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Connecticut

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1,041 mi 1,675 km of trail — 17 Featured Runs

Easy Trails 294 Trails Intermediate Trails 173 Trails Hard Trails 12 Trails

Areas Within Connecticut

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Featured Runs in Connecticut - 17

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

Favorite The course is marked with the Shenipsit sprinkler flags

Soapstone Mountain Trail Race

13.8 mi 22.2 km • Point to Point • 1,815 ft Ascent 553.27 m Ascent

Singletrack Stafford Springs, CT

( 2 )
Favorite The course is marked with the Shenipsit sprinkler flags

Jerry Stage 6K

3.8 mi 6.0 km • Point to Point • 511 ft Ascent 155.77 m Ascent

Singletrack Stafford Springs, CT

( 1 )
Favorite Zoar Trail - frozen waterfall on winter outing.

Zoar Trail

6.4 mi 10.2 km • Loop • 1,105 ft Ascent 336.9 m Ascent

Singletrack Oxford, CT

( 8 )
Favorite Pine Mountain Lookout.

Pine Mountain

4.1 mi 6.6 km • Loop • 677 ft Ascent 206.32 m Ascent

Singletrack Ridgefield, CT

( 6 )
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 Castle Craig on a chilly fall day

Castle Craig

2.8 mi 4.5 km • Out and Back • 644 ft Ascent 196.41 m Ascent

Singletrack Meriden, CT

( 6 )
Favorite West Thompson Lake makes for a great view along the Shoreline Trail.

West Thompson Lake

7.2 mi 11.6 km • Loop • 227 ft Ascent 69.34 m Ascent

Singletrack Thompson, CT

( 2 )
Favorite Colorful shoreline

West Rock Ridge Loop

7.9 mi 12.7 km • Loop • 785 ft Ascent 239.13 m Ascent

Singletrack New Haven, CT

( 2 )

Trails in Connecticut - 462

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

10.7 mi 17.3 km #1 Saugatuck Trail
Easton, CT
10.7 mi 17.3 km Easton, CT
Minor Issues
Update
Some Mud, Fallen Trees
31 days ago
6 
5.1 mi 8.3 km #2 Blue Trail (Quinnipiac Trail)
Hamden, CT
5.1 mi 8.3 km Hamden, CT
Unknown
Update
2 
1.2 mi 2.0 km #3 Lion's Head Trail
Canaan, CT
1.2 mi 2.0 km Canaan, CT
Unknown
Update
2 
1.7 mi 2.7 km #4 Pomperaug Trail - Blue
Southbury, CT
1.7 mi 2.7 km Southbury, CT
All Clear
Update
Dry
49 days ago
2 
1.2 mi 1.9 km #5 Yellow Trail
Weatogue, CT
1.2 mi 1.9 km Weatogue, CT
Unknown
Update
2 
4.5 mi 7.2 km #6 Ives Trail: Route 7 to Tarrywile Park / Ives House
Danbury, CT
4.5 mi 7.2 km Danbury, CT
Unknown
Update
1 
2.0 mi 3.2 km #7 Norwalk River Valley Trail
Wilton, CT
2.0 mi 3.2 km Wilton, CT
Unknown
Update
1 
1.5 mi 2.4 km #8 Tower Trail
Hamden, CT
1.5 mi 2.4 km Hamden, CT
Unknown
Update
1 
11.5 mi 18.5 km #9 Naugatuck (Blue) Trail
Woodbridge, CT
11.5 mi 18.5 km Woodbridge, CT
Unknown
Update
1 
0.9 mi 1.4 km #10 Great Ledge Trail
Redding, CT
0.9 mi 1.4 km Redding, CT
Unknown
Update
1 
2.2 mi 3.6 km #11 Yellow Trail
Hamden, CT
2.2 mi 3.6 km Hamden, CT
Unknown
Update
1 
0.5 mi 0.7 km #12 Laurel Grove Brook Trail
Middletown, CT
0.5 mi 0.7 km Middletown, CT
Unknown
Update
1 
4.4 mi 7.1 km #13 Shelton Lakes Recreation Path
Shelton, CT
4.4 mi 7.1 km Shelton, CT
Unknown
Update
1 
0.4 mi 0.7 km #14 Sidecut Trail
Redding, CT
0.4 mi 0.7 km Redding, CT
Unknown
Update
1 
1.4 mi 2.3 km #15 Green Square Trail
Guilford, CT
1.4 mi 2.3 km Guilford, CT
Unknown
Update
1 
1.7 mi 2.8 km #16 Crest Trail - Blue/White
Southbury, CT
1.7 mi 2.8 km Southbury, CT
All Clear
Update
Dry
49 days ago
1 
0.4 mi 0.7 km #17 Quarry Trail
West Torrington, CT
0.4 mi 0.7 km West Torrington, CT
Unknown
Update
1 
0.7 mi 1.2 km #18 Meadow Trail (Yellow)
Woodbridge, CT
0.7 mi 1.2 km Woodbridge, CT
Unknown
Update
1 
2.6 mi 4.2 km #19 Red Trail
Easton, CT
2.6 mi 4.2 km Easton, CT
All Clear
Update
Dry
48 days ago
4 
3.6 mi 5.8 km #20 White Trail
Easton, CT
3.6 mi 5.8 km Easton, CT
Unknown
Update
2 

Photos of Connecticut - 188

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

Mmmmmm... New England is nice.

#1

Mmmmmm... New England is nice.
 6
Easton, CT
Roaring Brook Falls

#2

Roaring Brook Falls
 6
Prospect, CT
Castle Craig on a chilly fall day

#3

Castle Craig on a chilly fall day
 5
Meriden, CT
A nice little section of the Saugatuck Trail.

#4

A nice little section of the Saugatuck Trail.
 4
Easton, CT
Late season snow around Spaulding Pond

#5

Late season snow around Spaulding Pond
 4
Norwich, CT
Did I mention that this part of the country is rocky?

#6

Did I mention that this part of the country is…
 3
Easton, CT
A nice downhill section on the Saugatuck Trail.

#7

A nice downhill section on the Saugatuck Trail.
 2
Georgetown, CT
Vernal pools, rocks, and trees abound on this awesome trail.

#8

Vernal pools, rocks, and trees abound on this a…
 2
Easton, CT

Classes & Events Near You

Find More Classes and Events

SUN
May 26
Rappelling - Level 1
St. John's Ledges - Kent, CT (Metro North p/u available from South Norwalk)
10:00 am - 4:00 pm
TUE
May 28
CT Women's Speaker Series: Restoring Nature
West Hartford REI
6:30 pm - 8:00 pm
TUE
May 28
Trailside Bike Repair Workshop
West Hartford REI
6:30 pm - 8:30 pm
TUE
May 28
Backpacking by Bike - Bikepacking Basics
Norwalk REI
7:00 pm - 8:30 pm
WED
May 29
Women's Beginner Camping Workshop
West Hartford REI
6:30 pm - 8:30 pm
WED
May 29
Intro to Forest Bathing with Sue Smith of Roots in Nature
Norwalk REI
7:00 pm - 8:30 pm

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