Middlesex County Hiking Trails, MA | Trailmonger

1,254

Hiking

1,338 mi

Total length

About hiking in Middlesex County

Middlesex County, Massachusetts has 1,254 named trails tagged for hiking, covering 1,338 miles, an average of 1.1 miles each. The longest is Bay Circuit Trail, at 92.1 miles. 36 run 5 miles or longer.

What the hiking trails in Middlesex County are like

By length, 999 are under a mile, 219 run 1 to 5 miles, and 36 are 5 miles or longer. 67 are loops, ending where they start; the longest is Battle Road Trail, at 9.5 miles.

Every one carries a difficulty rating: 1,053 easy, 191 moderate, and 10 hard. Of the 1,239 with measured elevation, Yellow climbs the most, about 3,055 ft, and 7 gain 1,000 ft or more.

Hiking Trails — page 1 of 5

Bay Circuit TrailHike92.1 mi YellowHikeMTB43.2 mi Mystic Link TrailHike26.4 mi redHikeMTB25.3 mi BlueHikeMTB22.9 mi Assabet River Rail TrailHikeMTB19.3 mi Circuit Trail Bedford (Outer)Hike17.5 mi Groton TourHike16.9 mi BCT 7 Lincoln/WaylandHike15.8 mi West Groton TourHike14.5 mi Mass Central Rail Trail -- WaysideHikeMTB12.6 mi South Groton TourHike11.7 mi White TrailHikeMTB11.2 mi Western GreenwayHike11.2 mi Reservoir TrailHike10.7 mi BCT 5a & 6 Billerica/Bedford/ConcordHike10.3 mi Battle Road TrailHike9.5 mi BCT 6 Acton/ConcordHike9.2 mi Skyline TrailHike9.2 mi Groton Town Forest Race 9.5 mile LoopHike9.0 mi Main Trail (blue)HikeMTB8.9 mi East Groton TourHike7.7 mi Whitehall Yellow TrailHikeMTB7.4 mi Rock Circuit TrailHike7.3 mi Primary TrailHike7.2 mi Red TrailHikeMTB7.0 mi Circuit Trail Bedford (Inner)Hike6.9 mi BCT 7 First Drumlin Route (LincolnWeston/Wayland)Hike6.8 mi ACROSS Lexington Route FHike6.5 mi Cross Fells TrailHike6.0 mi Town Forest Loop TrailHike5.9 mi RiverwalkHikeMTB5.8 mi WhiteHikeMTB5.8 mi Blue TrailHikeMTB5.5 mi ACROSS Lexington Route AHike5.3 mi Ice Line TrailHike5.2 mi Tom Paul TrailHike4.7 mi ACROSS Lexington Route EHike4.7 mi Indian HillHikeMTB4.6 mi Green TrailHike4.6 mi Marion Stoddart Nashua River LoopHike4.5 mi ALB ACROSS Lexington Route BHike4.4 mi ACROSS Lexington Route LHike4.4 mi Burlington Landlocked Forest Yellow LoopHike4.4 mi Hultman Aquaduct PathHike4.2 mi Weston Aqueduct PathHikeMTB4.2 mi Jeff Smith TrailHike4.2 mi Panther TrailHike4.1 mi Yellow TrailHikeMTB4.0 mi Acorn TrailHikeMTB3.9 mi Royal Throne TrailHike3.9 mi Skinner Pond & Forest TrailHike3.9 mi Secondary Trail (orange)HikeMTB3.8 mi ACROSS Lexington Route HHike3.8 mi Crystal Spring TrailHikeMTB3.7 mi Wharton Plantation TrailHike3.7 mi Nashua Acton & Boston Railroad TrailHike3.6 mi Estabrook Concord-CarlisleHike3.6 mi ALD ACROSS Lexington Route DHike3.5 mi Fisher TrailHikeMTB3.5 mi Farrar Pond LoopHike3.5 mi BCT Section 7 Concord/LincolnHike3.4 mi Great Meadows Greenaugh LoopHike3.4 mi Main Trail (yellow)HikeMTB3.4 mi BoundaryTrailHike3.3 mi Red Line TrailHike3.3 mi Punkatasset Estabrook LoopHike3.3 mi Harry's Dark Forest River TrailHike3.3 mi Drumlin HopHike3.2 mi Groton Town Forest Race 3.4 Mile LoopHike3.2 mi Massport Designated TrailHike3.2 mi Town Forest RoadHikeMTB3.2 mi Cochituate Aqueduct TrailHikeMTB3.1 mi Boundary Trail (yellow)Hike3.1 mi Esker TrailHikeMTB3.1 mi Pine Point LoopHikeMTB3.1 mi Groton Hills TrailHike3.1 mi Waltham Wayside TrailHikeMTB3.0 mi Unmarked TrailHike2.9 