About hiking in Cumberland County

Cumberland County, Maine has 591 named trails tagged for hiking, covering 598 miles, an average of 1.0 mile each. The longest is Snowmobile ITS 89, at 50.4 miles. 8 run 5 miles or longer.

What the hiking trails in Cumberland County are like

By length, 454 are under a mile, 129 run 1 to 5 miles, and 8 are 5 miles or longer. 35 are loops, ending where they start; the longest is blue, at 3.2 miles.

Every one carries a difficulty rating: 470 easy, 117 moderate, and 4 hard. Of the 589 with measured elevation, Snowmobile ITS 89 climbs the most, about 5,313 ft.

Hiking Trails — page 1 of 2

Snowmobile ITS 89Hike50.4 mi Sebago to the Sea TrailHike31.2 mi Cross Falmouth TrailHike15.6 mi Snowmobile Falmouth TrailHike15.1 mi Cross Town TrailHikeMTB10.2 mi West Side TrailHike8.5 mi Falmouth Sno-VoyagersHikeMTB8.1 mi Fox RunHike7.1 mi Muskrat HollowHikeMTB4.9 mi Mountain Division TrailHikeMTB4.8 mi Stroudwater TrailHike4.7 mi Mill Brook Preserve TrailHike4.4 mi Whitetail WayHikeMTB4.4 mi Yellow TrailHikeMTB4.3 mi Lake Loop TrailHike4.2 mi North Loop TrailHike4.1 mi Eastern TrailHikeMTB4.1 mi Oak Hill TrailHikeMTB4.0 mi Portland Public TrailsHike3.8 mi Presumpscot River TrailsHike3.8 mi White TrailHikeMTB3.6 mi (blue blazes)Hike3.5 mi Old Millbrook Trail SystemHike3.4 mi blueHikeMTB3.2 mi purpleHikeMTB3.1 mi Moose OdysseyHikeMTB3.1 mi River TrailHikeMTB3.0 mi Cross Cumberland TrailHikeMTB3.0 mi Red TrailHikeMTB3.0 mi Mt. Bike TrailHike3.0 mi Snowmobile TrailHikeMTB2.9 mi Blue TrailHikeMTB2.8 mi Tributary TrailHikeMTB2.8 mi Gloucester Hill RunHikeMTB2.7 mi Androscoggin River Bike & Pedestrian PathHikeMTB2.6 mi Moose TrailHike2.6 mi Perimeter Walking PathHike2.6 mi Outback TrailHikeMTB2.6 mi redHikeMTB2.5 mi Falmouth SnoVoyagersHikeMTB2.4 mi Presumpscot River Trail - East Bridge StreetHikeMTB2.4 mi Camp Ketcha trailsHike2.2 mi Portland-Lewiston InterurbanHike2.1 mi GinnHikeMTB2.1 mi Eastern Promenade TrailHikeMTB2.1 mi Green TrailHikeMTB2.1 mi Bayside TrailHike2.1 mi Mackworth Island TrailHike1.9 mi Given TrailHikeMTB1.9 mi Moonlight Sno-SkimmersHike1.9 mi "O" TrailHikeMTB1.9 mi Field LoopHikeMTB1.9 mi Cliff TrailHike1.9 mi Pownal TrailHikeMTB1.8 mi Bobcat WayHikeMTB1.8 mi Oxford Cumberland Canal TrailHike1.8 mi Access LoopHikeMTB1.8 mi Bear TrailHike1.8 mi Perimeter TrailHikeMTB1.8 mi Brewer Cove TrailHike1.7 mi Gatchell LoopHike1.7 mi Southern Shore TrailHike1.7 mi Presumpscot River Trail - Riverton SectionHikeMTB1.7 mi Highland TrailHikeMTB1.6 mi Holt Pond TrailHike1.6 mi Bliss Woods TrailHike1.6 mi Mitchell Field Loop TrailHike1.6 mi Virginia WoodsHike1.5 mi Main LoopHike1.5 mi Farm Loop TrailHike1.5 mi North LoopHikeMTB1.5 mi Fales Hill TrailHike1.5 mi Ridge TrailHike1.5 mi Quarry TrailHikeMTB1.5 mi Westbrook River WalkHikeMTB1.5 mi Raggedy Run TrailHikeMTB1.5 mi Fore River TrailHike1.5 mi ConnectivityHikeMTB1.5 mi Boundary TrailHikeMTB1.5 mi South Face Loop TrailHike1.5 mi Blue Spruce TrailsHike1.4 mi Harraseeket TrailHike1.4 