Best Trails of Connecticut

This list represents the most popular trails in Connecticut. Use this list to plan your next Connecticut outdoor trip. Select a state and/or activity below to find even more top trails.

  • #1 Selden Neck Campground

    4 Reviews

    Haddam, CT

    There is absolutely no way you’ll find an RV at the Selden Neck Campground, in Gillette Castle State Park. It has no designated tent-only areas, and no inherent rules or regulations prohibiting ...
    •  Guide

    There is absolutely no way you’ll find an RV at the Selden Neck Campground, in Gillette Castle State Park. It has no designated ...

  • #2 The Weir Preserve

    9 Reviews

    Wilton, CT

    Enter the preserve, owned by the Weir Farm Art Center—a private, nonprofit organization that supports Weir Farm National Historic Site—on a wide former woods road blazed yellow and flanked by ...
    •  1.0 hour
    •  1.1 miles
    •  Guide

    Enter the preserve, owned by the Weir Farm Art Center—a private, nonprofit organization that supports Weir Farm National ...

  • #3 Devil's Den Preserve

    7 Reviews

    Redding, CT

    In Weston and Redding. A broad-swinging loop travels several of the named trails, touring much of the preserve; side spurs visit granite ledges and a boulder ravine. Special attractions: Rich ...
    •  7.2 miles
    •  Guide

    In Weston and Redding. A broad-swinging loop travels several of the named trails, touring much of the preserve; side spurs ...

  • #4 Ragged Mountain Preserve Trail

    13 Reviews

    Berlin, CT

    Located in Berlin, CT. Within this 563-acre open space acquired through the Land and Water Conservation Fund, a demanding loop journeys through restful mixed woods and traverses a stirring cliff ...
    •  6.1 miles
    •  Guide

    Located in Berlin, CT. Within this 563-acre open space acquired through the Land and Water Conservation Fund, a demanding ...

  • #5 Mount Frissell

    11 Reviews

    Salisbury, CT

    From the parking area on East Street (called Mount Washington Road in Connecticut), near the Connecticut–Massachusetts state line, red-blazed Mount Frissell Trail heads northwest on an old woods ...
    •  3.5–4.0 hours
    •  5.2 miles
    •  Guide

    From the parking area on East Street (called Mount Washington Road in Connecticut), near the Connecticut–Massachusetts state ...

  • #6 Bear Mountain Road

    18 Reviews

    Litchfield County, CT

    Bear Mountain Road is a hiking trail in Litchfield County, Connecticut. It is 0.9 miles long and begins at 1,888 feet altitude. Traveling the entire trail is 1.7 miles with a total elevation ...
    •  0.9 miles

    Bear Mountain Road is a hiking trail in Litchfield County, Connecticut. It is 0.9 miles long and begins at 1,888 feet altitude. ...

  • #7 Sessions Woods Wildlife Management Area

    5 Reviews

    Bristol, CT

    A gazebo at the far end of the lot contains property information. Beaver Pond trailhead, however, is located at the end of the wide graveled roadway immediately north (right) of the parking area. ...
    •  3.0–4.0 hours
    •  3 miles
    •  Guide

    A gazebo at the far end of the lot contains property information. Beaver Pond trailhead, however, is located at the end of ...

  • #8 Zoar Trail

    10 Reviews

    Stevenson, CT

    In Lower Paugussett State Forest, on the west shore of Lake Zoar, this blue-blazed loop applauds lake and woods, with a side trip to a waterfall. Round the rock barrier and follow the blazes ...
    •  6.5 miles
    •  Guide

    In Lower Paugussett State Forest, on the west shore of Lake Zoar, this blue-blazed loop applauds lake and woods, with a side ...

  • #9 The Mianus Maze

    6 Reviews

    Greenwich, CT

    This unique trail system, located in the Mianus River Park near Greenwich, Connecticut, is a maze of singletrack and hard-packed old carriage roads, a tantalizing network of mountain bike trails ...
    •  14 miles
    •  Guide

    This unique trail system, located in the Mianus River Park near Greenwich, Connecticut, is a maze of singletrack and hard-packed ...

  • #10 Wolcott Trail and Burr Pond

    6 Reviews

    Winsted, CT

    From the parking lot, follow the light-blue-blazed Wolcott Trail—named for the Civilian Conservation Corps’ Camp Wolcott—north (counterclockwise) around the pond. Ducks often loaf on nearby boulders ...
    •  1.5 hours
    •  2.75 miles
    •  Guide

    From the parking lot, follow the light-blue-blazed Wolcott Trail—named for the Civilian Conservation Corps’ Camp Wolcott—north ...

