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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.

Labels come from each trail's own listing, its website and runners' reviews. Conditions change with the weather and the season, and gates and lights follow the park's own hours, so check a recent review before you drive out.

Every one in Connecticut

Use the filters to narrow these by surface, loop, distance, shade, lighting, restrooms, water and parking.

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Sleeping Giant State Park

4.8 ★★★★★ 1,988 reviews

Hamden, CT

40 miLoopMixedScenic

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

Torrington, CT

11.5 miLoopNatural surfaceScenic

Placid, verdant park with hiking trails, a pond for swimming & fishing & picnic areas.

Chatfield Hollow State Park

4.8 ★★★★★ 957 reviews

Killingworth, CT

22 miLoopMixedScenic

Natural area with pine woods, streams, caves & rocky ledges, offering hiking, swimming & fishing.

Windsor Locks Canal State Park Trail

4.6 ★★★★★ 554 reviews

Suffield, CT

5 miPavedScenicDog-friendly

Picnicking, biking, and hiking are among the activities available at this spot with tables and wildlife.

Peterson Memorial Park

4.6 ★★★★★ 518 reviews

Wolcott, CT

35 miPavedScenicDog-friendly

Green space with playgrounds, a picnic grove, hiking trails, a skate park & sports courts.

Hidden Valley Preserve

4.8 ★★★★★ 480 reviews

Washington Depot, CT

20 miNatural surfaceScenicDog-friendly

Nature preserve with hiking trails over varied terrain, including a quartz mine and suspension bridge.

Mashamoquet Brook State Park

4.5 ★★★★★ 509 reviews

Pomfret Center, CT

6 miLoopNatural surfaceScenic

Secluded property featuring a small pond, a creek and hiking trails plus picnic tables.

Devil's Den Preserve

4.6 ★★★★★ 461 reviews

Weston, CT

20 miNatural surfaceScenic

This 1,756-acre property features a variety of habitats & trails for wildlife viewing & hiking.

Shenipsit State Forest-Soapstone Mountain

4.7 ★★★★★ 366 reviews

Somers, CT

6 miNatural surfaceScenicDog-friendly

Woodsy area with a conservation museum & an observation tower, plus hiking, fishing & more.

Babcock Preserve

4.4 ★★★★☆ 172 reviews

Greenwich, CT

7 miLoopNatural surfaceScenic

Forested, 300-acre preserve featuring hiking & bridle paths, a picnic area & a swamp.

Larkin State Bridle Trail

4.4 ★★★★☆ 143 reviews

Naugatuck, CT

10.3 miMixedScenicDog-friendly

Picturesque 10.3-mile trail along a former railroad used for horse riding, cycling & hiking.

New Milford River Trail

4.6 ★★★★★ 95 reviews

New Milford, CT

55 miCrushed gravelScenicDog-friendly

Park offering kid-friendly hikes, as well as biking and walking trails.

Trumbull Park

4.4 ★★★★☆ 72 reviews

Plainville, CT

8 miDog-friendly

Park with a baseball field, picnic tables, playground, and restrooms.

Rockhouse Hill Sanctuary

4.7 ★★★★★ 67 reviews

Oxford, CT

15 miLoopScenic

Easy and difficult hiking trails, bike-riding routes and waterside features, like ponds and waterfalls.

Norwalk River Valley Trail (NRVT)

4.7 ★★★★★ 64 reviews

Wilton, CT

30 miMixedDog-friendly

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

East Granby, CT

6 miScenic

Hiking area with kid-friendly paths leading to scenic views.

GLCT Westwoods Sam Hill Entrance

4.6 ★★★★★ 54 reviews

Guilford, CT

32 miNatural surfaceScenicDog-friendly

Sprawling park featuring a network of hiking trails, plus rock formations and scenic vistas.

West Mountain Trail

4.7 ★★★★★ 33 reviews

West Simsbury, CT

25 miLoopNatural surfaceScenic

Ives Trail

4.5 ★★★★★ 33 reviews

Danbury, CT

17 miNatural surface

Walking trail named after a local composer & stretching 20 mi. through a heavily wooded area.

Fairchild Wildflower Sanctuary

4.7 ★★★★★ 24 reviews

Greenwich, CT

8 miNatural surfaceScenic

West Mountain Trails

4.6 ★★★★★ 23 reviews

West Simsbury, CT

5 miNatural surfaceScenic

Saltonstall Mountain Preserve

4.5 ★★★★★ 18 reviews

Branford, CT

60 miMixed

Whittemore Sanctuary

4.9 ★★★★★ 15 reviews

Woodbury, CT

8 miNatural surface

North End Norwalk River Valley Trail

3.9 ★★★★☆ 18 reviews

Norwalk, CT

30 miMixed

Katan - Ensor Preserve

4.8 ★★★★★ 6 reviews

West Granby, CT

75 miNatural surface

The Grounds and Trails at Dinosaur State Park

4.2 ★★★★☆ 6 reviews

Rocky Hill, CT

75 miLoopMixedDog-friendly

Farmington River Trail

5 ★★★★★ 1 reviews

Burlington, CT

28 miLoopMixedDog-friendly

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Every running trail in the town, not just the ones with long-run distance (5+ miles).

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