mi RoamingHikeMTB1.4 mi Beth Condon Memorial PathwayHikeMTB1.4 mi Blueberry LoopHikeMTB1.4 mi White Pine TrailHikeMTB1.4 mi Pickard Field Cross-Country CourseHike1.4 mi Elmwood TrailHike1.4 mi Cliff WalkHike1.4 mi Maine TrailHike1.4 mi Outer Loop TrailHikeMTB1.4 mi Coleman Farm trailHike1.4 mi Puddle PilotHikeMTB1.4 mi Field TrailHikeMTB1.3 mi Hayfield TrailHikeMTB1.3 mi Monty's TrailHike1.3 mi Bri-Mar TrailHike1.3 mi South Loop TrailHike1.3 mi Bobcat TrailHikeMTB1.3 mi Fore River Parkway TrailHike1.3 mi Waterfall TrailHikeMTB1.3 mi South Field LoopHike1.3 mi South LoopHikeMTB1.3 mi yellowHikeMTB1.3 mi Songo Wilderness TrailHike1.2 mi Kelsey Brook TrailHike1.2 mi Rocky Ridge TrailHikeMTB1.2 mi Town Farm Brook TrailHike1.2 mi Hobbs Brook TrailHikeMTB1.2 mi Marsh TrailHike1.2 mi UnchainedHikeMTB1.2 mi WildmenHike1.2 mi Eagle Scout TrailHike1.2 mi Dunning TrailHikeMTB1.2 mi Big Loop TrailHikeMTB1.2 mi IslandHikeMTB1.2 mi Arnold Family Forest TrailHike1.2 mi Lynx TrailHike1.2 mi Byles Point LoopHike1.1 mi DiamondHikeMTB1.1 mi whiteHikeMTB1.1 mi Fox EastHikeMTB1.1 mi Knight WoodsHikeMTB1.1 mi Sayles FieldHike1.1 mi Long Creek TrailHike1.1 mi Clark's Pond TrailHike1.1 mi Harold LibbeyHikeMTB1.1 mi Interurban Multi-use TrailHikeMTB1.1 mi Grape Expectations TrailHike1.1 mi Happy Cats TrailHikeMTB1.1 mi Moody BluesHikeMTB1.0 mi Curtis Loop TrailHike1.0 mi Porcupine PassHike1.0 mi Louie LouieHike1.0 mi Tote RoadHikeMTB1.0 mi Northern LoopHikeMTB1.0 mi Spiller Homestead LoopHike1.0 mi Long Cove LoopHike1.0 mi Up and OverHikeMTB1.0 mi Mill Brook Preserve SouthHikeMTB1.0 mi Gun Point Cove Loop TrailHike1.0 mi Riverton Rail TrailHike1.0 mi Red LoopHikeMTB1.0 mi Blue Doubletrack LoopHikeMTB1.0 mi Universal Access TrailHike1.0 mi orangeHikeMTB1.0 mi Hackett and Minot TrailsHike1.0 mi 5GHikeMTB1.0 mi Mountain Division Trail / Snowmobile ITS 89HikeMTB0.9 mi Hemlock LoopHike0.9 mi wHike0.9 mi Spruce-Fir Forest TrailHike0.9 mi Into the MysticHike0.9 mi Simpson Woods Blue TrailHike0.9 mi Harvey Brook TrailHike0.9 mi Deer RunHike0.9 mi North Meadow TrailHike0.9 mi Frazier TrailHikeMTB0.9 mi Wilderness TrailHikeMTB0.9 mi Cox Pinnacle TrailHike0.9 mi Hummer TrailHike0.9 mi Beaver Lodge TrailHike0.9 mi Tadpole TrailHike0.9 mi Greenline TrailHikeMTB0.9 mi Lucy R Sprague Memorial TrailHike0.9 mi RaganHikeMTB0.9 mi Eleanor Hayes Forest trailHike0.9 mi East TrailHike0.9 mi Lookout TrailHike0.9 mi Fraxinus TrailHike0.9 mi Pasture LoopHike0.9 mi Turkey TrailHikeMTB0.8 mi Western PromHike0.8 mi Tow PathHikeMTB0.8 mi Gibby's TrailHike0.8 mi Lake TrailHike0.8 mi Dunn's Depot TrailHike0.8 mi Dipper Cove PathHike0.8 mi White LoopHikeMTB0.8 mi Fox WestHikeMTB0.8 mi Bob Chase Scenic LoopHike0.8 mi Landfill loopHikeMTB0.8 mi ButtercupHike0.8 mi Woods TrailHike0.8 mi Simpson Woods White TrailHike0.8 mi Epiphany TrailHike0.8 mi Keith LoopHikeMTB0.8 mi High Bank TrailHike0.8 mi Spurwink TrailHikeMTB0.8 mi Blue LoopHikeMTB0.8 mi Little River Loop TrailHike0.8 mi Serenity Ridge TrailHikeMTB0.8 