About hiking in Oswego County

Oswego County, New York has 70 named trails tagged for hiking, covering 57.5 miles, an average of 0.8 miles each. The longest is Winona Way, at 5.0 miles.

All 70 hiking trails, longest first

Winona WayHikeMTB5.0 mi Pine Grove TrailHike3.6 mi Alice's AlleyHikeMTB2.4 mi Old Hobbit & Elf TrailHike2.4 mi Orange TrailHike2.1 mi Raspberry TrailHikeMTB2.0 mi Shady ShuttleHike1.9 mi Trail 1HikeMTB1.8 mi Backus Bend TrailHike1.8 mi Hiscock TrailHike1.7 mi Frog Pond TrailHike1.5 mi Bill's BellyHikeMTB1.2 mi 440 RidgeHikeMTB1.2 mi Green TrailHike1.2 mi Wheel Wash ExtensionHike1.1 mi Red Fox TrailHike1.1 mi Little Sandy Creek TrailHike1.0 mi Blue Forest TrailHike1.0 mi Blue TrailHike0.9 mi Dog LegHikeMTB0.9 mi Lakeshore TrailHike0.9 mi Red TrailHike0.9 mi Bills Belly TrailHike0.9 mi Deer Creek BoardwalkHike0.8 mi 52CHike0.8 mi Stinson Creek TrailHike0.8 mi O&W Pedestrian Promenade and BikewayHikeMTB0.8 mi Trail 2HikeMTB0.8 mi Long TrailHikeMTB0.7 mi Lower Turtle TrailHikeMTB0.7 mi Alec's TrailHike0.7 mi Look Out TrailHikeMTB0.6 mi Jimmys Jaunt TrailHike0.6 mi Ted's TurnHikeMTB0.6 mi Mishamokwa SpringsHikeMTB0.6 mi Smokey Road TrailHike0.5 mi Drumlin TrailsHike0.5 mi Root HillHike0.5 mi Cross Leg TrailHikeMTB0.5 mi Bernard's BypassHikeMTB0.5 mi Trail 5HikeMTB0.5 mi Trail 6HikeMTB0.4 mi Whiskey IslandHikeMTB0.4 mi Deer RunHike0.4 mi Brownell RoadHike0.4 mi Scotch Pines TrailHike0.4 mi Dog Leg ExtensionHikeMTB0.4 mi Trail 3HikeMTB0.4 mi Otso's RidgeHikeMTB0.4 mi Salmon River Falls TrailHike0.3 mi Flintstone Wheel Wash (Turtle Trail)HikeMTB0.3 mi Pumphouse TrailHike0.3 mi Highline TrailHike0.3 mi Stone Wall SouthHikeMTB0.3 mi Spring HollowHike0.2 mi Trail 7HikeMTB0.2 mi Trail 4HikeMTB0.2 mi Apple TrailHike0.2 mi TowpathHikeMTB0.2 mi Stone Bridge TrailHikeMTB0.2 mi Tractor RoadHike0.2 mi Homestead TrailHikeMTB0.2 mi Six SouthHike0.2 mi Six NorthHikeMTB0.2 mi Buck Alley TrailHike0.2 mi River WalkHike0.1 mi Blue Trail;Orange TrailHike0.1 mi BackHikeMTB0.1 mi Couch Hill Stone StairsHikeMTB0.1 mi Double WideHike0.1 mi

← All Oswego 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.