Connecticut

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1,239 mi 1,994 km of trail — 22 Recommended Routes

267 Trails Intermediate Trails

335 Trails Hard Trails

59 Trails

Areas Within Connecticut

South Central Connecticut

76 Trails

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Recommended Routes in Connecticut - 22

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Castle Craig

2.8 mi 4.5 km • 644' Up 196.41 m Up • 644' Down 196.37 m Down

Meriden, CT

Macedonia Ridge Trail

6.4 mi 10.3 km • 1,592' Up 485.14 m Up • 1,586' Down 483.51 m Down

Kent, CT

Bear Mountain

5.4 mi 8.7 km • 1,549' Up 472.12 m Up • 1,548' Down 471.96 m Down

Salisbury, CT

The basic condition of the trail looping around the pond is low and close to the water.

Green Falls Narragansett Loop

3.0 mi 4.9 km • 186' Up 56.69 m Up • 185' Down 56.49 m Down

Preston…, CT

The course is marked with the Shenipsit sprinkler flags

Soapstone Mountain Trail Race

13.8 mi 22.2 km • 1,815' Up 553.27 m Up • 1,836' Down 559.49 m Down

Staffor…, CT

No Photos

Shenipsit Trail

50.8 mi 81.7 km • 4,117' Up 1255.01 m Up • 4,035' Down 1229.72 m Down

East Ha…, CT

Jerry Stage 6K

3.8 mi 6.0 km • 511' Up 155.77 m Up • 537' Down 163.61 m Down

Staffor…, CT

Pine Mountain

4.1 mi 6.6 km • 677' Up 206.32 m Up • 677' Down 206.2 m Down

Ridgefield, CT

Trails in Connecticut - 639

Trail Run Project is built by runners like you. Add Your Trails

10.7 mi 17.3 km #1Saugatuck Trail Difficult Easton, CT	Difficult	Easton, CT	7
2.0 mi 3.2 km #2Norwalk River Valley Trail Easy Wilton, CT	Easy	Wilton, CT	2
1.2 mi 2.0 km #3Lion's Head Trail Difficult Canaan, CT	Difficult	Canaan, CT	2
1.7 mi 2.7 km #4Pomperaug Trail - Blue Difficult Southbury, CT	Difficult	Southbury, CT	2
11.5 mi 18.5 km #5Naugatuck (Blue) Trail Intermediate/Difficult Woodbridge, CT	Intermediate/Difficult	Woodbridge, CT	1
4.4 mi 7.1 km #6Shelton Lakes Recreation Path Easy Shelton, CT	Easy	Shelton, CT	1
0.5 mi 0.7 km #7Laurel Grove Brook Trail Intermediate Middletown, CT	Intermediate	Middletown, CT	1
0.5 mi 0.9 km #8Winslow Dog Park Outer Loop Easy Westport, CT	Easy	Westport, CT	1
2.2 mi 3.6 km #9Yellow Trail Intermediate Hamden, CT	Intermediate	Hamden, CT	1
0.4 mi 0.7 km #10Sidecut Trail Intermediate Bethel, CT	Intermediate	Bethel, CT	1
0.4 mi 0.7 km #11Quarry Trail Difficult West Torrington, CT	Difficult	West Torrington, CT	1
1.4 mi 2.3 km #12Green Square Trail Difficult Guilford, CT	Difficult	Guilford, CT	1
1.7 mi 2.8 km #13Crest Trail - Blue/White Difficult Southbury, CT	Difficult	Southbury, CT	1
0.7 mi 1.2 km #14Meadow Trail (Yellow) Intermediate Woodbridge, CT	Intermediate	Woodbridge, CT	1
0.4 mi 0.7 km #15Red/White Trail Easy/Intermediate Woodbridge, CT	Easy/Intermediate	Woodbridge, CT	1
0.3 mi 0.5 km #16Red Trail Intermediate/Difficult Guilford, CT	Intermediate/Difficult	Guilford, CT	1
0.3 mi 0.4 km #17Orange Trail Intermediate Guilford, CT	Intermediate	Guilford, CT	1
0.5 mi 0.7 km #18Goss Fields Trail Easy Guilford, CT	Easy	Guilford, CT	1
5.1 mi 8.3 km #19Blue Trail Difficult Hamden, CT	Difficult	Hamden, CT	4
2.6 mi 4.2 km #20Red Trail Difficult Easton, CT	Difficult	Easton, CT	4