mi Great Meadows Bird Observer TrailHike2.9 mi Whipple Hill Locke Farm LoopHike2.9 mi Squannacook River Trail NetworkHike2.8 mi ACROSS Lexington Route GHike2.8 mi Woodchuck TrailHikeMTB2.8 mi Rocky Hill Scenic WalkHike2.8 mi Blue Dot TrailHike2.8 mi Gamlin Crystal SpringsHike2.8 mi Middlesex Canal TrailHike2.7 mi North TrailHike2.7 mi ACROSS Lexington Route MHike2.7 mi Mclains/Fitch WoodsHike2.7 mi Sabine Woods LoopHike2.7 mi Poole Sachs Davis LoopHike2.7 mi Charles River GreenwayHikeMTB2.6 mi Alan Emmet TrailHike2.6 mi Cat Rock LoopHike2.6 mi Two Rod RoadHike2.6 mi River TrailHike2.6 mi Secondary Trail (red)HikeMTB2.5 mi Blue LoopHikeMTB2.5 mi Woodward TrailsHike2.5 mi ALC ACROSS Lexington Route CHike2.5 mi Estabrook TrailHikeMTB2.5 mi Fresh Pond PathHikeMTB2.5 mi Two Brothers TrailHike2.5 mi Quarry TrailHike2.4 mi Weston Aqueduct Walking TrailHike2.4 mi hikingHike2.4 mi Red Tail TrailHike2.4 mi Framingham and Lowell BranchHike2.3 mi GreenHikeMTB2.3 mi Shepley Steeplechase TrailHike2.3 mi Ames Pond RoadHike2.3 mi Heading NorthHike2.3 mi orangeHikeMTB2.2 mi Wattles Pond LoopHike2.2 mi Access Trail (yellow)HikeMTB2.2 mi Riverwalk RambleHike2.2 mi Danforth LoopHike2.2 mi Blood RoadHike2.1 mi Nashua Acton & Boston RailroadHike2.1 mi Carriage RoadHikeMTB2.1 mi Sassafras TrailHike2.1 mi Connecting Trail (Blue)HikeMTB2.1 mi Trolley Line TrailHike2.1 mi Main TrailHike2.0 mi Pond PathHike2.0 mi Pipeline TrailHike2.0 mi Orange TrailHikeMTB2.0 mi Kennedy Pond LoopHike2.0 mi h2wHike1.9 mi Meadow TrailHike1.9 mi Lantern LoopHikeMTB1.9 mi Blue Loop TrailHikeMTB1.9 mi Washington StreetHikeMTB1.9 mi Sudbury Aqueduct TrailHike1.9 mi Eisenmenger TrailHike1.9 mi Long Lake LoopHike1.9 mi Main Loop Trail - YellowHike1.9 mi Russell TrailHike1.9 mi Litchfield LoopHikeMTB1.9 mi Cranberry Bog - Pennensula TrailHike1.8 mi Red-Tail TrailHike1.8 mi Red DiamondHike1.8 mi Fairhaven TrailHike1.7 mi Mount Misery Round TripHike1.7 mi Long TrailHike1.7 mi Emerson-Thoreau AmbleHike1.7 mi Secondary TrailHike1.7 mi Whitehall Brook TrailHike1.7 mi Yellow Dot TrailHike1.7 mi Middlesex Canal towpathHike1.6 mi Friends Loop Trail (Orange)HikeMTB1.6 mi Hilltop Loop TrailHike1.6 mi Browing Fields & Pigeon Hill LoopHike1.6 mi Wood Duck TrailHike1.6 mi Orange Goose LoopHikeMTB1.6 mi PenacookHikeMTB1.6 mi 100 Acre PastureHike1.6 mi Jennie Dugan Brook and Hosmer Trail CircuitHike1.6 mi Nanepashemet RoadHikeMTB1.5 mi Wilderness Park Loop- Main Trail (blue)Hike1.5 mi Woodland TrailHike1.5 mi Buckboard TrailHike1.5 mi Geology TrailHikeMTB1.5 mi Deer RunHikeMTB1.5 mi Devens Disc Golf CourseHike1.5 mi IACS Trail to Tyng SwampHike1.4 mi Mass Central Rail Trail -- Wayside (proposed)Hike1.4 mi Gilson Hill LoopHikeMTB1.4 mi Codman Forest LoopHike1.4 mi RattlesnakeHike1.4 mi Glacial Hill TrailHike1.4 mi social pathHike1.4 mi Snake Meadow Brook TrailHike1.4 mi Charles River Bike PathHikeMTB1.4 mi Hazel Brook to PonyhengeHike1.4 mi Brown TrailHike1.4 mi Plymton TrailHike1.4 mi Lyons-Cutler LoopHike1.4 mi Peace TrailHike1.4 mi Bear Paw TrailHikeMTB1.4 mi Burge's Pond Trail (yellow)Hike1.4 mi Balsam TrailHike1.4 mi Heronry TrailHike1.4 mi Reservoir Access RoadHikeMTB1.4 mi power line pathHike1.3 mi Greenwood TrailHike1.3 mi Hager TrailHike1.3 mi Flat Rock TrailHike1.3 mi Northern