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Connecticut

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1,159 mi 1,866 km of trail 19 Runs

Easy Trails 347 Trails Intermediate Trails 200 Trails Hard Trails 11 Trails
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Runs in Connecticut - 19

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Favorite Castle Craig on a chilly fall day
Intermediate

Castle Craig

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

(8) Meriden, CT
Favorite The course is marked with the Shenipsit sprinkler flags
Intermediate/Difficult

Soapstone Mountain Trail Race

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

(2) Staffor…, CT
Favorite The course is marked with the Shenipsit sprinkler flags
Easy/Intermediate

Jerry Stage 6K

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

(1) Staffor…, CT
Favorite Stunning views from Cobble Mountain
Intermediate/Difficult

Macedonia Ridge Trail

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

(10) Kent, CT
Favorite Pine Mountain Lookout.
Intermediate/Difficult

Pine Mountain

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

(6) Ridgefield, CT
Favorite Zoar Trail - frozen waterfall on winter outing.
Intermediate

Zoar Trail

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

(12) Oxford, CT
Favorite Colorful shoreline
Intermediate

West Rock Ridge Loop

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

(2) New Haven, CT
Favorite West Thompson Lake makes for a great view along the Shoreline Trail.
Intermediate

West Thompson Lake

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

(2) Thompson, CT

Trails in Connecticut - 539

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10.7 mi 17.3 km #1Saugatuck Trail
Intermediate/Difficult
Easton, CT
Intermediate/Difficult
10.7 mi 17.3 km Easton, CT
2.0 mi 3.2 km #2Norwalk River Valley Trail
Easy
Wilton, CT
Easy
2.0 mi 3.2 km Wilton, CT
1.2 mi 2.0 km #3Lion's Head Trail
Intermediate/Difficult
Canaan, CT
Intermediate/Difficult
1.2 mi 2.0 km Canaan, CT
1.7 mi 2.7 km #4Pomperaug Trail - Blue
Intermediate/Difficult
Southbury, CT
Intermediate/Difficult
1.7 mi 2.7 km Southbury, CT
11.5 mi 18.5 km #5Naugatuck (Blue) Trail
Intermediate/Difficult
Woodbridge, CT
Intermediate/Difficult
11.5 mi 18.5 km Woodbridge, CT
0.5 mi 0.9 km #6Pinchbeck Trail
Intermediate/Difficult
Redding, CT
Intermediate/Difficult
0.5 mi 0.9 km Redding, CT
4.4 mi 7.1 km #7Shelton Lakes Recreation Path
Easy
Shelton, CT
Easy
4.4 mi 7.1 km Shelton, CT
3.3 mi 5.3 km #8Jericho Trail
Intermediate/Difficult
Oakville, CT
Intermediate/Difficult
3.3 mi 5.3 km Oakville, CT
2.2 mi 3.6 km #9Yellow Trail
Intermediate
Hamden, CT
Intermediate
2.2 mi 3.6 km Hamden, CT
0.5 mi 0.7 km #10Laurel Grove Brook Trail
Intermediate
Middletown, CT
Intermediate
0.5 mi 0.7 km Middletown, CT
0.4 mi 0.7 km #11Quarry Trail
Difficult
West Torrington, CT
Difficult
0.4 mi 0.7 km West Torrington, CT
0.4 mi 0.7 km #12Sidecut Trail
Intermediate
Redding, CT
Intermediate
0.4 mi 0.7 km Redding, CT
1.4 mi 2.3 km #13Green Square Trail
Intermediate/Difficult
Guilford, CT
Intermediate/Difficult
1.4 mi 2.3 km Guilford, CT
0.5 mi 0.9 km #14Winslow Dog Park Outer Loop
Easy
Westport, CT
Easy
0.5 mi 0.9 km Westport, CT
1.7 mi 2.8 km #15Crest Trail - Blue/White
Intermediate/Difficult
Southbury, CT
Intermediate/Difficult
1.7 mi 2.8 km Southbury, CT
0.7 mi 1.2 km #16Meadow Trail (Yellow)
Easy/Intermediate
Woodbridge, CT
Easy/Intermediate
0.7 mi 1.2 km Woodbridge, CT
0.1 mi 0.2 km #17Indian Hole Brook Waterfall Trail
Intermediate
Ansonia, CT
Intermediate
0.1 mi 0.2 km Ansonia, CT
5.1 mi 8.3 km #18Blue Trail
Intermediate/Difficult
Hamden, CT
Intermediate/Difficult
5.1 mi 8.3 km Hamden, CT
2.6 mi 4.2 km #19Red Trail
Difficult
Easton, CT
Difficult
2.6 mi 4.2 km Easton, CT
1.2 mi 1.9 km #20Yellow Trail
Easy/Intermediate
Weatogue, CT
Easy/Intermediate
1.2 mi 1.9 km Weatogue, CT

Photos of Connecticut - 238

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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
A nice little section of the Saugatuck Trail.
Dec 29, 2015 near Easton, CT
Late season snow around Spaulding Pond
Apr 2, 2018 near Norwich, CT
Did I mention that this part of the country is rocky?
Dec 26, 2015 near Easton, CT
Rewarding view after a steep climb!
Jan 7, 2016 near Manchester, CT
A nice downhill section on the Saugatuck Trail.
Dec 29, 2015 near Georgetown, CT

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