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Litchfield Hills

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266 mi 428 km of trail 3 Featured Hikes

Easy Trails 72 Trails Intermediate Trails 48 Trails Hard Trails 6 Trails
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Featured Hikes in Litchfield Hills - 3

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Favorite Stunning views from Cobble Mountain

Macedonia Ridge Trail

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

Singletrack Kent, CT

( 6 )
Favorite Bear Mountain Peak

Bear Mountain

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

Singletrack Salisbury, CT

( 3 )
Favorite 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

Singletrack Canaan, CT

( 3 )

Trails in Litchfield Hills - 123

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1.2 mi 2.0 km #1 Lion's Head Trail
Canaan, CT
1.2 mi 2.0 km Canaan, CT
Unknown
Update
1.7 mi 2.7 km #2 Pomperaug Trail - Blue
Southbury, CT
1.7 mi 2.7 km Southbury, CT
Unknown
Update
0.4 mi 0.7 km #3 Quarry Trail
West Torrington, CT
0.4 mi 0.7 km West Torrington, CT
Unknown
Update
1.7 mi 2.8 km #4 Crest Trail - Blue/White
Southbury, CT
1.7 mi 2.8 km Southbury, CT
Unknown
Update
18.1 mi 29.1 km #5 Quinnipiac Trail
Cheshire Village, CT
18.1 mi 29.1 km Cheshire Village, CT
Unknown
Update
2.7 mi 4.4 km #6 Mt. Frissell Trail
Canaan, CT
2.7 mi 4.4 km Canaan, CT
Unknown
Update
1.9 mi 3.0 km #7 Under Mountain Trail
Canaan, CT
1.9 mi 3.0 km Canaan, CT
Unknown
Update
51.6 mi 83.1 km #8 AT: AMC - Connecticut Chapter (CT/NY)
Sherman, CT
51.6 mi 83.1 km Sherman, CT
Unknown
Update
1.8 mi 2.8 km #9 Miller Trail - Blue
Southbury, CT
1.8 mi 2.8 km Southbury, CT
Unknown
Update
34.4 mi 55.4 km #10 Tunxis Trail
Terryville, CT
34.4 mi 55.4 km Terryville, CT
Unknown
Update
1.4 mi 2.2 km #11 Housatonic Range Trail - South (Candlewood Mountain Trail)
Sherman, CT
1.4 mi 2.2 km Sherman, CT
Unknown
Update
5.2 mi 8.3 km #12 Naugatuck Trail
Naugatuck, CT
5.2 mi 8.3 km Naugatuck, CT
Minor Issues
Update
Muddy, Mostly Dry
20 hours ago
3.8 mi 6.1 km #13 Mattatuck Trail (Blue Blaze)
Thomaston, CT
3.8 mi 6.1 km Thomaston, CT
Unknown
Update
2.1 mi 3.3 km #14 Whipping Post
West Torrington, CT
2.1 mi 3.3 km West Torrington, CT
Unknown
Update
2.6 mi 4.2 km #15 Red Trail
Collinsville, CT
2.6 mi 4.2 km Collinsville, CT
Unknown
Update
2.7 mi 4.3 km #16 Red Trail
Heritage Village, CT
2.7 mi 4.3 km Heritage Village, CT
Unknown
Update
0.7 mi 1.1 km #17 Blue Blaze Trail
Naugatuck, CT
0.7 mi 1.1 km Naugatuck, CT
Unknown
Update
0.5 mi 0.8 km #18 The Bear Trail to Little Woodstock (Buttrick)
West Torrington, CT
0.5 mi 0.8 km West Torrington, CT
Unknown
Update
1.6 mi 2.5 km #19 Little Pond Trail
Litchfield, CT
1.6 mi 2.5 km Litchfield, CT
Unknown
Update
2.0 mi 3.2 km #20 On the Rocks
West Torrington, CT
2.0 mi 3.2 km West Torrington, CT
Unknown
Update

Photos of Litchfield Hills - 48

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