Orange County Hiking Trails, NY | Trailmonger

380

Hiking

636 mi

Total length

Ramapo Dunderberg TrailHike21.9 mi Stillman TrailHike17.2 mi White Bar TrailHike13.8 mi Jessup TrailHike13.1 mi 1779 TrailHike11.6 mi Long Path - Section 7Hike10.8 mi Scenic TrailHike10.2 mi Triangle TrailHike9.8 mi Long Path - Section 6Hike9.5 mi Ramapo-Dunderberg TrailHike8.3 mi Orange Heritage TrailwayHikeMTB8.3 mi Sapphire TrailHike8.3 mi Sterling Ridge TrailHike8.1 mi Fire Tower TrailHike7.7 mi Winding Waters TrailHike7.7 mi West Valley TrailHike7.6 mi Long PathHike7.4 mi White Cross TrailHike7.2 mi Bare Rock TrailHike7.1 mi Menomine TrailHike7.1 mi Popolopen Gorge TrailHike7.0 mi Howell TrailHike6.8 mi Dunning TrailHike6.8 mi Victory TrailHike6.6 mi Red Back Hike TrailHike6.3 mi Nurian TrailHike6.3 mi Doris Duke TrailHike6.0 mi Indian Hill LoopHike5.8 mi Arden - Surebridge TrailHike5.8 mi Long Swamp TrailHike5.7 mi Red TrailHike5.7 mi 1777 W TrailHike5.3 mi Blue Disc TrailHike5.1 mi Arden-Surebridge TrailHike5.0 mi Wildcat Mountain TrailHike4.7 mi Lake to Lake TrailHike4.6 mi Anthony Wayne TrailHike4.4 mi Silvermine RoadHike4.3 mi Lake Askoti LoopHike4.0 mi Otterkill TrailHike4.0 mi Lenape Ridge Trail (Red)Hike3.9 mi West Ridge TrailHike3.9 mi Western Ridge TrailHike3.9 mi McKeags Meadow TrailHike3.8 mi Barton Swamp TrailHike3.8 mi Allis TrailHike3.6 mi Outer LimitsHike3.6 mi Meadow LoopHike3.5 mi Townsend TrailHike3.5 mi Old Railroad TrailHike3.4 mi Seasonal Long PathHike3.2 mi Sterling Valley LoopHike3.1 mi Orange Heritage Trail ExtensionHikeMTB3.1 mi Shawangunk Ridge Trail / Long Path (Aqua)Hike3.1 mi Redback Hike Pink BlazeHike3.0 mi Major Welch TrailHike3.0 mi Sackett TrailHike3.0 mi Blue TrailHikeMTB3.0 mi Minisink Trail (Yellow)Hike3.0 mi Walden-Walkill Rail TrailHikeMTB3.0 mi Dejay Downs Trail (advanced)Hike3.0 mi Camp Orange RoadHike2.9 mi Goose Pond Mountain TrailHike2.9 mi Stillman Spring TrailHike2.8 mi Painted ApronHike2.7 mi Trestle TrailHike2.7 mi Lazy Hill RoadHike2.6 mi Appalachian Trail;Ramapo-Dunderberg TrailHike2.6 mi Conklin RoadHike2.5 mi Bluebird TrailHike2.4 mi Black Rock Hollow TrailHike2.3 mi White Oak TrailHike2.3 mi Scofield LaneHikeMTB2.2 mi Munsee Eagle NorthHikeMTB2.2 mi Shawangunk Ridge Trail (Blue)Hike2.2 mi Sterling Lake LoopHike2.2 mi Lost Bear Trail (intermediate)Hike2.2 mi Orange County Heritage TrailHikeMTB2.1 mi Island Pond RoadHikeMTB2.1 mi Bypass TrailHikeMTB2.0 mi D&H Canal TowpathHike2.0 mi Drakes TrailHikeMTB2.0 mi Bockey Swamp TrailHike2.0 mi Bottle Cap TrailHike2.0 mi Bottlecap TrailHike2.0 mi Long Meadow ExtensionHike1.9 mi Green TrailHike1.9 mi Brooks Pond TrailHike1.9 mi O&W Rail TrailHike1.9 mi McKeags MeadowHike1.9 mi Blueberry KarmaHike1.8 mi Oak Road WestHike1.8 mi Ramapo-Dunderberg/Appalachian TrailHike1.8 mi Sweet Clover TrailHike1.8 mi Hutchinson TrailHikeMTB1.8 mi Windsor TrailHikeMTB1.8 mi Appalachian Trail ConnectorHike1.7 mi Escarpment TrailHikeMTB1.7 mi Schunnemunk Meadows TrailHike1.7 mi White TrailHike1.7 mi Pochuck