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.

Learn more about Top Trails

#1. Bear Mountain


From the parking area, pale-blue-blazed Undermountain Trail immediately passes a kiosk on the right with a posted map; trail maps are sometimes available here. The trail heads west and begins a gentle…
From the guidebook "AMC's Best Day Hikes in Connecticut"
Salisbury, CT - Hiking - 6 miles Top Trail in North America - Click to view allBest Trail in ct - Click to view allBestHiking Trail - Click to view all (About Top Trails)
Published by Appalachian Mountain Club Books

#2. Selden Neck Campground


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 them,…
From the guidebook "Best Tent Camping: New England"
Haddam, CT - Campgrounds Best Trail in ct - Click to view allBestCampgrounds Trail - Click to view all (About Top Trails)
Published by Menasha Ridge Press

#3. The Weir Preserve


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 stone wa…
From the guidebook "AMC's Best Day Hikes in Connecticut"
Wilton, CT - Hiking - 1.1 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Appalachian Mountain Club Books

#4. Devil's Den Preserve


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 hardwoo…
From the guidebook "Hiking Southern New England"
Redding, CT - Hiking - 7.2 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Falcon Guides

#5. Ragged Mountain Preserve Trail


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 rim.…
From the guidebook "Hiking Southern New England"
Berlin, CT - Hiking - 6.1 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Falcon Guides

#6. Mount Frissell


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 road,…
From the guidebook "AMC's Best Day Hikes in Connecticut"
Salisbury, CT - Hiking - 5.2 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Appalachian Mountain Club Books

#7. Sessions Woods Wildlife Management Area


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. Fo…
From the guidebook "AMC's Best Day Hikes in Connecticut"
Bristol, CT - Hiking - 3 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Appalachian Mountain Club Books

#8. Farmington Canal Linear State Park Trail


The Farmington Canal Trail is a popular destination for people of all ages. The trail has a wide paved surface, mileage and kilometer markers, benches, solid wood bridges, and signs at road crossings…
From the guidebook "Rails To Trails: Connecticut, Rhode Island, Massachusetts, Vermont, New Hampshire, Maine"
Cheshire, CT - Cross-Country Skiing, Rail-Trails, Road Biking, Walking - 8 miles Best Trail in ct - Click to view allBestCross-Country Skiing, Rail-Trails, Road Biking, Walking Trail - Click to view allBestCross-Country Skiing, Rail-Trails, Road Biking, Walking Trail - Click to view allBestCross-Country Skiing, Rail-Trails, Road Biking, Walking Trail - Click to view allBestCross-Country Skiing, Rail-Trails, Road Biking, Walking Trail - Click to view all (About Top Trails)
Published by The Globe Pequot Press

#9. Zoar Trail


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 north a…
From the guidebook "Hiking Southern New England"
Stevenson, CT - Hiking - 6.5 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Falcon Guides

#10. The Mianus Maze


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 suita…
From the guidebook "Mountain Biking Eastern New York"
Greenwich, CT - Mountain Biking - 14 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Falcon Guides

#11. Metacomet Trail, Talcott Mountain


Three miles west of Bloomfield. This segment of the long-distance Metacomet Trail tours the rolling ridge of Talcott Mountain, topping rock outcrops and visiting Heublein Tower for vistas. Special at…
From the guidebook "Hiking Southern New England"
Bloomfield, CT - Hiking - 19.5 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Falcon Guides

#12. Wolcott Trail and Burr Pond


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 t…
From the guidebook "AMC's Best Day Hikes in Connecticut"
Winsted, CT - Hiking - 2.75 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Appalachian Mountain Club Books

#13. Lion’s Head


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 beyond a…
From the guidebook "AMC's Best Day Hikes in Connecticut"
Salisbury, CT - Hiking - 1.9 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Appalachian Mountain Club Books

#14. Macedonia Brook State Park


Four miles NW of Kent. A demanding loop travels the east and west ridges framing the Macedonia Brook drainage. Special attractions: Vistas, ridge and valley forests, spring wildflowers, a mountain la…
From the guidebook "Hiking Southern New England"
Kent, CT - Hiking - 6.8 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Falcon Guides

#15. Trumbull / Old Mine Park


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. Be…
From the guidebook "Mountain Biking Southern New England"
Trumbull, CT - Mountain Biking - 11 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Falcon Guides

#16. West Hartford Reservoir


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 on the…
From the guidebook "Mountain Biking Southern New England"
Hartford, CT - Mountain Biking - 8 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Falcon Guides

#17. Talcott Mountain


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 road.…
From the guidebook "AMC's Best Day Hikes in Connecticut"
Bristol, CT - Hiking - 3.3 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Appalachian Mountain Club Books

#18. People’s State Forest


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 in…
From the guidebook "AMC's Best Day Hikes in Connecticut"
Winsted, CT - Hiking - 4.7 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Appalachian Mountain Club Books

#19. Burnham Brook Preserve


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 lane. B…
From the guidebook "AMC's Best Day Hikes in Connecticut"
Deep River, CT - Hiking - 2 miles Best Trail in ct - Click to view all (About Top Trails)
Published by Appalachian Mountain Club Books

#20. Bantam River, Bantam Lake, and Little Pond


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 place…
From the guidebook "Quiet Water Massachusetts, Connecticut, and Rhode Island: AMC's Canoe and Kayak Guide, 3rd Edition"
Litchfield, CT - Flatwater Kayaking & Canoeing Best Trail in ct - Click to view allBestFlatwater Kayaking & Canoeing Trail - Click to view all (About Top Trails)
Published by Appalachian Mountain Club Books