About hiking in Chautauqua County

Chautauqua County, New York has 73 named trails tagged for hiking, covering 191 miles, an average of 2.6 miles each. The longest is Fred J. Cusimano Westside Overland Trail, at 51.6 miles. 7 run 5 miles or longer.

What the hiking trails in Chautauqua County are like

By length, 49 are under a mile, 17 run 1 to 5 miles, and 7 are 5 miles or longer. 2 are loops, ending where they start; the longest is Pamela A. Westrom Wildflower Trail, at 0.7 miles.

Of the 36 with a difficulty rating, 36 easy. Of the 73 with measured elevation, East Side Overland Trail climbs the most, about 834 ft.

All 73 hiking trails, longest first

Fred J. Cusimano Westside Overland TrailHike51.6 mi East Side Overland TrailHike27.0 mi Greater Jamestown RiverwalkHike10.8 mi Red TrailHike10.3 mi Blue TrailHikeMTB8.9 mi Portage TrailHike7.3 mi Chautauqua Laurie A. Baer TrailHike5.6 mi Red 2Hike4.9 mi Earl Cardot Eastside Overland Trail (Blue 1)Hike4.6 mi Chautauqua Ralph C. Sheldon Jr. TrailHike4.2 mi Chautauqua Alison Wells Ney TrailHike4.1 mi Earl Cardot East Side Overland TrailHike4.0 mi Earl Cardot Eastside Overland TrailHike3.8 mi Snowmobile TrailHike3.7 mi Deer Run TrailHike3.5 mi Red 4Hike3.2 mi Blue + Red TrailHike2.7 mi Whalen Forest RoadHikeMTB2.2 mi Carroll Area Nature TrailHike2.0 mi Chautauqua Brockton Area Recreational TrailHike1.9 mi Chautauqua Paul and Nancy Webb TrailHike1.7 mi Chautauqua Nancy B. Diggs TrailHike1.5 mi Yellow TrailHike1.5 mi Chautauqua Nadine and Paul Webb TrailHike1.0 mi Yellow 7Hike1.0 mi Village of Sherman Nature TrailHike0.9 mi Locust TrailHikeMTB0.8 mi Tom's Point TrailHike0.7 mi Pamela A. Westrom Wildflower TrailHike0.7 mi Mainline TrailHikeMTB0.7 mi Yellow 6Hike0.7 mi Bramblebush TrailHike0.6 mi Sunset TrailHikeMTB0.6 mi Walking PathHike0.6 mi Macy TrailHikeMTB0.6 mi Yellow 5Hike0.6 mi Yellow 8Hike0.5 mi Red 3Hike0.5 mi Gifford TrailHike0.5 mi Lakeside LaneHikeMTB0.5 mi Island LoopHikeMTB0.5 mi Keller CutHikeMTB0.4 mi Sunrise TrailHikeMTB0.4 mi Fern TrailHikeMTB0.4 mi Graham TrailHikeMTB0.4 mi Bowl TrailHikeMTB0.3 mi Leopold and Muir to OGHike0.3 mi Cheney TrailHikeMTB0.3 mi Warner TrailHikeMTB0.3 mi West TrailHikeMTB0.3 mi Nelson TrailHikeMTB0.3 mi Bergland TrailHikeMTB0.3 mi Crabapple PassHikeMTB0.2 mi MainlineHikeMTB0.2 mi The Point TrailHikeMTB0.2 mi Colby Hill TrailHikeMTB0.2 mi Hemlock TrailHikeMTB0.2 mi Minturn TrailHikeMTB0.2 mi Summit TrailHikeMTB0.2 mi County Road 35Hike0.2 mi Squirrel LaneHikeMTB0.2 mi Forever Wild Central TrailHike0.2 mi Fox RunHikeMTB0.2 mi Barker CommonsHike0.2 mi Lakeside LaunchHikeMTB0.2 mi Buck BendHikeMTB0.2 mi Forever Wild South TrailHike0.1 mi Forever Wild Forest North TrailHike0.1 mi Albertson TrailHikeMTB0.1 mi Carlson TrailHikeMTB0.1 mi West 11th Street Foot PathHike0.1 mi Bloomer RoadHike0.1 mi Renolds RunHikeMTB0.1 mi

← All Chautauqua 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.