mi Mare Brook DriveHikeMTB0.8 mi Longwoods PreserveHike0.8 mi Snowmobile ITS 80Hike0.8 mi Party LineHikeMTB0.8 mi Huston TrailHikeMTB0.7 mi White Pines TrailHike0.7 mi bueHikeMTB0.7 mi Mitchell Ledge TrailHike0.7 mi Forest City TrailHike0.7 mi Stone Ridge TrailHikeMTB0.7 mi Quarry LoopHike0.7 mi Cousins River TrailHike0.7 mi Varney TrailHike0.7 mi Burleigh Lovett TrailHike0.7 mi Crank CallHikeMTB0.7 mi Highlands LoopHike0.7 mi Pond TrailHikeMTB0.7 mi Cranberry TrailHike0.7 mi Saw Whet TrailHikeMTB0.7 mi Sebago to Sea Section TrailHike0.7 mi Sandi's Silver Brook TrailHike0.7 mi Turkey TrotHikeMTB0.7 mi White Oak TrailHikeMTB0.7 mi Granite Falls TrailHike0.7 mi Twin Brook TrailHike0.7 mi Presumpscot River TrailHikeMTB0.7 mi Mosher Brook TrailHike0.7 mi DeadzoneHikeMTB0.7 mi Hatch's HurdleHike0.7 mi Krista's TrailHikeMTB0.7 mi Deer Hollow Santuary TrailHike0.7 mi Far Side TrailHike0.7 mi BatcaveHikeMTB0.7 mi Hobstone Woods TrailHike0.7 mi Summit TrailHikeMTB0.7 mi Forest Ridge TrailHike0.7 mi White FlagHikeMTB0.7 mi Carsley Brook TrailHike0.7 mi Foster Pond Lookout TrailHike0.7 mi Armory TrailHike0.7 mi Mill TrailHikeMTB0.7 mi Poplar Ridge TrailHike0.7 mi Pondicherry LoopHike0.7 mi Boundry ConnectHikeMTB0.7 mi Violet LinkHike0.7 mi Powell Point TrailHike0.7 mi Pine Grove TrailHike0.7 mi Whippoorwill Woods TrailHike0.7 mi Updraft TrailHikeMTB0.7 mi Outer LoopHike0.7 mi Beaver Pond TrailHike0.6 mi Upper East Branch TrailHike0.6 mi Adam Perron TrailHike0.6 mi BrickyardHike0.6 mi Paul's TractorHike0.6 mi Stonewood TrailHike0.6 mi Hill TrailHike0.6 mi Old Railroad Bed TrailHike0.6 mi Short LoopHike0.6 mi Ravine TrailHikeMTB0.6 mi Brimstone Hill TrailHike0.6 mi Horsetail TrailHike0.6 mi MBWEEEHikeMTB0.6 mi Pismire Bluff TrailHike0.6 mi Cross Cumberrland TrailHikeMTB0.6 mi Parker PathHike0.6 mi East Coast GreenwayHike0.6 mi Presidential TrailHike0.6 mi Widgeon Cove TrailHike0.6 mi Skofield TrailsHike0.6 mi Skip RoadHike0.6 mi Davis Forest TrailHike0.6 mi Pine Needle PathHike0.6 mi SugareeHikeMTB0.6 mi North Field LoopHike0.6 mi Alden's StumpHike0.6 mi Phoenix WayHikeMTB0.6 mi Raven TrailHikeMTB0.6 mi Canco WoodsHike0.6 mi Sam Ristich TrailHike0.6 mi Marriner TrailHike0.6 mi LanzoHikeMTB0.6 mi Ghost TrailHike0.6 mi Ridge Runner TrailHikeMTB0.6 mi Alex The BadgerHike0.6 mi Bowdoin PinesHike0.6 mi Cumberland-Oxford Canal TowpathHikeMTB0.6 mi Thornton Oaks Campus TrailHike0.6 mi CascadeHike0.6 mi Mill Stream TrailHike0.5 mi Higher EducationHike0.5 mi Maple Sugar TrailHike0.5 mi Willett Brook TrailHike0.5 mi Winter Snowshoe TrailHike0.5 mi Orchid TrailHike0.5 mi CometHike0.5 mi Antoinette Jackman TrailHike0.5 mi Red Pine LoopHikeMTB0.5 mi Girls Bridge LoopHikeMTB0.5 mi greenHikeMTB0.5 mi Claire Drew North TrailHike0.5 mi Orange LinkHike0.5 mi OwlHikeMTB0.5 mi Stonewall LoopHike0.5 mi Coyote TrailHike0.5 mi Indian TrailHike0.5 mi Hawk TrailHike0.5 mi Tannery Trunk TrailHikeMTB0.5 mi

← All Cumberland 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 25, 2026.