About hiking in Chester County

Chester County, Pennsylvania has 260 named trails tagged for hiking, covering 341 miles, an average of 1.3 miles each. The longest is Brandywine Trail, at 36.0 miles. 11 run 5 miles or longer.

What the hiking trails in Chester County are like

By length, 177 are under a mile, 72 run 1 to 5 miles, and 11 are 5 miles or longer. 26 are loops, ending where they start; the longest is Red Loop, at 13.4 miles.

Of the 79 with a difficulty rating, 40 easy and 39 moderate. Of the 259 with measured elevation, Chester Valley Trail climbs the most, about 2,797 ft, and 5 gain 1,000 ft or more.

All 260 hiking trails, longest first

Brandywine TrailHike36.0 mi Chester Valley TrailHike14.2 mi Yellow TrailHikeMTB13.6 mi Red LoopHike13.4 mi Yellow LoopHike12.6 mi Red TrailHike8.6 mi Blue TrailHike8.1 mi Purple LoopHike7.9 mi Thompson TrailHike6.3 mi White TrailHike6.2 mi Phoenix Iron Canal TrailHike5.5 mi Gray - Other TrailsHike5.0 mi Deep Woods TrailHike4.6 mi French Creek TrailHike4.2 mi Green LoopHike3.8 mi Applebrook TrailHikeMTB3.6 mi Hogs' Hollow TrailHike3.2 mi Mount Olivet TrailHikeMTB3.0 mi PennDel Trail / Mason-Dixon TrailHike3.0 mi Cheslen Preserve - Red TrailHike2.9 mi Cheslen Preserve - Yellow LoopHike2.9 mi Templin Woods Preserve Loop TrailHike2.7 mi Buck Trail (Red)HikeMTB2.7 mi Buzzards TrailHike2.6 mi Green TrailHike2.6 mi East Branch Brandywine TrailHikeMTB2.5 mi Upper Octoraro Loop TrailHike2.4 mi Hopewell TrailHike2.3 mi Rim TrailHike2.2 mi Tri-State Trail / Mason-Dixon TrailHike2.1 mi BlueHike2.0 mi Timber Top Outer TrailHike1.9 mi Lower Octoraro Loop TrailHike1.9 mi Charcoal TrailHikeMTB1.8 mi Park Road TrailHikeMTB1.8 mi Rose TrailHike1.7 mi Peter O. Hausmann TrailHike1.7 mi Pickering TrailHike1.6 mi Applecross Walking PathHike1.6 mi McCorkels Rock RoadHikeMTB1.6 mi Brandywine and Mason-Dixon TrailHike1.6 mi Chrome TrailHike1.5 mi Meadow TrailHike1.5 mi Cheslen Preserve - Purple LoopHike1.5 mi Pine Creek TrailHike1.5 mi Shadyside ParkHike1.5 mi Creek & Chief’s Grove TrailHike1.4 mi Wendel Cassel TrailHike1.4 mi Coventry TrailHike1.4 mi Octoraro Ridge TrailHike1.3 mi Edwin Leid TrailHike1.3 mi Bartol TrailHike1.3 mi Bartol Trail (Purple)Hike1.3 mi North Ridge TrailHike1.3 mi McDevitt TrailHike1.3 mi Covered Bridge RoadHikeMTB1.2 mi North Loop TrailHikeMTB1.2 mi Maack Farm TrailHike1.2 mi Hill and Hollow TrailHike1.2 mi Indian Run TrailHike1.2 mi Tape Worm LoopHikeMTB1.2 mi East Goshen Township Park TrailHikeMTB1.2 mi Peter O. Hausmann Trail (Red)Hike1.1 mi Orange TrailHike1.1 mi Forest Loop TrailHike1.1 mi East Branch Brandywine Trail (Alternate)Hike1.1 mi Fenceline TrailHike1.1 mi Northside LoopHike1.1 mi Blue LoopHike1.1 mi Cheslen Preserve - Blue LoopHike1.1 mi Bike & Hike TrailHikeMTB1.1 mi Bike & Hike Trail at