fly PerserveHike2.8 mi John Jay Community TrailHike2.7 mi Cole Kettle TrailHike2.7 mi Lake 2.5 mile LoopHike2.7 mi Pond LoopHike2.6 mi Old Farmland TrailHike2.6 mi StingerHike2.6 mi Southern LoopHike2.5 mi Snake Hill TrailHike2.5 mi Hidden Valley LoopHike2.5 mi Blue LoopHikeMTB2.4 mi Sylvan Glen TrailHike2.4 mi Hutchinson River PathwayHike2.4 mi Hayfield on Keeler TrailHike2.4 mi Rocky GlenHike2.4 mi Croton Gorge TrailHikeMTB2.3 mi LimboHikeMTB2.3 mi Boundary TrailHike2.3 mi RamblerHikeMTB2.3 mi Ledge TrailHike2.2 mi Brothers' PathHike2.2 mi Hudson HighlandsHike2.2 mi Fire Tower TrailHikeMTB2.2 mi Dickey Brook TrailHike2.1 mi Blue / Red TrailHike2.1 mi RiverwalkHikeMTB2.1 mi History LoopHike2.1 mi Perry RoadHike2.1 mi 13 Bridges LoopHike2.0 mi Long TrailHike2.0 mi Dr. JekyllHikeMTB2.0 mi Tarrytown Lakes ExtensionHikeMTB2.0 mi Tarrytown Lakes Extension TrailHikeMTB1.9 mi Todd Pond TrailHike1.9 mi Pocantico River TrailHike1.9 mi Covered BridgeHike1.9 mi Old Sib TrailHike1.8 mi TumbleweedHikeMTB1.8 mi Overlook LoopHike1.8 mi My Favorite TrailHikeMTB1.8 mi Pink TrailHikeMTB1.7 mi Laurel Rock TrailHike1.7 mi Teatown Kitchawan TrailHike1.7 mi DebacleHikeMTB1.7 mi Overlook TrailHike1.7 mi Briarcliff-Peekskill TrailHike1.6 mi Sentry Ridge TrailHike1.6 mi River View TrailHike1.6 mi Algonquin TrailHike1.6 mi Spruce Lake TrailHike1.6 mi High Quarry TrailHike1.6 mi Old Growth Forest Trail (red)Hike1.6 mi Turtle Pond TrailHike1.6 mi Old Farm TrailHike1.6 mi Ferguson Lake TrailHike1.6 mi Westchester RiverWalkHikeMTB1.5 mi G Trail - and Yorktown TrailwayHikeMTB1.5 mi SwitchbackHikeMTB1.5 mi Green LoopHike1.5 mi Hillside TrailHike1.5 mi Spruce Hill TrailHike1.4 mi Ridge TrailHike1.4 mi Croton RiverWalkHikeMTB1.4 mi Seminary Ridge TrailHikeMTB1.4 mi Leonard Park to Marsh Sanctuary TrailHike1.4 mi Bunny TrailHike1.4 mi Laurel TrailHike1.4 mi Buttermilk HillHike1.4 mi Lost Pond TrailHike1.4 mi G Trail - Yorktown TrailwayHikeMTB1.4 mi Chestnut Hill TrailHike1.4 mi Cole Kettle Trail (yellow)Hike1.4 mi Wood Thrush TrailHike1.4 mi Upper TrailHike1.3 mi North Brothers LoopHikeMTB1.3 mi Broad TrailHike1.3 mi BRLA TrailHike1.3 mi Sitting DuckHikeMTB1.3 mi Old Barn TrailHike1.3 mi Maple LoopHike1.3 mi Colonial Greenway / Yellow TrailHike1.2 mi White Oak TrailHike1.2 mi Leatherman's LoopHike1.2 mi South LoopHikeMTB1.2 mi Valeria LoopHikeMTB1.2 mi Lucy's LoopHike1.2 mi Hemlock Lake TrailHike1.2 mi Richards WayHikeMTB1.2 mi Philippe's