  • #11 Lion’s Head

    8 Reviews

    Salisbury, CT

    From the northeast corner of the parking area, follow the gravel path north through a field of sensitive fern, goldenrod, and isolated islands of willow, alder, apple, and red cedar. Just ...
    •  1.5–2.0 hours
    •  1.9 miles
    •  Guide

    From the northeast corner of the parking area, follow the gravel path north through a field of sensitive fern, goldenrod, ...

  • #12 Trumbull / Old Mine Park

    4 Reviews

    Trumbull, CT

    Just north of the town of Trumbull, off Connecticut Highway 25. The terrain is flat, except for a short, steep climb on a loose gravel jeep road and a steep descent on pavement leaving the park. ...
    •  11 miles
    •  Guide

    Just north of the town of Trumbull, off Connecticut Highway 25. The terrain is flat, except for a short, steep climb on a ...

  • #13 West Hartford Reservoir

    3 Reviews

    Hartford, CT

    About 8 miles west of Hartford. The ride begins with a fairly steep climb of about 400 feet. Afterward, you will cruise along a ridge, then descend gradually. Watch for occasional obstructions ...
    •  8 miles
    •  Guide

    About 8 miles west of Hartford. The ride begins with a fairly steep climb of about 400 feet. Afterward, you will cruise along ...

  • #14 Talcott Mountain

    5 Reviews

    Bristol, CT

    Tower Trail begins on the left side of the access road, about 1,000 feet from the CT 185 entrance, but a less crowded feeder path begins at the Life Star helicopter pad, at the end of the access ...
    •  3.0–3.5 hours
    •  3.3 miles
    •  Guide

    Tower Trail begins on the left side of the access road, about 1,000 feet from the CT 185 entrance, but a less crowded feeder ...

  • #15 People’s State Forest

    6 Reviews

    Winsted, CT

    Jesse Gerard Trail (blazed yellow on blue) begins at a sign across the road from the parking area; here, trail maps are sometimes available. From the woodland edge where clumps of daylilies blossom ...
    •  3.0–4.0 hours
    •  4.7 miles
    •  Guide

    Jesse Gerard Trail (blazed yellow on blue) begins at a sign across the road from the parking area; here, trail maps are sometimes ...

  • #16 Bantam River, Bantam Lake, and Little Pond

    3 Reviews

    Litchfield, CT

    The Bantam River represents one of the preeminent paddling resources in western Connecticut. Flowing through a 4,000-acre nature preserve protected by the White Memorial Foundation, it’s a great ...
    •  Day Trip
    •  Guide

    The Bantam River represents one of the preeminent paddling resources in western Connecticut. Flowing through a 4,000-acre ...

  • #17 Mile of Ledges and Tory Den

    5 Reviews

    Bristol, CT

    As part of the Bristol public water supply, the area is posted against trespassing, but hikers are welcome. From the metal gate, follow the level gravel tote road, blazed with a yellow dot on ...
    •  2.0–2.5 hours
    •  4.25 miles
    •  Guide

    As part of the Bristol public water supply, the area is posted against trespassing, but hikers are welcome. From the metal ...

  • #18 Burnham Brook Preserve

    3 Reviews

    Deep River, CT

    This loop walk begins at a three-rail barway and proceeds into the woods on a wide lane bounded by sturdy stone walls. Oak, hickory, and sugar maple shade the entryway. Red cedars border the ...
    •  2.0 hours
    •  2 miles
    •  Guide

    This loop walk begins at a three-rail barway and proceeds into the woods on a wide lane bounded by sturdy stone walls. Oak, ...

  • #19 Indian Council Caves

    6 Reviews

    Barkhamsted, CT

    From the parking lot, proceed north across CT 219, step over the cable guardrail, and enter woods of tulip tree, red oak, maple, hemlock, and ash, with clumps of mountain laurel and witch hazel ...
    •  2.0–3.0 hours
    •  4.6 miles
    •  Guide

    From the parking lot, proceed north across CT 219, step over the cable guardrail, and enter woods of tulip tree, red oak, ...

  • #20 Macedonia Ridge Trail

    10 Reviews

    Macedonia Brook State Park, CT

    Macedonia Ridge Trail is a hiking trail in Litchfield County, Connecticut. It is within Macedonia Brook State Park. It is 6.5 miles long and begins at 633 feet altitude. Traveling the entire ...
    •  6.5 miles

    Macedonia Ridge Trail is a hiking trail in Litchfield County, Connecticut. It is within Macedonia Brook State Park. It is ...