Litchfield Hills

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326 mi 524 km of trail — 3 Runs

54 Trails

68 Trails

21 Trails

Areas Within Litchfield Hills

American Legion and Peoples State Forests

10 Trails

Burlington

6 Trails

Campbell Falls State Park Reserve

Housatonic Meadows State Park

Mohawk Mountain State Park

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Runs in Litchfield Hills - 3

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Macedonia Ridge Trail

6.4 mi 10.3 km • Point to Point • 1,592 ft Ascent 485.14 m Ascent

(10) Kent, CT

Bear Mountain

5.4 mi 8.7 km • Out and Back • 1,549 ft Ascent 472.12 m Ascent

(3) Salisbury, CT

A 2.7 mile hike through a thick forest landscape ends with this amazing expanse - Rands View, with Wetauwanchu Mountain on the left, and Bear Mountain and Mount Everett in Massachusetts on the horizon.

Rand's View Out and Back

5.4 mi 8.7 km • Out and Back • 1,110 ft Ascent 338.19 m Ascent

(3) Canaan, CT

Trails in Litchfield Hills - 140

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1.2 mi 2.0 km #1Lion's Head Trail Difficult Canaan, CT	Difficult	1.2 mi 2.0 km	Canaan, CT	2
1.7 mi 2.7 km #2Pomperaug Trail - Blue Difficult Southbury, CT	Difficult	1.7 mi 2.7 km	Southbury, CT	2
3.3 mi 5.3 km #3Jericho Trail Difficult Oakville, CT	Difficult	3.3 mi 5.3 km	Oakville, CT	1
0.4 mi 0.7 km #4Quarry Trail Difficult West Torrington, CT	Difficult	0.4 mi 0.7 km	West Torrington, CT	1
1.7 mi 2.8 km #5Crest Trail - Blue/White Difficult Southbury, CT	Difficult	1.7 mi 2.8 km	Southbury, CT	1
18.1 mi 29.1 km #6Quinnipiac Trail Difficult Cheshire Village, CT	Difficult	18.1 mi 29.1 km	Cheshire Village, CT	2
2.7 mi 4.4 km #7Mt. Frissell Trail Difficult Canaan, CT	Difficult	2.7 mi 4.4 km	Canaan, CT	5
1.9 mi 3.0 km #8Under Mountain Trail Intermediate Canaan, CT	Intermediate	1.9 mi 3.0 km	Canaan, CT	4
51.6 mi 83.1 km #9AT: AMC - Connecticut Chapter (CT/NY) Intermediate Sherman, CT	Intermediate	51.6 mi 83.1 km	Sherman, CT	3
1.8 mi 2.8 km #10Miller Trail - Blue Intermediate Southbury, CT	Intermediate	1.8 mi 2.8 km	Southbury, CT	2
26.8 mi 43.1 km #11Mattatuck Trail Intermediate Litchfield, CT	Intermediate	26.8 mi 43.1 km	Litchfield, CT	1
2.0 mi 3.2 km #12Bee Brook Loop Intermediate New Preston, CT	Intermediate	2.0 mi 3.2 km	New Preston, CT	1
1.7 mi 2.8 km #13Pinnacle Trail Intermediate New Preston, CT	Intermediate	1.7 mi 2.8 km	New Preston, CT	1
1.8 mi 3.0 km #14Paradise Lane Trail Intermediate Salisbury, CT	Intermediate	1.8 mi 3.0 km	Salisbury, CT	1
34.4 mi 55.4 km #15Tunxis Trail Intermediate Terryville, CT	Intermediate	34.4 mi 55.4 km	Terryville, CT	1
1.4 mi 2.3 km #16Roaring Brook Trail Intermediate Cheshire, CT	Intermediate	1.4 mi 2.3 km	Cheshire, CT	1
0.8 mi 1.3 km #17Mohawk Trail Intermediate New Preston, CT	Intermediate	0.8 mi 1.3 km	New Preston, CT	1
3.8 mi 6.1 km #18Steep Rock Loop Intermediate New Preston, CT	Intermediate	3.8 mi 6.1 km	New Preston, CT	1
5.2 mi 8.3 km #19Naugatuck Trail Intermediate Naugatuck, CT	Intermediate	5.2 mi 8.3 km	Naugatuck, CT	1
3.4 mi 5.4 km #20Mine Hill Main Trail (Blue Trail) Intermediate New Milford, CT	Intermediate	3.4 mi 5.4 km	New Milford, CT	1