About hiking in Worcester County

Worcester County, Massachusetts has 961 named trails tagged for hiking, covering 911 miles, an average of 0.9 miles each. The longest is Midstate Trail, at 90.1 miles. 15 run 5 miles or longer.

What the hiking trails in Worcester County are like

By length, 780 are under a mile, 166 run 1 to 5 miles, and 15 are 5 miles or longer. 46 are loops, ending where they start; the longest is Yellow Trail, at 6.9 miles.

Every one carries a difficulty rating: 668 easy, 285 moderate, and 8 hard. Of the 959 with measured elevation, Midstate Trail climbs the most, about 12,941 ft, and 6 gain 1,000 ft or more.

Hiking Trails — page 1 of 4

Midstate TrailHike90.1 mi Mass Central Rail TrailHikeMTB38.3 mi Corridor 71Hike38.1 mi North Central PathwayHikeMTB19.6 mi East-West TrailHike19.1 mi Harvard Snowmobile Club TrailHike13.4 mi North Brookfield Rail TrailHike11.6 mi Secondary 56Hike11.2 mi Quinebaug Valley Rail TrailHikeMTB7.7 mi Blue TrailHikeMTB7.1 mi Charm Bracelet TrailHike6.9 mi Yellow TrailHikeMTB6.9 mi Mount Hunger ViewsHike6.3 mi Grand Trunk TrailHikeMTB5.9 mi Monoosnoc Ridge TrailHike5.9 mi Primary TrailHike4.8 mi Crow Hill LedgesHike4.7 mi Around Muddy PondHike4.6 mi Maple Heights FarmHike4.2 mi Red TrailHike4.1 mi White Oak TrailHikeMTB4.0 mi Puddin LoopHike4.0 mi Par 5Hike3.9 mi Orange TrailHikeMTB3.9 mi Old County RoadHikeMTB3.8 mi Midstate Trail/Corridor 71Hike3.4 mi Indian Lake PathwayHike3.3 mi Pipeline TrailHike3.2 mi Power Line TrailHike3.2 mi Blackstone River GreenwayHikeMTB3.1 mi East Side Trail (blue rctgl.)Hike3.1 mi Tamplin RoadHike3.0 mi Watatic SummitHike3.0 mi Badlands LoopHike2.9 mi Yellow LoopHike2.9 mi Whitney Hill RoadHike2.9 mi Hitchcock Mountain TrailHike2.8 mi Proposed TrailHike2.8 mi West RoadHikeMTB2.7 mi Brook LoopHike2.5 mi Seven Ridges TrailHike2.4 mi Tully Lake Loop TrailHike2.4 mi River RoadHike2.4 mi Mountain Laurel TrailHike2.4 mi The Parklands Blue TrailHikeMTB2.3 mi Sudbury Reservoir TrailHike2.3 mi Delaney South LoopHike2.3 mi Southern New England RailwayHike2.3 mi Diagle TrailHike2.2 mi Mission TrailHike2.1 mi Greenway TrailHikeMTB2.1 mi Falls Road (Tully Trail)Hike2.1 mi Thousand Acre Brook TrailHike2.1 mi Leadmine TrailHike2.1 mi Wind UpHikeMTB2.0 mi Park RoadHikeMTB2.0 mi Asnebumskit Ridge TrailHike2.0 mi Greenwich Dana RoadHikeMTB1.9 mi White TrailHike1.9 mi Mid State TrailHike1.9 mi Blue Dot Trail (Bob Elms)HikeMTB1.8 mi Outer LoopHike1.8 mi Tank RoadHike1.8 mi Old Indian TrailHike1.8 mi Petersham RoadHikeMTB1.8 mi Skinner Hill RoadHikeMTB1.8 mi Rollstone Hill Rock Walk TrailHike1.8 mi Bolton Flats TrailHike1.7 mi Middle RoadHike1.7 mi Red Oak TrailHikeMTB1.7 mi Streeter TrailHikeMTB1.7 mi Wilder Mckenzie Nature TrailHike1.7 mi Wilder-McKenzie TrailHikeMTB1.7 mi Charley's Loop TrailHike1.7 mi Mountain Road TrailHike1.7 mi Round Top TrailHike1.7 mi Red Dot TrailHikeMTB1.7 mi Joe's TrailHikeMTB1.7 mi Sibley RoadHike1.7 mi Old Mill RoadHike1.6 mi Mountain House TrailHike1.6 mi Gas LineHike1.6 mi Massachusetts Central Rail TrailHikeMTB1.6 mi Bowers Springs TrailHike1.6 mi