About trails in Orange County, New York

Orange County has 377 named trails on the map, covering 681 miles in total, an average of 1.8 miles per trail. That is the 5th largest mapped trail network among 62 counties in New York. 340 of them are tagged for hiking and 62 for mountain biking.

The longest single trail is Orange Heritage Trail, at 27.5 miles. 32 trails run 5 miles or longer. Mapped points of interest in the county include 4 trailheads, 18 campsites, 13 waterfalls, and 24 boat launches. The nearest towns to these trails are Maybrook, Scotchtown, and Sparrow Bush.

What the trails in Orange County are like

By length, 194 are under a mile, 150 run 1 to 5 miles, and 32 are 5 miles or longer. 29 are loops, ending where they start; the longest is Sapphire Trail, at 8.6 miles.

Every one carries a difficulty rating: 172 easy, 187 moderate, and 17 hard. Of the 375 with measured elevation, Stillman Trail climbs the most, about 4,778 ft, and 39 gain 1,000 ft or more.

Explore by activity

377All trails

340Hiking 62Mountain biking

681Total miles

18Campsites

24Boat launches

13Waterfalls

4Trailheads

Orange Heritage TrailMTB27.6 mi Stillman TrailHike17.3 mi Ramapo Dunderberg TrailHike14.3 mi Jessup TrailHike13.1 mi Long Path - Section 7Hike10.8 mi Scenic TrailHike10.3 mi Schunnemunk Rail TrailMTB10.3 mi Long Path - Section 6Hike9.5 mi Sapphire TrailHike8.6 mi Ramapo-Dunderberg TrailHike8.3 mi Orange Heritage TrailwayHikeMTB8.3 mi Winding Waters TrailHike7.7 mi West Valley TrailHike7.6 mi Long PathHike7.4 mi White Cross TrailHike7.2 mi Fire Tower TrailHike7.2 mi Bare Rock TrailHike7.1 mi Popolopen Gorge TrailHike7.0 mi Howell TrailHike6.8 mi Dunning TrailHike6.8 mi Victory TrailHike6.6 mi Sterling Forest - Red Back6.4 mi Red Back Hike TrailHike6.3 mi Nurian TrailHike6.3 mi Indian Hill LoopHike6.1 mi Doris Duke TrailHike6.0 mi Arden - Surebridge TrailHike5.8 mi Long Swamp TrailHike5.7 mi Red TrailHike5.7 mi 1779 TrailHike5.6 mi Sterling Ridge TrailHike5.5 mi White Bar TrailHike5.1 mi Arden-Surebridge TrailHike5.0 mi Wildcat Mountain TrailHike4.9 mi Highland Lakes State Park4.7 mi Anthony Wayne TrailHike4.4 mi 1777 W TrailHike4.3 mi Lake to Lake TrailHike4.3 mi Triangle TrailHike4.2 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 Silvermine RoadHike3.8 mi Allis TrailHike3.6 mi Outer LimitsHike3.6 mi Meadow LoopHike3.5 mi Townsend TrailHike3.5 mi Menomine TrailHike3.5 mi Old Railroad TrailHike3.4 mi Long Meadow ExtensionHike3.3 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 Sackett TrailHike3.0 mi Blue TrailHikeMTB3.0 mi Minisink Trail (Yellow)Hike3.0 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 The LYne (teal blazes)MTB2.5 mi Conklin RoadHike2.5 mi Maple AvenueMTB2.5 mi Bluebird TrailHike2.4 mi Black Rock Hollow TrailHike2.3 mi White Oak TrailHike2.3 mi Scofield LaneHikeMTB2.2 mi Stewart - Scofield Lane Trail2.2 mi Munsee Eagle NorthHikeMTB2.2 mi Walden-Walkill Rail TrailHikeMTB2.2 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 Appalachian Trail;Ramapo-Dunderberg TrailHike2.1 mi Bypass TrailHikeMTB2.0 mi D&H Canal TowpathHike2.0 mi Bockey Swamp TrailHike2.0 mi Drakes TrailHikeMTB2.0 mi Bottle Cap TrailHike1.9 mi Bottlecap TrailHike1.9 mi Green TrailHike1.9 mi Highland Lakes - Green Trail1.9 mi Brooks Pond TrailHike1.9 mi O&W Rail TrailHike1.9 mi McKeags MeadowHike1.9 mi Fire Tower Connector TrailHike1.9 mi Blueberry KarmaHike1.8 mi Highland Lakes - Oak West1.8 mi Oak Road WestHike1.8 mi Ramapo-Dunderberg/Appalachian TrailHike1.8 mi Sweet Clover TrailHike1.8 mi Hutchinson TrailHikeMTB1.8 mi Sterling Forest - Hutchinson Trail1.8 mi Appalachian Trail ConnectorHike1.8 mi Stewart - Windsor Trail1.8 mi Windsor TrailHikeMTB1.8 mi Escarpment TrailHikeMTB1.7 mi Schunnemunk Meadows TrailHike1.7 mi White TrailHike1.7 mi FlintlockHike1.7 mi Lichen TrailHike1.7 mi Orange TrailHikeMTB1.6 mi Buchanan Hill TrailMTB1.6 mi Stewart - Buchanan Hill Trail1.6 mi Sweet CloverHike1.6 mi Furnace LoopHike1.6 mi Highland Lake RoadHikeMTB1.6 mi Major Welch TrailHike1.6 mi Walt's Keep Trail (moderate)Hike1.6 mi Hall RoadMTB1.6 mi OrangeHike1.6 mi Scout's Honor Trail (intermediate)Hike1.6 mi Old West Point RoadHike1.6 mi Dark HollowHike1.6 