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Connecticut

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1,135 mi 1,826 km of trail 18 Featured Hikes

Easy Trails 331 Trails Intermediate Trails 197 Trails Hard Trails 11 Trails
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Featured Hikes in Connecticut - 15

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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 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

(9) Kent, CT
Favorite Awesome light on one of the easier ascents on Yellow Trail - Pine Mountain.
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
Favorite CT doubletrack running along an old stone wall, marking historic farmland.
Intermediate

Devils Den Nature Preserve Perimeter

8.1 mi 13.1 km • Loop • 610 ft Ascent 185.91 m Ascent

(2) Georgetown, CT
Favorite Bear Mountain Peak
Intermediate

Bear Mountain

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

(3) Salisbury, CT

Trails in Connecticut - 521

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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
3.3 mi 5.3 km #7Jericho Trail
Intermediate/Difficult
Oakville, CT
Intermediate/Difficult
3.3 mi 5.3 km Oakville, CT
4.4 mi 7.1 km #8Shelton Lakes Recreation Path
Easy
Shelton, CT
Easy
4.4 mi 7.1 km Shelton, 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
0.7 mi 1.2 km #14Meadow Trail (Yellow)
Easy/Intermediate
Woodbridge, CT
Easy/Intermediate
0.7 mi 1.2 km Woodbridge, 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
0.1 mi 0.2 km #16Indian Hole Brook Waterfall Trail
Intermediate
Ansonia, CT
Intermediate
0.1 mi 0.2 km Ansonia, CT
0.5 mi 0.9 km #17Winslow Dog Park Outer Loop
Easy
Westport, CT
Easy
0.5 mi 0.9 km Westport, CT
2.6 mi 4.2 km #18Red Trail
Difficult
Easton, CT
Difficult
2.6 mi 4.2 km Easton, CT
5.1 mi 8.3 km #19Blue Trail
Intermediate/Difficult
Hamden, CT
Intermediate/Difficult
5.1 mi 8.3 km Hamden, 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 - 221

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Roaring Brook Falls
Nov 11, 2015 near Prospect, CT
Castle Craig on a chilly fall day
Nov 12, 2018 near Meriden, CT
View Point
May 15, 2019 near Meriden, CT
Late season snow around Spaulding Pond
Apr 2, 2018 near Norwich, CT
Hiking Along Spruce Brook
Jul 8, 2019 near Naugatuck, CT
Mossy doubletrack running along Sap Brook.
Jan 7, 2015 near Georgetown, CT
CT doubletrack running along an old stone wall, marking historic farmland.
Jan 7, 2015 near Georgetown, CT
Winter solitude reflected in the calm water of Amber Gorge.
Jan 7, 2015 near Georgetown, CT

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