About hiking in Winnebago County

Winnebago County, Illinois has 55 named trails tagged for hiking, covering 120 miles, an average of 2.2 miles each. The longest is Perryville Path, at 15.4 miles. 6 run 5 miles or longer.

What the hiking trails in Winnebago County are like

By length, 36 are under a mile, 13 run 1 to 5 miles, and 6 are 5 miles or longer. 14 are loops, ending where they start; the longest is Orange Trail, at 12.1 miles.

Of the 27 with a difficulty rating, 16 easy and 11 moderate. Of the 55 with measured elevation, Blue Trail climbs the most, about 369 ft.

All 55 hiking trails, longest first

Perryville PathHikeMTB15.4 mi Blue TrailHike14.0 mi Orange TrailHike12.1 mi Red TrailHike11.9 mi Green TrailHike9.2 mi Rock River Recreation PathHikeMTB6.1 mi Hononegah PathHike4.6 mi River TrailHike4.6 mi Cherry Valley PathHikeMTB3.5 mi Huskie TrailHike3.3 mi Mel Anderson PathHikeMTB2.9 mi Blue PathHike2.2 mi South Beloit Park PathHike2.1 mi Green PathHike1.9 mi Black TrailHike1.8 mi Orange PathHike1.5 mi Dianne Nora Nature TrailHike1.5 mi Schoonmaker Park PathHike1.5 mi The Kishwaukee Gorge TrailHike1.2 mi Winnebago Bike PathHike1.0 mi Whiz BangHikeMTB0.9 mi Yellow TrailHike0.9 mi Founder's 56HikeMTB0.9 mi Red PathHike0.8 mi Midway Museum LoopHikeMTB0.8 mi McKiski FPHike0.8 mi Leavings Park Rec PathHike0.8 mi West LoopHike0.8 mi Outback TrailHike0.8 mi Daisy CutterHikeMTB0.7 mi Big WheelHikeMTB0.7 mi BlackhawkHikeMTB0.7 mi Lone Rock TrailHike0.7 mi Magic CarpetHikeMTB0.7 mi Burn and TurnHikeMTB0.6 mi Paved PathHike0.6 mi East LoopHike0.6 mi .30 CaliberHikeMTB0.6 mi West State St Multiuse PathHikeMTB0.5 mi Freestyle (Skills Loop)HikeMTB0.5 mi Wantz Park PathHike0.4 mi Taylor TrailHike0.4 mi Grant's MarchHike0.4 mi Yellow PathHike0.3 mi Prairie TrailHike0.3 mi Perryvile Path Connector TrailHike0.3 mi Swedish Heritage PathHike0.3 mi Windflower WayHike0.2 mi Marge's TrailHikeMTB0.2 mi Shiloh Road Pedestrian PathHike0.2 mi Legume TrailHike0.2 mi Wildflower TrailHike0.2 mi The RockHikeMTB0.1 mi Sweetshrub TrailHike0.1 mi East State Street PathHikeMTB0.1 mi

← All Winnebago 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.