About hiking in South Central Connecticut Planning Region

South Central Connecticut Planning Region, Connecticut has 231 named trails tagged for hiking, covering 507 miles, an average of 2.2 miles each. The longest is hiking, at 182 miles. 11 run 5 miles or longer.

What the hiking trails in South Central Connecticut Planning Region are like

By length, 152 are under a mile, 68 run 1 to 5 miles, and 11 are 5 miles or longer. 10 are loops, ending where they start; the longest is Mark Schaefer Trail, at 3.0 miles.

Of the 230 with measured elevation, hiking climbs the most, about 12,404 ft, and 10 gain 1,000 ft or more.

All 231 hiking trails, longest first

hikingHike182 mi Mattabesett TrailHike17.3 mi New England TrailHike17.3 mi The Branford TrailHike16.7 mi Menunkatuck TrailHike16.0 mi Quinnipiac TrailHike14.1 mi White TrailHike11.3 mi Naugatuck Trail (Woodbridge)Hike7.9 mi Lone Pine TrailHike7.6 mi Regicides TrailHike6.9 mi Horse TrailHike6.2 mi Blue TrailHike4.7 mi Ridge TrailHikeMTB4.5 mi Red TrailHike4.3 mi Lake Saltonstall TrailHike4.2 mi Mill River TrailHike3.9 mi Baldwin DriveHikeMTB3.5 mi White CircleHike3.4 mi Yellow TrailHike3.3 mi Rockland LoopHike3.2 mi Purple TrailHike3.0 mi Mark Schaefer TrailHike3.0 mi Ski TrailHike2.8 mi Rockland TrailHike2.8 mi Banton Quinnipiac TrailHike2.7 mi Naugatuck TrailHike2.7 mi EraticaHike2.6 mi Eric L. Stone TrailHike2.4 mi Goat Lot TrailHike2.4 mi Dead Hill RoadHikeMTB2.3 mi Shoreline Greenway TrailHikeMTB2.2 mi Bear House Hill Road trailHike2.1 mi Durham TrailHike2.1 mi ThunderdomeHike2.0 mi Bailey Trial SouthHike2.0 mi Kampmeyer TrailHike1.9 mi Blue-Yellow TrailHike1.9 mi Mag-5Hike1.9 mi RedHike1.9 mi Grandma Hall TrailHike1.9 mi Pine TrailHike1.8 mi Summit BeltHikeMTB1.8 mi North Slope ConnectorHike1.8 mi Yellow CircleHike1.8 mi Regicide DriveHikeMTB1.6 mi PinkHike1.6 mi Summit TrailHike1.6 mi Beach Street TrailHikeMTB1.5 mi Orange TrailHike1.5 mi Tower TrailHike1.5 mi East LoopHike1.5 mi PurpleHike1.4 mi Sperry RoadHikeMTB1.4 mi Old Crooked HillHike1.4 mi County RoadHikeMTB1.4 mi Paul TrailHike1.4 mi OrangeHike1.4 mi Gorge TrailHikeMTB1.4 mi Cooper Lot TrailHike1.3 mi Lighthouse Point LoopHike1.3 mi Race Brook TrailHike1.3 mi Chestnut Grove LoopHike1.3 mi Crooked Hill RoadHikeMTB1.2 mi Quinnipiac Connector TrailHike1.2 mi Sargent River TrailHike1.2 mi Summer Hill TrailHike1.2 mi Etzel TrailHike1.2 mi Big MapleHike1.2 mi Beaver Brook TrailHike1.1 mi Bee LineHike1.1 mi Shoreline Greenway Trail Hammonasset SectionHikeMTB1.1 mi Totoket TrailHike1.1 mi Blue/White Circle TrailHike1.0 mi RishyHike1.0 mi Cooks Lane TrailHike1.0 mi The DarksideHike1.0 mi BlueHike1.0 mi GreenHike1.0 mi Blue-RedHike1.0 mi Houston TrailHike1.0 mi Notch Hill Brook Red TrailHike1.0 mi Ann Connover Nature TrailHike0.9 mi Harborside TrailHikeMTB0.9 mi Hemlock Hollow LoopHike0.9 mi Dirt ChurchHike0.9 mi YellowHike0.9 mi Beyond ThunderdomeHike0.9 mi Power line trailHike0.9 mi Downs RoadHikeMTB0.9 mi Dudley BarrowsHike0.9 mi Bushwack TrailHike0.9 mi Bridle LoopHike0.8 mi Shepherds TrailHike0.8 mi Yellow TriangleHike0.8 mi Jared EliotHike0.8 mi Woodward TrailHike0.8 mi Power Cut RoadHikeMTB0.8 mi Bridal loopHike0.8 mi Dirt ChurhHike0.8 mi Munger Brook TrailHike0.8 mi North Summit TrailHike0.8 mi Old Oak Nature Trail LoopHike0.8 mi St. Francis Woods TrailHike0.8 mi Eastern LoopHike0.8 mi Farm River TrailHike0.8 mi Meadow TrailHike0.8 mi Big Tree TrailHikeMTB0.8 mi Yellow Cross TrailHike0.7 mi Old