Bryn Coed ParkHike1.1 mi Charles Bailey TrailHike1.1 mi GreenHike1.1 mi Big Woods TrailHike1.1 mi Laurel TrailHike1.1 mi Meadows EdgeHike1.1 mi Black TrailHike1.1 mi Vaughn's TrailHike1.0 mi Pickering Dam TrailHike1.0 mi Tiger TrailHike1.0 mi Development TrailHike1.0 mi Brightside Farm TrailHike1.0 mi High TrailHikeMTB1.0 mi Fox Hollow TrailHike1.0 mi Purple TrailHike1.0 mi Doe Trail (White)HikeMTB1.0 mi Loop EHike1.0 mi Indy Trail Canopy PathHike1.0 mi Woody's Woods Yellow TrailHike0.9 mi Red Clay Creek TrailHike0.9 mi Octoraro TrailHike0.9 mi Doe Run FieldsHikeMTB0.9 mi Cedar Hollow TrailHike0.9 mi Pal's TrailHike0.9 mi Fitness Trail (Purple)Hike0.9 mi Chief’s Grove TrailHike0.9 mi Hickory TrailHike0.9 mi Cattail TrailHike0.9 mi Woody's Woods Red TrailHike0.8 mi Paoli Pike TrailHikeMTB0.8 mi Woodland LoopHike0.8 mi Interpretive Nature TrailHike0.8 mi Loop Trail CHike0.8 mi Loop Trail AHike0.8 mi Middle Crossing AccessHikeMTB0.8 mi Loop Trail BHike0.7 mi Pikeland TrailHike0.7 mi Massey Run LoopHike0.7 mi South LoopHike0.7 mi Hideaway Farms PathHike0.7 mi Cross Country Running PathHike0.7 mi Blackburn Run TrailHike0.7 mi Buck TrailHikeMTB0.7 mi Basin TrailHike0.7 mi Lime LoopHike0.7 mi Woody's Woods White TrailHike0.7 mi Mt. Misery TrailHike0.7 mi Bridge-to-Bridge TrailHike0.7 mi Kohler TrailHikeMTB0.7 mi Former Railroad BedHikeMTB0.7 mi Pigeon Creek Nature TrailHike0.7 mi Important Bird Area HikeHike0.7 mi Parrish TrailHike0.7 mi Galloping TrackHike0.7 mi Meadowlark LoopHike0.7 mi hikingHike0.7 mi Black Trail OneHike0.7 mi McIlvane TrailHike0.7 mi Turkey Roost TrailHike0.7 mi Chandler Mill TrailHike0.7 mi Creekside LoopHike0.6 mi Cheslen Preserve - Green LoopHike0.6 mi Bryn Coed Lane / Red TrailHike0.6 mi Black Trail FourHike0.6 mi Forest WalkHike0.6 mi Farm Meadow LoopHike0.6 mi Red & Yellow LoopHike0.6 mi Warm Season Grass MeadowHikeMTB0.6 mi Feldspar Trail (Blue)HikeMTB0.6 mi McCorkles Rock RoadHikeMTB0.6 mi Outer LimitsHike0.6 mi Ruins TrailHikeMTB0.6 mi Yellow/Purple LoopHike0.6 mi Fox Hill TrailHike0.6 mi Lake TrailHike0.6 mi Blood TrailHike0.6 mi Fox Chase TrailHike0.6 mi Lanchester Nature TrailHike0.5 mi Greenway TrailHikeMTB0.5 mi Valley Creek Road PathHike0.5 mi Bamboo Hollow TrailHike0.5 mi Indy Trail Forest PathHike0.5 mi Birmingham Hill Brandywine Heritage TrailHike0.5 mi Charles Baily TrailHike0.5 mi Forest Hill TrailHike0.5 mi Tree Planting LoopHikeMTB0.5 mi Blue/Yellow/GreenHike0.5 mi Firebreak #1HikeMTB0.5 mi Charcoal Trail LoopHike0.5 mi Beech Grove FootpathHike0.5 mi Route 100 Multimodal TrailHikeMTB0.5 mi Black Trail ThreeHike0.5 mi Lonesome Pine Trail (Orange)HikeMTB0.5 mi Yellow & Black TrailHike0.5 mi Plum Run TrailHikeMTB0.4 mi North Loop (White)Hike0.4 mi Blue Trail - Woody's WoodsHike0.4 mi Creek TrailHike0.4 mi YellowHike0.4 mi