Arbutus Park TrailHike1.6 mi Zink North Woods TrailHike1.6 mi Edmund Hill TrailHike1.6 mi Parmenter StreetHikeMTB1.6 mi Heywood BranchHikeMTB1.6 mi Over the BridgeHike1.6 mi May StreetHike1.6 mi Black Bear RunHike1.6 mi Meadow Road Shared Use PathHikeMTB1.6 mi Harrington/Mid State TrailHike1.5 mi Poor Farm RoadHike1.5 mi Lower LoopHike1.5 mi Blue and Yellow TrailHike1.5 mi Ball Hill TrailHike1.5 mi Hermann Orchard TrailHike1.5 mi Pasture TrailHike1.5 mi North TrailHikeMTB1.5 mi Phillips TrailHike1.4 mi McLaughlin TrailHike1.4 mi North Brook TrailHike1.4 mi Wolf Rock RoadHikeMTB1.4 mi Loop RoadHikeMTB1.4 mi Hell's HighwayHikeMTB1.4 mi Mirror Lake (secondary trail)Hike1.4 mi The MistressHike1.4 mi Upper Jackstraw Trail segmentHike1.4 mi Tyler TrailHike1.4 mi Reed Loop TrailHike1.4 mi Secondary TrailHike1.4 mi Low RollerHike1.4 mi Southworth RoadHikeMTB1.4 mi Holy Hill (yellow blaze)Hike1.4 mi Pain in the PullmanHike1.3 mi Crane Swamp TrailHike1.3 mi Mill Pond TrailHikeMTB1.3 mi ChallengerHike1.3 mi Depot Rail TrailHikeMTB1.3 mi Libbey TrailHike1.3 mi GreenHike1.3 mi Plummer's TrailHikeMTB1.3 mi Old Hopkinton Spring TrailHike1.3 mi Rabbit Run Rail BedHikeMTB1.3 mi Albee TrailHike1.3 mi Upper LoopHike1.3 mi Wachusett Aqueduct TrailHikeMTB1.3 mi White Dot TrailHikeMTB1.2 mi Corridor 71AHike1.2 mi Rabbit RunHikeMTB1.2 mi Blue RouteHike1.2 mi Pipeline PathHike1.2 mi Black Pond Trail (yellow blaze)Hike1.2 mi Chapman/Midstate TrailHike1.2 mi IndiaHikeMTB1.2 mi Mirror Lake Trail (primary)Hike1.2 mi King Phillip's TrailHike1.2 mi Brown Hill LoopHike1.2 mi Observation Hill TrailHike1.2 mi Pratt Hill RoadHike1.2 mi Dresser LoopHike1.2 mi Nuthatch TrailHike1.2 mi Carlstrom II TrailHike1.2 mi Stud FinderHike1.2 mi North StreetHike1.1 mi Cedar Hill TrailHike1.1 mi Cow Stile TrailHike1.1 mi Old Farm TrailHike1.1 mi Semuhenna TrailHike1.1 mi Eagle Bridge TrailHike1.1 mi East-West Trail (blue sq)Hike1.1 mi OscarHikeMTB1.1 mi Deep Cut Bypass TrailHike1.1 mi RedHike1.1 mi Fox Hill TrailHike1.1 mi Stirrup Brook TrailHike1.1 mi Great Oak Farm TrailHike1.1 mi Magenta TrailHike1.1 mi Lichen LaneHike1.1 mi Yellow RouteHike1.1 mi Pond Passage LoopHike1.1 mi State Administration RoadHikeMTB1.1 mi Orange Trail (ANCHORS AWEIGH)Hike1.1 mi The BermHikeMTB1.1 mi Bob Horton TrailHike1.1 mi Gates Hill TrailHikeMTB1.0 mi Mandell Road TrailHike1.0 mi Nate's RunHike1.0 mi Sawink LoopHike1.0 mi Main PathHike1.0 mi Soapstone Mtn TrailHike1.0 mi Nonesuch Loop (yellow)Hike1.0 mi Thompson Loop TrailHike1.0 mi Old Town House RoadHike1.0 mi Boroughs Loop TrailHike1.0 mi Stafford Turnpike LoopHike1.0 mi Field Loop TrailHike1.0 mi John Malley TrailHike1.0 mi Charm Bracelet Trail segmentHike1.0 mi Main TrailHike1.0 mi Bicentennial TrailHike1.0 mi Plimpton StreetHike1.0 mi Tetasset Hills Trail (red sq)Hike1.0 mi Bayberry Hill TrailHike1.0 mi Beaver Meadow TrailHike1.0 mi RomeoHikeMTB1.0 mi Sibley TrailHike1.0 mi CHCA East LoopHikeMTB1.0 mi Swamp TrailHike1.0 mi Summit TrailHike1.0 mi Moosewood TrailHike0.9 mi Barred Owl Trail (red)Hike0.9 mi Cascades TrailHike0.9 mi Billy GoatHikeMTB0.9 mi