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Litchfield Hills

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Gems in Litchfield Hills - 6

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gem Favorite Bear Mountain Peak

Bear Mountain

(2) Salisbury, CT
gem Favorite Rand's View, October 3, 2020

Rand's View

(1) Salisbury, CT
gem Favorite Great views from the tower.

Haystack Mountain Tower

(1) Canaan, CT
gem Favorite Beckley Iron Furnace

Beckley Iron Furnace

(1) Canaan, CT
gem Favorite Kent Falls from the base

Kent Falls

(1) Kent, CT
gem Favorite Roaring Brook Falls

Roaring Brook Falls

(1) Prospect, CT

Recommended Routes in Litchfield Hills - 4

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Favorite Stunning views from Cobble Mountain
Difficult

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
Favorite Lower Viewpoint about 0.2 mi from the peak.
Intermediate/Difficult

Bear Mountain

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

Salisbury, CT
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.
Intermediate/Difficult

Rand's View Out and Back

5.4 mi 8.7 km 1,110' Up 338.19 m Up 1,107' Down 337.29 m Down

Canaan, CT
Favorite The Black Rock footbridge.
Intermediate

Black Rock Loop

1.1 mi 1.8 km 335' Up 102.24 m Up 334' Down 101.83 m Down

Thomaston, CT

Litchfield Hills Hiking

  • 317 Miles 510 Kilometers of Trail
  • 4 Recommended Routes
  • 6 Gems Gems
  • 79 Easy Trails Easy Trails
  • 102 Intermediate Trails Intermediate Trails
  • 20 Difficult Trails Difficult Trails
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Areas Within Litchfield Hills

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Trails in Litchfield Hills - 197

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3.3 mi 5.3 km #1Jericho Trail
Difficult
Oakville, CT
Difficult
Oakville, CT
34.4 mi 55.4 km #2Tunxis Trail
Intermediate/Difficult
Terryville, CT
Intermediate/Difficult
Terryville, CT
1.2 mi 2.0 km #3Hay Field Loop
Easy
New Preston, CT
Easy
New Preston, CT
1.4 mi 2.3 km #4Stone Man Mountain Trail
Intermediate
Canaan, CT
Intermediate
Canaan, CT
1.5 mi 2.4 km #5Mile of Ledges Trail
Intermediate/Difficult
Terryville, CT
Intermediate/Difficult
Terryville, CT
0.8 mi 1.3 km #6Waramaug's Trail
Intermediate/Difficult
New Preston, CT
Intermediate/Difficult
New Preston, CT
1.2 mi 2.0 km #7Ridgeline Trail
Intermediate
New Preston, CT
Intermediate
New Preston, CT
3.4 mi 5.5 km #8Mohawk Trail
Intermediate
West Torrington, CT
Intermediate
West Torrington, CT
0.2 mi 0.4 km #9White Trail
Intermediate
Winchester Center, CT
Intermediate
Winchester Center, CT
1.0 mi 1.6 km #10Nepaug Dam Trail
Easy
Collinsville, CT
Easy
Collinsville, CT

Photos of Litchfield Hills - 97

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Roaring Brook Falls
Nov 11, 2015 near Prospect, CT
Stunning views from Cobble Mountain
Dec 30, 2017 near Kent, CT
Hiking Along Spruce Brook
Jul 8, 2019 near Naugatuck, CT
Bear Mountain Peak
Jul 8, 2019 near Salisbury, CT
Hay field from Meeker Trail
May 29, 2020 near New Pre…, CT
Lower Viewpoint about 0.2 mi from the peak.
Nov 12, 2020 near Salisbury, CT
View from the peak of Bear Mountain on a beautiful day!
Nov 17, 2020 near Salisbury, CT
Great views from the tower.
Jan 14, 2021 near Canaan, CT