WayHike1.2 mi Weckquaesgeek TrailHike1.2 mi Boyce Thompson LaneHikeMTB1.2 mi Brookside TrailHike1.1 mi Lakeview LoopHike1.1 mi Veery TrailHike1.1 mi Dragon Fly TrailHike1.1 mi white trail connectorHike1.1 mi South BroadwayHikeMTB1.1 mi Red Trail (hiking trail in park)Hike1.1 mi Big Tree LoopHike1.1 mi Hemlock TrailHike1.1 mi Leander's WayHike1.1 mi Mohansic TrailwayHike1.1 mi Swamp LoopHike1.1 mi Split Rock TrailHike1.0 mi B TrailHikeMTB1.0 mi Cliff TrailHike1.0 mi Spring TrailHike1.0 mi Parkway TrailHikeMTB1.0 mi Onatru Farm TrailHike1.0 mi Hudson Pines RoadHike1.0 mi Valley TrailHikeMTB1.0 mi Catamount Hill LoopHike1.0 mi Lower LoopHike1.0 mi Doc's TrailHike1.0 mi Turkey TrailHike0.9 mi Douglas Hill LoopHike0.9 mi David's LoopHike0.9 mi Tulip Tree TrailHike0.9 mi Reservoir LoopHike0.9 mi White Plains GreenwayHike0.9 mi G TrailHikeMTB0.9 mi Goat TrailHike0.9 mi Old Goldens Bridge LoopHike0.9 mi Eastern LoopHike0.9 mi East Coast GreenwayHikeMTB0.9 mi Otter RambleHikeMTB0.9 mi Eric's Over the LogHikeMTB0.9 mi Yellow Trail (lower preserve)Hike0.9 mi Leatherman Overlook TrailHike0.9 mi Kate Kennard TrailHikeMTB0.9 mi Eagle HillHike0.9 mi Chickadee TrailHike0.9 mi Vernay Lakeside ConnectorHike0.9 mi Estherwood Trail (blue)Hike0.9 mi Upper Loop Trail (blue)Hike0.8 mi Upper SisHikeMTB0.8 mi Catamount Hill TrailHike0.8 mi Fern Trail (white)Hike0.8 mi Perimeter TrailHike0.8 mi Ned's Left LungHike0.8 mi Greenrock RoadHike0.8 mi Central LoopHike0.8 mi Fox Run TrailHike0.8 mi Hickory TrailHike0.8 mi Brook TrailHike0.8 mi Coyote TrailHike0.8 mi 2 Crew LiveHikeMTB0.8 mi County LaneHike0.8 mi County Park RoadHikeMTB0.8 mi Birdhouse LoopHike0.8 mi Birdhouse Loop (white)Hike0.8 mi Farm Meadow TrailHike0.8 mi Northern Orange TrailHike0.8 mi The Fern TrailHike0.8 mi W Trail - CircolaraHikeMTB0.8 mi Ash Tree LoopHike0.8 mi Lost Pond Trail (white)Hike0.7 mi Yellow Trail Outer LoopHike0.7 mi Northern LoopHike0.7 mi R TrailHikeMTB0.7 mi Old Blue Moon Trail (unmarked)Hike0.7 mi Gory Brook RoadHike0.7 mi Old Race TrackHike0.7 mi Middle Earth TrailHike0.7 mi Phenology TrailHike0.7 mi Crystal Springs TrailHike0.7 mi Pruyn Trail (green)Hike0.7 mi Richard's Preserve trailHike0.7 mi Schoolhouse Road TrailHike0.7 mi Rock Wall LoopHike0.7 mi Hudson LoopHike0.7 mi Purple LoopHikeMTB0.7 mi Armstrong LoopHike0.7 mi Super Sketchy Blue Moon TrailHike0.7 mi Andre Brook TrailHikeMTB0.7 mi Wood Thrush Trai (yellow)Hike0.7 mi Y TrailHikeMTB0.7 