Crooked Hill RoadHike0.7 mi Whittemore TrailHike0.7 mi Long Wharf TrailHike0.7 mi Marginal DriveHikeMTB0.7 mi Goat BoyHike0.7 mi Hein Hiking TrailHike0.7 mi BambiHike0.7 mi Dave Houston TrailHike0.7 mi Coan Pond TrailHike0.7 mi Westville FeederHike0.7 mi Tidal Marsh TrailHike0.7 mi Coan Pond LoopHike0.7 mi Red-BlackHike0.7 mi GracieHike0.6 mi Branford Trolley TrailHike0.6 mi Meyerhuber ConnectorHike0.6 mi Dickerman Carriage RoadHike0.6 mi Red-Circle TrailHike0.6 mi Rockland RoadHikeMTB0.6 mi South LoopHike0.6 mi Sanford FeederHike0.6 mi White Cross TrailHike0.6 mi White Circle TrailHike0.6 mi Colburn Brook TrailHike0.5 mi West Loop TrailHikeMTB0.5 mi Old Field TrailHike0.5 mi Red-YellowHike0.5 mi Stony Loam TrailHike0.5 mi Glacier Point TrailHike0.5 mi Red/White Circle TrailHike0.5 mi Wepawaug TrailHike0.5 mi Northrop Road TrailHike0.5 mi Blue to PinkHike0.5 mi Pink to BlueHike0.5 mi North Boundary TrailHike0.5 mi West Boundary TrailHike0.5 mi Maria Schmidt TrailHike0.5 mi East Boundary TrailHike0.5 mi Whitney RoadHike0.5 mi Paradise AvenueHikeMTB0.5 mi North LoopHike0.5 mi Blue-YellowHike0.4 mi Yellow-Orange-Dot TrailHike0.4 mi Public Access PathwayHike0.4 mi Willards Island Nature TrailHike0.4 mi Red RectangleHike0.4 mi Spencers Creek TrailHike0.4 mi Blue-BlackHike0.4 mi Van Epps TrailHike0.4 mi Tibby's TrailHike0.4 mi North Campus PathwayHike0.4 mi Trolley Line AccessHike0.4 mi Meadow WalkHike0.4 mi Green TrailHike0.4 mi Cabin TrailHike0.4 mi Blue Cross TrailHike0.4 mi North Cornfield LoopHike0.4 mi Red Cross TrailHike0.4 mi Bailey Trial NorthHike0.4 mi Tulip Tree TrailHike0.4 mi Purple RectangleHike0.3 mi Grobe Green Gadabout TrailHike0.3 mi Boundary TrailHike0.3 mi River WalkHike0.3 mi Blue Circle TrailHike0.3 mi White Birches TrailHike0.3 mi Carol and Polly's PathHike0.3 mi Judge Cook's Oxen TrailHike0.3 mi Fishing Spur TrailHike0.3 mi Beacon Cap TrailHike0.3 mi Narrows TrailHikeMTB0.3 mi Gooch TrailHike0.3 mi Orange CircleHike0.3 mi Black-WhiteHike0.3 mi Cliffside TrailHike0.3 mi Lost Vista TrailHike0.3 mi Upper TrailHike0.3 mi Veterans Memorial WalkHikeMTB0.3 mi West Shepard AvenueHikeMTB0.3 mi South Cornfield LoopHike0.3 mi White RectangleHike0.3 mi Pink to WhiteHike0.3 mi White to PinkHike0.3 mi West LoopHike0.3 mi Patrick TrailHike0.3 mi NET/Lone Pine Cross TrailHike0.3 mi Weed PileHike0.3 mi Griswold Coastal Forest TrailHike0.3 mi Old Mattabessett TrailHike0.3 mi Steep Bluff ClimbHike0.3 mi Center TrailHike0.3 mi Hart RoadHike0.3 mi Cedar Meadows TrailHike0.3 mi Old Derby TrailHike0.2 mi Finch TrailHike0.2 mi Lone Pine Trail AlternateHike0.2 mi Phase 2HikeMTB0.2 mi Three MonksHike0.2 mi Three Monks TrailHike0.2 mi Library Yellow TrailHike0.2 mi Bridle TrailHike0.2 mi Cedar Island TrailHike0.2 mi Krum ElbowHikeMTB0.2 mi West River TrailHike0.2 mi Mendell's - Woodward Connector TrailHike0.2 mi 1904 TrailHike0.2 mi Glen Grove TrailHike0.2 mi Lower TrailHike0.2 mi Pent Road Extension EnteranceHike0.2 mi Cross TrailHike0.2 mi Notch Hill Brook White TrailHike0.2 mi Purple-YellowHike0.2 mi Tuttles Point RoadHike0.2 mi Green Diamond TrailHike0.2 mi Welch's WayHike0.1 mi Spruce TrailHike0.1 mi Yellow Circle TrailHike0.1 mi Fire Tower Road EntranceHike0.1 mi Mendell's Folly Access TrailHike0.1 mi Heaton TrailHike0.1 mi Plank WalkHike0.1 mi Bruce & Cynthia Russett Nature TrailHike0.1 mi Pequot AvenueHike0.1 mi

← All South Central Connecticut Planning Region 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.