mi Dark Hollow TrailHike1.6 mi Timp-Torne TrailHike1.5 mi Upper Ridge TrailHike1.5 mi White-Blazed TrailHike1.5 mi Chatfield TrailHike1.5 mi Hickory Hollow RoadHikeMTB1.5 mi Compartment TrailHike1.5 mi Parker Cabin HollowHike1.5 mi Bobcat TrailHike1.5 mi Lange Farm TrailHikeMTB1.4 mi Stewart - Lange Farm Trail1.4 mi Ant Hill TrailHikeMTB1.4 mi Highland Lakes - Camp Orange1.4 mi Red Back Trail Mountain Bike SectionMTB1.4 mi Pochuck Mountain TrailHike1.4 mi Hogback Mountain TrailHike1.4 mi Appalachian Trail;Highlands TrailHike1.4 mi Parker Cabin Hollow TrailHike1.4 mi Continental RoadHike1.4 mi Honey Hill TrailHike1.4 mi Old ATV TrailHike1.4 mi Power Line TrailHikeMTB1.4 mi Popologen Gorge TrailHike1.4 mi Tufted Trail (moderate)Hike1.3 mi Hulse RoadHike1.3 mi Pine Meadow TrailHike1.3 mi Pine Meadown TrailHike1.3 mi Highland Lakes - Inwood Road1.3 mi Inwood RoadHike1.3 mi Red BackHike1.3 mi Juda Hunter Trail (intermediate)Hike1.3 mi Arthur TrailHike1.3 mi Carpenter RoadHike1.3 mi DawnHikeMTB1.3 mi Tower Vue TrailHike1.3 mi Nawahunta Fire RoadHike1.3 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 Blue Disc TrailHike1.2 mi Road 11.2 mi Ant Ramble TrailHikeMTB1.1 mi Surebridge Swamp RoadHike1.1 mi Highland Lakes - Spano Road1.1 mi Spano RoadHike1.1 mi Appalachian Trail;1779 TrailHike1.1 mi Ravine Trail (White)Hike1.1 mi Stewart - Stick Pond Trail1.1 mi White Cloud TrailHike1.1 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 TrailHike0.9 mi Red Back SouthHike0.9 mi Armstrong Lane TrailHike0.9 mi Stewart - Armstrong Lane Trail0.9 mi White Oak RoadHike0.9 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 Oak RoadHike0.9 mi Lakeville Ironworks TrailHike0.9 mi Graham Fire Tower Trail (Red)Hike0.9 mi Delaware Trail (easy)Hike0.9 mi Hasenclever Mountain TrailHike0.9 mi BearHikeMTB0.9 mi V Notch TrailHikeMTB0.9 mi Sara's WayHikeMTB0.9 mi Stewart - Pittman Robertson Trail0.9 mi Tuxedo-Mount Ivy TrailHike0.8 mi Summer Hill RoadHike0.8 mi Warbler TrailHike0.8 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 Highland Lakes - Red Trail 20.8 mi Indian Hill TrailHike0.8 mi Starcrawf Trail (moderate)Hike0.8 mi Nat Stillman TrailHike0.8 mi Moranigan ExtensionHike0.8 mi Horse TrailHikeMTB0.8 mi Stewart - Horse Trail0.8 mi Campsite Trail (moderate)Hike0.8 mi Stahahe Brook TrailHike0.8 mi DukesHike0.8 mi Cosmic CharlieHike0.7 mi H. Peter Stern TralHike0.7 mi Orchard TrailHike0.7 mi Stewart State Forest Trails0.7 mi Resevoir TrailHike0.7 mi Village Vista TrailHike0.7 mi Reservoir TrailHike0.7 mi Ramapo-Dunderberg-Tuxedo-Mount Ivy TrailHike0.7 mi Pond TrailHikeMTB0.7 mi Colden TrailHikeMTB0.7 mi Stewart - Kellys Pond Trail0.7 mi RedbackHike0.7 mi Bog Meadow RoadHike0.7 mi Holography Trail (moderate)Hike0.7 mi Pine View Trail (easy)Hike0.7 mi 5 BridgesHike0.7 mi Cranberry Mine TrailHike0.7 mi Poult's Attack Trail (advanced)Hike0.7 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 Pecks RoadHike0.6 mi Hill of Pines TrailHike0.6 mi Highland Lakes - Red Trail0.6 mi SaratogaHike0.6 mi Meadow View TrailHikeMTB0.6 mi Fire Tower / Highlands / Sterling Ridge 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 Sibyl's PathHike0.6 mi Moonbeam O&W Railroad Bed East TrailHike0.6 mi Swamp TrailHike0.5 mi Brook TrailHike0.5 mi North Shore RoadHikeMTB0.5 mi Marsh TrailHike0.5 mi Great Swamp RoadMTB0.5 mi Stahahe High Peak TrailHike0.5 mi Flirtation WalkHike0.5 mi Maple AlleeHike0.5 mi McKeags Meadow / Red BackHike0.5 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 Lorraine RoadMTB0.5 mi Stewart - Lorraine Drive Trail0.5 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 Lake SkenontoTrailHike0.5 mi Juda HunterHike0.5 mi FiestaHikeMTB0.4 mi Hula Hubbard Trail (intermediate)Hike0.4 mi Eagle Lake TrailHike0.4 mi Stewart - Bypass Trail0.4 mi hikingHike0.4 mi Appalachian Trail;Timp-Torne TrailHike0.4 mi Highland Lakes - Ice Trail0.4 mi Ice TrailHike0.4 mi

Trails by town in Orange County

More New York counties

583 trails · 1,472 mi

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Suffolk County

434 trails · 1,167 mi

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Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt October 25, 2026.