mi Covered Bridge TrailHike0.7 mi Woodlands TrailHikeMTB0.7 mi Bailey'sHike0.7 mi Mudflats TrailHike0.7 mi Hawk Watch TrailHike0.7 mi Bauer Meadow Hill TrailHike0.7 mi Old Sleepy Hollow Road TrailHike0.7 mi Upper Trail (red)Hike0.6 mi Flying Squirrel TrailHike0.6 mi Upper Meadow Trail (red)Hike0.6 mi Criss-CrossHikeMTB0.6 mi Red Trail (ridge trail)Hike0.6 mi Blue Trail WestHike0.6 mi Western TrailHike0.6 mi BoulderdashHikeMTB0.6 mi Meadow TrailHike0.6 mi Foundation LoopHike0.6 mi Hill to Meadow TrailHike0.6 mi Bluebird TrailHike0.6 mi Ravine TrailHike0.6 mi Yellow Trail (Upper Updraft)HikeMTB0.6 mi Saw Mill River TrailHike0.6 mi Glebe Trail (blue)Hike0.6 mi Hunter Brook TrailHikeMTB0.6 mi Chinese Garden TrailHike0.6 mi Thruway TrailHikeMTB0.6 mi Hemlock Ravine TrailHike0.6 mi MotorcycleHikeMTB0.6 mi Witch's Spring TrailHike0.6 mi Easy LoopHike0.6 mi Easy Loop TrailHike0.6 mi Colonial Greenway (blue with white stars)Hike0.6 mi Blue ConnectorHike0.6 mi Easy Loop Trail (tan)Hike0.6 mi El CapitanHikeMTB0.6 mi Swamp View TrailHike0.6 mi Peggy's WayHike0.6 mi O TrailHikeMTB0.6 mi Red and White TrailHike0.6 mi The Dragon Fly TrailHike0.5 mi Hemlock Trail (orange)Hike0.5 mi North Forty Trail (red)Hike0.5 mi Old Church Lane Preserve TrailHike0.5 mi Sprain Slick Rock TrailHikeMTB0.5 mi Hip HopHike0.5 mi Stone Barns PathHike0.5 mi Three Island Pond TrailHike0.5 mi Hudson River Greenway TrailHike0.5 mi Aqueduct TrailHike0.5 mi Leddy TrailHike0.5 mi Pocantico Gate TrailHike0.5 mi Lower Loop Trail (red)Hike0.5 mi On Your BackHikeMTB0.5 mi North Salem TrailHike0.5 mi Bald MountainHike0.5 mi Forest Trail (blue)Hike0.5 mi Upper Hillside TrailHike0.5 mi Catbird TrailHike0.5 mi Raven's Rock TrailHike0.5 mi Hardscrabble Trail (white)Hike0.5 mi YokohamaHikeMTB0.5 mi Middle StingerHikeMTB0.5 mi Deer TrailHike0.5 mi Leonard Park-Marsh LoopHike0.5 mi The Bunny TrailHike0.5 mi Chemka Pool TrailHike0.5 mi Purple Red TrailHike0.5 mi Rockwood Hall Brook TrailHike0.5 mi Beech TrailHike0.5 mi Outer Meadow TrailHike0.4 mi Strang TrailHikeMTB0.4 mi Upper Gardens TrailHike0.4 mi Blue Trail LoopHike0.4 mi Kaplan's Pond TrailHike0.4 mi Nature's Way TrailHike0.4 mi Turtle TrailHike0.4 mi River Trail (green)Hike0.4 mi White / Yellow TrailHike0.4 mi Cliff Emanuelson TrailHike0.4 mi Rochambeau RambleHike0.4 mi Lower Blue TrailHike0.4 mi FlowHikeMTB0.4 mi

← All Westchester 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 September 24, 2026.