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Long-Run Trails (5+ Miles) in Connecticut
Connecticut has 27 trails with long-run distance (5+ miles) in this directory, across 25 cities and towns — Greenwich, West Simsbury, Branford, Burlington and 21 more. Five miles or more of continuous trail — enough to build a real long run on.
Every one in Connecticut
Use the filters to narrow these by surface, loop, distance, shade, lighting, restrooms, water and parking.
Sleeping Giant State Park
4.8 ★★★★★ 1,988 reviews
State park with hiking trails up a ridge whose uneven profile is thought to evoke a sleeping giant.
Burr Pond State Park
4.6 ★★★★★ 1,063 reviews
Placid, verdant park with hiking trails, a pond for swimming & fishing & picnic areas.
Chatfield Hollow State Park
4.8 ★★★★★ 957 reviews
Natural area with pine woods, streams, caves & rocky ledges, offering hiking, swimming & fishing.
Windsor Locks Canal State Park Trail
4.6 ★★★★★ 554 reviews
Picnicking, biking, and hiking are among the activities available at this spot with tables and wildlife.
Peterson Memorial Park
4.6 ★★★★★ 518 reviews
Green space with playgrounds, a picnic grove, hiking trails, a skate park & sports courts.
Hidden Valley Preserve
4.8 ★★★★★ 480 reviews
Nature preserve with hiking trails over varied terrain, including a quartz mine and suspension bridge.
Mashamoquet Brook State Park
4.5 ★★★★★ 509 reviews
Secluded property featuring a small pond, a creek and hiking trails plus picnic tables.
Devil's Den Preserve
4.6 ★★★★★ 461 reviews
This 1,756-acre property features a variety of habitats & trails for wildlife viewing & hiking.
Shenipsit State Forest-Soapstone Mountain
4.7 ★★★★★ 366 reviews
Woodsy area with a conservation museum & an observation tower, plus hiking, fishing & more.
Babcock Preserve
4.4 ★★★★☆ 172 reviews
Forested, 300-acre preserve featuring hiking & bridle paths, a picnic area & a swamp.
Larkin State Bridle Trail
4.4 ★★★★☆ 143 reviews
Picturesque 10.3-mile trail along a former railroad used for horse riding, cycling & hiking.
New Milford River Trail
4.6 ★★★★★ 95 reviews
Park offering kid-friendly hikes, as well as biking and walking trails.
Trumbull Park
4.4 ★★★★☆ 72 reviews
Park with a baseball field, picnic tables, playground, and restrooms.
Rockhouse Hill Sanctuary
4.7 ★★★★★ 67 reviews
Easy and difficult hiking trails, bike-riding routes and waterside features, like ponds and waterfalls.
Norwalk River Valley Trail (NRVT)
4.7 ★★★★★ 64 reviews
Kid-friendly, well-maintained urban greenway with benches for relaxation and trails, popular for biking, hiking and dog walking.
Metacomet Trail Trailhead
4.6 ★★★★★ 64 reviews
Hiking area with kid-friendly paths leading to scenic views.
GLCT Westwoods Sam Hill Entrance
4.6 ★★★★★ 54 reviews
Sprawling park featuring a network of hiking trails, plus rock formations and scenic vistas.
Ives Trail
4.5 ★★★★★ 33 reviews
Walking trail named after a local composer & stretching 20 mi. through a heavily wooded area.
No trails match those filters.
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