Mountain TrailHike1.7 mi FlintlockHike1.7 mi Lichen TrailHike1.7 mi Orange TrailHikeMTB1.6 mi Hickory Hollow RoadHike1.6 mi Sweet CloverHike1.6 mi Highland Lake RoadHikeMTB1.6 mi Walt's Keep Trail (moderate)Hike1.6 mi OrangeHike1.6 mi Scout's Honor Trail (intermediate)Hike1.5 mi Dark HollowHike1.5 mi Dark Hollow TrailHike1.5 mi Old West Point RoadHike1.5 mi Timp-Torne TrailHike1.5 mi Furnace LoopHike1.5 mi Upper Ridge TrailHike1.5 mi White-Blazed TrailHike1.5 mi Chatfield TrailHike1.5 mi Compartment TrailHike1.5 mi Parker Cabin HollowHike1.5 mi Bobcat TrailHike1.5 mi Tuxedo-Mount Ivy TrailHike1.5 mi Lange Farm TrailHikeMTB1.5 mi Ant Hill TrailHikeMTB1.4 mi Appalachian Trail;1779 TrailHike1.4 mi Hogback Mountain TrailHike1.4 mi Askoti-Tiorati TrailHike1.4 mi Appalachian Trail;Highlands TrailHike1.4 mi Parker Cabin Hollow TrailHike1.4 mi Continental RoadHike1.4 mi Old ATV TrailHike1.4 mi Power Line TrailHikeMTB1.4 mi Honey Hill TrailHike1.4 mi Popologen Gorge TrailHike1.4 mi Tufted Trail (moderate)Hike1.3 mi Pine Meadow TrailHike1.3 mi Pine Meadown TrailHike1.3 mi Inwood RoadHike1.3 mi Red BackHike1.3 mi Juda Hunter Trail (intermediate)Hike1.3 mi Arthur TrailHike1.3 mi Tower Vue TrailHike1.3 mi DawnHikeMTB1.3 mi Nawahunta Fire RoadHike1.2 mi Towpath Trail (advanced)Hike1.2 mi Reservoir Road Trail (moderate)Hike1.2 mi Lenni Lenape Trail (moderate)Hike1.2 mi Unmarked Dirt TrailHike1.2 mi Pittman RobertsonHikeMTB1.2 mi Ant Ramble TrailHikeMTB1.1 mi Surebridge Swamp RoadHike1.1 mi Spano RoadHike1.1 mi Ravine Trail (White)Hike1.1 mi White Cloud TrailHike1.0 mi Munsee EageHikeMTB1.0 mi Beaver Pond TrailHike1.0 mi Fire Tower Trail / West Valley TrailHike1.0 mi McKeon Loop TrailHike1.0 mi Turntable Trail (advanced)Hike1.0 mi Sugaree Trail (intermediate)Hike1.0 mi Augusta Mine TrailHike1.0 mi Munsee Eagle SouthHikeMTB1.0 mi CampHikeMTB1.0 mi Ridge to Ridge TrailHike1.0 mi Hurst TrailHike1.0 mi Wedgewood DriveHike1.0 mi D & H Canal & Gravity Railroad Heritage Corridor - Port Jervis Branch TrailHike1.0 mi Red Back SouthHike0.9 mi Armstrong Lane TrailHike0.9 mi Fire Tower Connector TrailHike0.9 mi McKeags Meadow ConnectorHike0.9 mi Skyline Path (moderate)Hike0.9 mi Old Arden RoadHikeMTB0.9 mi Unmarked TrailHike0.9 mi Pine Swamp RoadHike0.9 mi Pufftown RoadHike0.9 mi Redback SouthHike0.9 mi Lakeville Ironworks TrailHike0.9 mi Oak RoadHike0.9 mi Graham Fire Tower Trail (Red)Hike0.9 mi Delaware Trail (easy)Hike0.9 mi BearHikeMTB0.9 mi Hasenclever Mountain TrailHike0.9 mi V Notch TrailHikeMTB0.9 mi Sara's WayHikeMTB0.9 mi Summer Hill RoadHike0.8 mi GreenHike0.8 mi Butter Hill TrailHike0.8 mi Arden-Surebridge Trail / Long PathHike0.8 mi Tallulah Trail (intermediate)Hike0.8 mi Duggan TrailHike0.8 mi Center Ridge TrailHike0.8 mi Starcrawf Trail (moderate)Hike0.8 mi Nat Stillman TrailHike0.8 mi Moranigan ExtensionHike0.8 mi Horse TrailHikeMTB0.8 mi Lake Skemonto TrailHike0.8 mi Campsite Trail (moderate)Hike0.8 mi Indian Hill TrailHike0.8 mi Stahahe Brook TrailHike0.8 mi DukesHike0.8 mi