Hiking Trails in Connecticut
Discover 693 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.
Trail
Holland Brook Trail
Glastonbury, Connecticut
1.2 mi180 ftgain
EasyOut & Back
Trail
Hop Brook North Trail
Middlebury, Connecticut
1.3 mi243 ftgain
EasyLoop
Trail
Hopeville Pond State Park Loop
Jewett City, Connecticut
1.3 mi121 ftgain
ModerateLoop
Trail
Horse Guard White Trail
Avon, Connecticut
1.2 mi315 ftgain
ModerateOut & Back
Trail
Horse Trail
Hamden, Connecticut
2.0 mi492 ftgain
ModerateOut & Back
Trail
Housatonic Ridge Trail to Candlewood Mountain
New Milford, Connecticut
6.5 mi2,211 ftgain
DifficultPoint to Point
Trail
Housatonic River Trail
New Milford, Connecticut
10.1 mi1,621 ftgain
DifficultOut & Back
Trail
Housatonic River via Appalachian Trail
Cornwall Bridge, Connecticut
10.4 mi2,195 ftgain
DifficultOut & Back
Trail
Huntington State Park White, Blue and Green Loop Trail
Redding, Connecticut
7.7 mi1,158 ftgain
DifficultLoop
Trail
Hurd Rock Wall Path
Middle Haddam, Connecticut
1.3 mi171 ftgain
EasyLoop
Trail
Hurd State Park
East Hampton, Connecticut
6.1 mi1,201 ftgain
ModerateLoop
Trail
Hurricane Brook Road
Hartland, Connecticut
3.3 mi600 ftgain
ModerateOut & Back
Trail
Ice House Ruins Loop
Bantam, Connecticut
1.1 mi157 ftgain
EasyLoop
Trail
Indian Caves to Red Blazes Loop
Killingworth, Connecticut
3.1 mi597 ftgain
ModerateLoop
Trail
Indian Council Caves Trail
Barkhamsted, Connecticut
4.9 mi978 ftgain
ModerateOut & Back
Trail
Indian Well Trail
Shelton, Connecticut
1.4 mi518 ftgain
ModerateLoop
Trail
Ingham Hill Road to Essex Road
Old Saybrook, Connecticut
3.2 mi410 ftgain
ModerateOut & Back
Trail
Iron Ore Hill Red and Blue Loop
Bridgewater, Connecticut
2.5 mi607 ftgain
ModerateLoop
Trail
Iron Trail
East Canaan, Connecticut
7.6 mi1,398 ftgain
DifficultOut & Back
Trail
Iron Trail via Beckley Furnace (Short Option)
East Canaan, Connecticut
3.3 mi938 ftgain
ModerateOut & Back
Trail
Ivers Preserve
Southbury, Connecticut
2.5 mi430 ftgain
EasyLoop
Trail
Ives Trail Greenway
Danbury, Connecticut
14.6 mi2,995 ftgain
ExpertOut & Back
Trail
J.B. Williams Park Loop
Glastonbury, Connecticut
0.9 mi157 ftgain
EasyLoop
Trail
Jennings Beach To Pine Creek Point Trail
Fairfield, Connecticut
4.9 mi404 ftgain
ModerateOut & Back