Saddle TrailHike0.9 mi Central Massachusetts BranchHike0.9 mi Appleton LoopHike0.9 mi Harvard ParkHike0.9 mi Robbs Hill Southern LoopHike0.9 mi Cook's Canyon TrailHike0.9 mi West Side TrailHike0.9 mi OLd Gale Hill RdHikeMTB0.9 mi Paine Swamp RoadHikeMTB0.9 mi Brook Loop OutletHike0.9 mi Pond Loop Trail (blue cir.)Hike0.9 mi T6 TrailHike0.9 mi Thayer RoadHikeMTB0.9 mi Pleasant StreetHikeMTB0.9 mi State Line TrailHike0.9 mi Powerline TrailHike0.9 mi Copper Mine TrailHikeMTB0.9 mi Field Perimeter TrailHike0.9 mi Walnut Hill TrailHike0.9 mi Pond LoopHike0.9 mi Plimpton LoopHike0.9 mi Paine Swamp TrailHike0.9 mi Howard Brook TrailHike0.9 mi Oak TrailHike0.9 mi Bullock McElroy LoopHikeMTB0.9 mi Oak Ridge TrailHike0.9 mi Lookout Trail LoopHike0.9 mi QuebecHikeMTB0.9 mi NET/M&M Trail/ Tully Trail (white yellow)Hike0.9 mi Asnebumskit LoopHike0.9 mi Old Town RoadHike0.9 mi Mamouth Brook TrailHikeMTB0.9 mi Pakachoag Hiking TrailHike0.9 mi BonespurHikeMTB0.8 mi Meadow Ridge TrailHike0.8 mi Dana RoadHike0.8 mi CHCA West LoopHikeMTB0.8 mi Rocky Pond RoadHikeMTB0.8 mi Laurel Hill Loop TrailHike0.8 mi Old Cross TrailHikeMTB0.8 mi Reload NorthHikeMTB0.8 mi Sprague Primary TrailHike0.8 mi hikingHike0.8 mi CharlieHikeMTB0.8 mi Frank's TrailHike0.8 mi Little Chauncy TrailHike0.8 mi Bottle Tree LaneHikeMTB0.8 mi Large Loop TrailHike0.8 mi Old Corridor 71Hike0.8 mi Taft TrailHike0.8 mi Orange Blazed TrailHike0.8 mi King Tut's HighwayHikeMTB0.8 mi Holy Hill (blue blaze)Hike0.8 mi Cormier - Meadow Brook LinkHike0.8 mi Wileys RoadHikeMTB0.8 mi Fenton RoadHikeMTB0.8 mi Derby Field and Horse Ring TrailHike0.8 mi Cook's Pond TrailHike0.8 mi Davis Road TrailHike0.8 mi South TrailHikeMTB0.8 mi Goat Hill TrailHike0.8 mi Behind the Chimney TrailHikeMTB0.8 mi Southern Access TrailHike0.8 mi Riverside TrailHike0.8 mi BlueHike0.8 mi Blueberry HIllHike0.8 mi Flat Rock Road (red)Hike0.8 mi Great Elms Primary Trail (blue blaze)Hike0.8 mi Farm Spring TrailHike0.8 mi Old Linden StreetHike0.8 mi Red Circle Blazed Loop TrailHike0.8 mi Homestead TrailHike0.8 mi Atlantic Union TrailHike0.8 mi Hay Ride TrailHike0.8 mi Oak Trail CircuitHike0.8 mi Woonaskachu's Path (blue rctgl.)Hike0.8 mi Gorge TrailHike0.8 mi Cold Spring Brook TrailHike0.8 mi Gardner Hill Loop TrailHike0.8 mi Lancaster Railroad TrailHike0.8 mi Long Pond TrailHike0.8 mi Smiley Face TrailHike0.8 mi Old Clamshell roadHike0.8 mi Talbot TrailHike0.8 mi Spring Street TrailHike0.8 mi Holden TrailHike0.8 mi Surprise Meadow TrailHike0.8 mi Leadmine LoopHike0.8 mi Hidden Meadow TrailHike0.8 mi Ghost Trail (white rctgl.)Hike0.8 mi Sparrow Trail (white)Hike0.7 mi Elm StreetHikeMTB0.7 mi Boulder TrailHike0.7 mi Upper Goat Hill TrailHike0.7 mi Keyes Farm TrailHike0.7 mi Kaufman Trail (yellow blaze)Hike0.7 mi Overlook Trail (red)Hike0.7 mi Cardinal TrailHike0.7 mi Red Circle TrailHike0.7 mi Big's Bushwhack (white)Hike0.7 mi Laurel Loop (blue)Hike0.7 mi Lower TrailHike0.7 mi RT 9 Connector TrailHike0.7 mi Indian Lake Pathway to Nick's Woods Trail ConnectionHike0.7 mi

← All Worcester 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.