LoopHikeMTB1.3 mi Watertown Community PathHikeMTB1.3 mi Duck Pond TrailHike1.3 mi Friends Pearl Hill SP Loop TrailHikeMTB1.3 mi Shire TrailHike1.3 mi Cranberry Bog Trail (Blue)Hike1.3 mi Backpacker TrailHikeMTB1.3 mi Priest Bridge RoadHike1.3 mi AbenakiHikeMTB1.3 mi Lawrence LaneHike1.3 mi Burn's Hill Loop TrailHike1.3 mi Old Morse RoadHike1.2 mi Redevelopment RoveHike1.2 mi Trilogy - Northeast SingletrackHikeMTB1.2 mi Long Pond Nature TrailHike1.2 mi Skip Along SkitapetHike1.2 mi Wharton RoadHike1.2 mi Main Trail (blue) Reservoir LoopHikeMTB1.2 mi Tri-Town TrailHike1.2 mi Ridge TrailHikeMTB1.2 mi Pine Tree Loop TrailHikeMTB1.2 mi Heritage HikeHike1.2 mi Barretts Mill LoopHike1.2 mi North LoopHikeMTB1.2 mi Mahoney LaneHike1.2 mi Brook TrailHike1.2 mi East Farm TrailHikeMTB1.2 mi High MeadowHikeMTB1.2 mi Skitapet TrailHike1.1 mi Rock Circuit ConnectorHike1.1 mi Burns Hill Loop TrailHike1.1 mi Target TrailHike1.1 mi Salmon Brook TrailHike1.1 mi Rocky RoadHikeMTB1.1 mi Tophet WestHikeMTB1.1 mi Weir Hill TrailHike1.1 mi Saddle Hill TrailHike1.1 mi Pipeline PassHike1.1 mi Target Trail (yellow)Hike1.1 mi Marylynn Gentry TrailHike1.1 mi Mary Pratt South TrailHike1.1 mi Yellow DiamondHike1.1 mi Betty Fitzpatrick TrailHike1.1 mi River Walk Along the BoulevardHike1.1 mi Everett RiverwalkHikeMTB1.1 mi EagleHikeMTB1.1 mi PipelineHikeMTB1.1 mi Waterpower WalkHike1.1 mi Legacy Farms TrailHike1.1 mi Middle RoadHikeMTB1.1 mi Davis TrailHike1.0 mi Hultman Aqueduct PathHikeMTB1.0 mi Beaver Brook Valley Preserve (Esker)Hike1.0 mi orange diamondHike1.0 mi Official Burlington TrailHike1.0 mi Old Concord RoadHike1.0 mi Yellow LoopHikeMTB1.0 mi Hayes Woods LollipopHike1.0 mi Charles River LoopHike1.0 mi Sheepfalls Brook TrailHike1.0 mi Bishop Condo Foot PathHike1.0 mi Acker trailHike1.0 mi East Hubbard TrailHikeMTB1.0 mi Methane trenchHike1.0 mi Green Birdhouse LoopHikeMTB1.0 mi need nameHike1.0 mi Bridge RoadHike1.0 mi Nixon TrailHike1.0 mi Friends Trail (Yellow)Hike1.0 mi Salem & Lowell RailroadHikeMTB1.0 mi Interior Loop TrailHike1.0 mi Half Moon RoadHike1.0 mi Blue DiamondHike1.0 mi Peninsula TrailHike1.0 mi Historic TrailHike1.0 mi Hammond Pond ParkwayHikeMTB1.0 mi Fern LoopHikeMTB1.0 mi Fitness TrailHike0.9 mi Buelher Winthrop Main TrailsHike0.9 mi Oxbow LoopHike0.9 mi Dark Hollow Pond TrailHike0.9 mi Holliston HighwayHikeMTB0.9 mi Towhee TrailHike0.9 mi Blue and Green TrailHike0.9 mi Whip Hill PathHikeMTB0.9 mi Powerline trailHike0.9 mi Burial By-passHikeMTB0.9 mi Mid TrailHike0.9 mi Wakefield Lynnfield Rail TrailHikeMTB0.9 mi Center TrailHikeMTB0.9 mi ACROSS Lexington Trail (blue)Hike0.9 mi Chestnut Oak Loop TrailHike0.9 mi Marion's TrailHikeMTB0.9 mi Dike TrailHike0.9 mi Emerson Thoreau AmbleHike0.9 mi Mattison Field Trail yellowHike0.9 mi Blue Heron LoopHikeMTB0.9 mi Carol J. Getchell Nature TrailHikeMTB0.9 mi Rock and RollHikeMTB0.9 mi Fresh Pond BikewayHikeMTB0.9 mi Blueberry TrailHikeMTB0.9 mi Dudley Road Multi-Use PathHike0.9 mi Great Meadows Dudley trailHike0.9 mi Stony Brook Trail (grey)Hike0.9 mi Jack & Betty Valentine TrailHike0.9 mi Upper White OwlHikeMTB0.9 mi Elmwood LoopHike0.9 mi Peloquin TrailHike0.9 mi Whispering Hill LoopHikeMTB0.9 mi Egg Rock TrailHike0.9 mi

← All Middlesex 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.