Cosmic CharlieHike0.7 mi H. Peter Stern TralHike0.7 mi Orchard TrailHike0.7 mi Village Vista TrailHike0.7 mi Resevoir TrailHike0.7 mi Reservoir TrailHike0.7 mi Ramapo-Dunderberg-Tuxedo-Mount Ivy TrailHike0.7 mi Pond TrailHikeMTB0.7 mi Colden TrailHikeMTB0.7 mi RedbackHike0.7 mi Holography Trail (moderate)Hike0.7 mi Pine View Trail (easy)Hike0.7 mi 5 BridgesHike0.7 mi Cranberry Mine TrailHike0.6 mi Poult's Attack Trail (advanced)Hike0.6 mi Beginner's Berm Trail (easy)Hike0.6 mi Rock Wall TrailHike0.6 mi Pine RootHikeMTB0.6 mi Brant Path (easy)Hike0.6 mi Huguenot HillHike0.6 mi Heritage TrailHike0.6 mi Pine Meadow ConnectorHike0.6 mi Highalnds TrailHike0.6 mi Warbler TrailHike0.6 mi SaratogaHike0.6 mi Meadow View TrailHikeMTB0.6 mi Appalachian Trail;Timp-Torne TrailHike0.6 mi CausewayHikeMTB0.6 mi Mahackamacck Trail (moderate)Hike0.6 mi Yrizarry TrailHike0.6 mi Price Check Trail (advanced)Hike0.6 mi Lower Ridge TrailHike0.6 mi Island Pond TrailHike0.6 mi Drunken Rich TrailHike0.6 mi Moonbeam O&W Railroad Bed East TrailHike0.5 mi Sibyl's PathHike0.5 mi Brook TrailHike0.5 mi North Shore RoadHikeMTB0.5 mi Marsh TrailHike0.5 mi Stahahe High Peak TrailHike0.5 mi Flirtation WalkHike0.5 mi Maple AlleeHike0.5 mi McKeags Meadow / Red BackHike0.5 mi Twin Forts TrailHike0.5 mi Appalachian Trail;Anthony Wayne TrailHike0.5 mi Out N Back Path (moderate)Hike0.5 mi Moranigan Trail (intermediate)Hike0.5 mi Long TrailHike0.5 mi Snowmobile TrailHike0.5 mi Big Trees TrailHikeMTB0.5 mi Bryan's WayHikeMTB0.5 mi BlueHike0.5 mi Louis V. Mills Memorial Trail (White)Hike0.5 mi Hogback ConnectorHike0.5 mi Giant Steps TrailHikeMTB0.5 mi Juda HunterHike0.4 mi FiestaHikeMTB0.4 mi Hula Hubbard Trail (intermediate)Hike0.4 mi Eagle Lake TrailHike0.4 mi hikingHike0.4 mi Ice TrailHike0.4 mi Crooked RoadHike0.4 mi Ohanzee Trail (moderate)Hike0.4 mi Sterling Mine Rd Bypass TrailHike0.4 mi Hudson WalkHike0.4 mi Michael W. McCarthy Memorial Riverside WalkwayHike0.4 mi Cactus TrailHikeMTB0.4 mi Eagle Valley Rd Bypass TrailHike0.4 mi Southfields Branch RailwayHike0.4 mi Clove Furnace DriveHikeMTB0.4 mi Kellys Pond TrailHike0.4 mi Out N BackHike0.3 mi Short TrailHike0.3 mi Townsend Trail / Wildcat Mountain TrailHike0.3 mi Bull Mine TrailHike0.3 mi Chester Commons Hiking TrailHike0.3 mi Unmaintained dirt roadHike0.3 mi Yellow TrailHike0.3 mi Moonbeam O&W Railroad Bed WestTrailHike0.3 mi Lake Tiorati TrailHike0.3 mi Middle EarthHikeMTB0.3 mi Broken Ties Path (moderate)Hike0.3 mi MuskratHikeMTB0.3 mi Pond ExtensionHikeMTB0.3 mi Megaliths TrailHike0.3 mi PrimeHikeMTB0.3 mi (new tail) Pink RibbonHike0.3 mi Narrows Trail (moderate)Hike0.3 mi Ledge TrailHike0.3 mi ShieldsHikeMTB0.2 mi Rut TrailHike0.2 mi White Bar/Dunning TrailHike0.2 mi Point Peter TrailHike0.2 mi Ivy LaneHike0.2 mi Broken TiesHike0.2 mi Lindenwood DriveHike0.2 mi Throwing Stones Trail (intermediate)Hike0.2 mi Red/Yellow TrailHike0.2 mi Great Swamp BoardwalkHike0.2 mi

← All Orange 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 July 26, 2026.