Amristed Farm LoopHikeMTB0.4 mi Forge TrailHikeMTB0.4 mi Birch Run TrailHike0.4 mi Black Trail FiveHike0.4 mi Waterfall Trail (to private property)HikeMTB0.4 mi Dogwood TrailHike0.4 mi Golden Ram's Recreational TrailHike0.4 mi Chapel TrailHike0.4 mi Webster's LoopHike0.4 mi McConaghey TrailHike0.4 mi Lions TrailHikeMTB0.4 mi Woody's Woods Orange TrailHike0.4 mi Mine Run TrailHike0.4 mi Woodpecker AlleyHike0.4 mi Firebreak #4Hike0.4 mi Old Orchard LoopHike0.4 mi Middle Meadow LoopHikeMTB0.3 mi Firebreak #6HikeMTB0.3 mi Buck Run Farm EasementHike0.3 mi Firebreak #8HikeMTB0.3 mi Timber Top Inner TrailHike0.3 mi Camp SankanacHikeMTB0.3 mi Patriots PathHikeMTB0.3 mi Plum Run/Gordon Run TrailHike0.3 mi Peter W. Orr Nature TrailHike0.3 mi Red & Green LoopHike0.3 mi Boy Scout Trail (to private property)HikeMTB0.3 mi Arc Corner RoadHike0.3 mi Firebreak #5HikeMTB0.3 mi Lost WoodsHikeMTB0.3 mi Yellow Spring TrailHike0.3 mi Northern Entrance TrailHike0.3 mi Walking pathHike0.3 mi Blood SpurHike0.3 mi High Point Overlook AccessHikeMTB0.3 mi Loop DHike0.3 mi Secondary FirebreakHike0.3 mi WCASD Water Quality Education CenterHike0.3 mi Fawn Trail (Black)HikeMTB0.3 mi Lost Woods AccessHikeMTB0.3 mi White Trail - Woody's WoodsHike0.3 mi Water Tower (Yellow)Hike0.2 mi Mill Trail (Red)Hike0.2 mi Wolfinger TrailHike0.2 mi Wetland Planting LoopHikeMTB0.2 mi Old Wilson Rd PathHike0.2 mi Woodland WalkHike0.2 mi Lower Crossing AccessHikeMTB0.2 mi Indy Trail Meadow PathHike0.2 mi Azalea HillHike0.2 mi Trail For ACAC Summer CampHike0.2 mi Forrest Park TrailHike0.2 mi Wolf TrailHike0.2 mi Peter O. Hausmann Trail/Yellow TrailHike0.2 mi Swayne TrailHike0.2 mi Chrome Trail (Yellow)HikeMTB0.2 mi Trail To Woody's WoodsHike0.2 mi Firebreak #2HikeMTB0.2 mi Lower Meadow LoopHikeMTB0.2 mi Turkey TrailHike0.2 mi Atlee TrailHike0.2 mi Firebreak #7HikeMTB0.2 mi Wetland TrailHikeMTB0.2 mi Firebreak #10HikeMTB0.2 mi Pond WalkHike0.2 mi PennDel TrailHike0.2 mi River Birch TrailHike0.2 mi Firebreak #11HikeMTB0.2 mi Camp Stewart RoadHike0.2 mi White Oak Meadow LoopHikeMTB0.2 mi Cedar Hollow BranchHike0.2 mi Connecting Trail 7Hike0.2 mi WCASD Water Quality Education Center TrailHike0.1 mi Grassland Spur TrailHike0.1 mi Uwchlan Hills Walking PathHike0.1 mi Middle CrossingHikeMTB0.1 mi Connecting Trail 4Hike0.1 mi Philadelphia and Columbia RailroadHike0.1 mi Elisabeth's WalkHike0.1 mi Flower Garden DriveHike0.1 mi Southern Connector TrailHike0.1 mi Paradise Farm Nature TrailHike0.1 mi Windsor Ridge to Fellowship FootpathHike0.1 mi Knox TrailHike0.1 mi Minor FootrailHike0.1 mi Turtle TrailHike0.1 mi Firebreak #3 (partial)HikeMTB0.1 mi Flower Garden WalkHike0.1 mi Stream WalkHike0.1 mi Doe Run Fields AccessHikeMTB0.1 mi

← All Chester 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 October 4, 2026.