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Connecticut

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Gems in Connecticut - 12

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gem Favorite Bear Mountain Peak

Bear Mountain

(2) Salisbury, CT
gem Favorite Campbell Falls

Campbell Falls

(1) New Mar…, MA
gem Favorite Castle Craig on a chilly fall day

Castle Craig

(1) Meriden, CT
gem Favorite Wadsworth Falls

Wadsworth Falls

(1) Durham, CT
gem Favorite Rand's View, October 3, 2020

Rand's View

(1) Salisbury, CT
gem Favorite Gillette Castle

Gillette Castle

(1) Chester…, CT

Recommended Routes in Connecticut - 26

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Favorite Castle Craig on a chilly fall day
Intermediate

Castle Craig

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

Meriden, 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 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 The course is marked with the Shenipsit sprinkler flags
Difficult

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
Favorite The course is marked with the Shenipsit sprinkler flags
Intermediate

Jerry Stage 6K

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

Staffor…, CT
Favorite Zoar Trail - frozen waterfall on winter outing.
Intermediate/Difficult

Zoar Trail

6.4 mi 10.2 km 1,105' Up 336.9 m Up 1,105' Down 336.9 m Down

Oxford, 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 Pine Mountain Lookout.
Intermediate/Difficult

Pine Mountain

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

Ridgefield, CT
Favorite Colorful shoreline
Intermediate/Difficult

West Rock Ridge Loop

7.9 mi 12.7 km 785' Up 239.13 m Up 772' Down 235.3 m Down

New Haven, CT

Connecticut Running

  • 1,625 Miles 2,615 Kilometers of Trail
  • 26 Recommended Routes
  • 12 Gems Gems
  • 388 Easy Trails Easy Trails
  • 428 Intermediate Trails Intermediate Trails
  • 55 Difficult Trails Difficult Trails
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Areas Within Connecticut

Trails in Connecticut - 844

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2.0 mi 3.2 km #1Norwalk River Valley Trail
Easy
Wilton, CT
Easy
Wilton, CT
10.7 mi 17.3 km #2Saugatuck Trail
Intermediate/Difficult
Easton, CT
Intermediate/Difficult
Easton, CT 10 
4.4 mi 7.1 km #3Shelton Lakes Recreation Path
Easy
Shelton, CT
Easy
Shelton, CT
1.2 mi 2.0 km #4Lion's Head Trail
Difficult
Canaan, CT
Difficult
Canaan, CT
1.7 mi 2.7 km #5Pomperaug Trail - Blue
Difficult
Southbury, CT
Difficult
Southbury, CT
0.2 mi 0.4 km #6Day Pond Brook Spur Trail
Intermediate
East Hampton, CT
Intermediate
East Hampton, CT
11.6 mi 18.6 km #7Naugatuck (Blue) Trail
Intermediate/Difficult
Woodbridge, CT
Intermediate/Difficult
Woodbridge, CT
1.5 mi 2.4 km #8Tower Trail
Easy/Intermediate
Hamden, CT
Easy/Intermediate
Hamden, CT
1.0 mi 1.6 km #9Nepaug Dam Trail
Easy
Collinsville, CT
Easy
Collinsville, CT
2.2 mi 3.6 km #10Yellow Trail
Intermediate
Hamden, CT
Intermediate
Hamden, CT

Photos of Connecticut - 379

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

Mmmmmm... New England is nice.
Dec 26, 2015 near Easton, CT
Roaring Brook Falls
Nov 11, 2015 near Prospect, CT
Castle Craig on a chilly fall day
Nov 12, 2018 near Meriden, CT
Lower Viewpoint about 0.2 mi from the peak.
Nov 12, 2020 near Salisbury, CT
A nice little section of the Saugatuck Trail.
Dec 29, 2015 near Easton, CT
The Rocky Neck Pavillion
Apr 1, 2021 near Niantic, CT
The newly replaced covered bridge over Eightmile River at sunset.
Mar 22, 2021 near Lyme , CT
A nice downhill section on the Saugatuck Trail.
Dec 29, 2015 near Georgetown, CT