About hiking in Suffolk County

Suffolk County, Massachusetts has 91 named trails tagged for hiking, covering 124 miles, an average of 1.4 miles each. The longest is Boston HarborWalk, at 45.8 miles. 6 run 5 miles or longer.

What the hiking trails in Suffolk County are like

By length, 76 are under a mile, 9 run 1 to 5 miles, and 6 are 5 miles or longer. 3 are loops, ending where they start; the longest is Deer Island Loop Trail, at 2.7 miles.

Every one carries a difficulty rating: 73 easy and 18 moderate. Of the 91 with measured elevation, Deer Island Loop Trail climbs the most, about 617 ft.

All 91 hiking trails, longest first

Boston HarborWalkHikeMTB45.8 mi Boston Boundless Trail Section 1Hike10.9 mi Walking City Trail Section 1Hike9.7 mi Walking City Trail Section 4Hike6.5 mi Walking City Trail Section 2Hike5.6 mi Freedom TrailHike5.4 mi Walking City Trail Section 3Hike5.0 mi Deer Island Loop TrailHikeMTB2.7 mi Harborwalk CharlestownHike1.9 mi Boston Harbor Walk and Neponset River GreenwayHikeMTB1.6 mi Mary Ellen Welch GreenwayHikeMTB1.6 mi Jamaicaway BikepathHikeMTB1.5 mi Mill Creek RiverwalkHike1.4 mi Lost Emerald NecklaceHikeMTB1.4 mi Black Heritage TrailHike1.3 mi Northern AvenueHike0.9 mi Neponset River GreenwayHikeMTB0.9 mi Winthrop GreenwayHikeMTB0.7 mi Beacons WalkHikeMTB0.6 mi Harbor WalkHikeMTB0.6 mi Commercial StreetHike0.6 mi Lagoon PathHike0.5 mi Willow PathHike0.5 mi Leo M. Birmingham ParkwayHikeMTB0.5 mi West Loop TrailHike0.5 mi Jazz Along the CharlesHike0.4 mi Albany StreetHikeMTB0.4 mi Allandale TrailHike0.4 mi John Joseph Kilmartin PathwayHikeMTB0.4 mi Conifer PathHike0.4 mi Rock Pond TrailHike0.4 mi Blackwell FootpathHike0.4 mi Boylston StreetHikeMTB0.4 mi Linden PathHike0.4 mi Park DriveHikeMTB0.3 mi Fishermen's BendHike0.3 mi Washington-Rochambeau Revolutionary Route National Historic TrailHike0.3 mi Oak PathHike0.3 mi Beech PathHike0.3 mi Seaver StreetHikeMTB0.3 mi Lafayette MallHike0.3 mi Beacon Street MallHike0.3 mi Spring House TrailHike0.3 mi Mayor's WalkHike0.3 mi North Beacon StreetHikeMTB0.3 mi Thompson Island PathHike0.3 mi Long PathHike0.3 mi Arlington PathHike0.3 mi Weld TrailHike0.3 mi Soldiers Field RoadHikeMTB0.3 mi General Douglas MacArthur MallHike0.3 mi Hemlock Hill TrailHike0.3 mi Carriage PathHike0.3 mi Centre StreetHike0.2 mi Charles PathHike0.2 mi Boston HarborWalk North EndHike0.2 mi Railroad MallHike0.2 mi Miller's River Littoral WayHikeMTB0.2 mi Fenway PathHikeMTB0.2 mi 9/11 MemorialHike0.2 mi Pinebank PromontoryHike0.2 mi FenwayHikeMTB0.2 mi Brimmer PathHike0.2 mi Glen LaneHikeMTB0.2 mi Academic WayHikeMTB0.2 mi Mulch PathHike0.2 mi East West TrailHike0.2 mi Frances Appleton BridgeHikeMTB0.2 mi Belle Isle Marsh: Lawn Av Wildlife Viewing PathHike0.2 mi Monastery PathHike0.2 mi Ridge TrailHike0.2 mi RiverwayHikeMTB0.2 mi Parade Ground PathHike0.2 mi Pier 4Hike0.1 mi Tennis Court Cut ThroughHike0.1 mi Tupelo PathHike0.1 mi Encore RiverwalkHikeMTB0.1 mi Armstrong PathHike0.1 mi Haffenreffer WalkHike0.1 mi Boylston PathHike0.1 mi Beacon PathHike0.1 mi Green Hill PathHike0.1 mi Arthur Fiedler FootbridgeHike0.1 mi Rowes WharfHike0.1 mi Liberty MallHike0.1 mi The Key Wildlife Observation AreaHike0.1 mi Tropical ForestHike0.1 mi Summit Avenue PathHike0.1 mi Ohavi Sedeck and Shari Jerusalem CemeteriesHike0.1 mi David Lopes FootwayHike0.1 mi Chinese Garden PathHike0.1 mi

← All Suffolk 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.