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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 Rand's View, October 3, 2020

Rand's View

(1) Salisbury, CT
gem Favorite Wadsworth Falls

Wadsworth Falls

(1) Durham, CT
gem Favorite Gillette Castle

Gillette Castle

(1) Chester…, CT
gem Favorite Heublein Tower

Heublein Tower

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

Haystack Mountain Tower

(1) Canaan, CT
gem Favorite The Dinosaur Trackway

Dinosaur Trackway

(1) Cromwell, 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 Connecticut - 27

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Favorite Castle Craig on a chilly fall day
Intermediate Intermediate

Castle Craig

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

Meriden, CT
Explore in 3D
Favorite Lower Viewpoint about 0.2 mi from the peak.
Intermediate/Difficult 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
Explore in 3D
Favorite Stunning views from Cobble Mountain
Difficult 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
Explore in 3D
Favorite down the rock face or among the rocks and roots
Easy/Intermediate Easy/Intermediate

Yellow Loop/Nature Trail

3.7 mi 5.9 km 226' Up 68.86 m Up 233' Down 71.04 m Down

Riverside, CT
Explore in 3D
Favorite Zoar Trail - frozen waterfall on winter outing.
Intermediate/Difficult 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
Explore in 3D
Favorite Colorful shoreline
Intermediate/Difficult 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
Explore in 3D
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 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
Explore in 3D
Favorite Colorful shoreline
Easy/Intermediate Easy/Intermediate

Lake Wintergreen Loop

1.6 mi 2.6 km 94' Up 28.63 m Up 89' Down 27.02 m Down

Woodbridge, CT
Explore in 3D
Favorite Awesome light on one of the easier ascents on Yellow Trail - Pine Mountain.
Intermediate/Difficult Intermediate/Difficult

Pine Mountain

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

Ridgefield, CT
Explore in 3D

Connecticut Hiking

  • 1,533 Miles 2,467 Kilometers of Trail
  • 27 Recommended Routes
  • 12 Gems Gems
  • 447 Easy Trails Easy Trails
  • 774 Intermediate Trails Intermediate Trails
  • 79 Difficult Trails Difficult Trails
Hiking Project is built by hikers like you. Share what you know about this area!

Areas Within Connecticut

Trails in Connecticut - 1,272

Hiking Project is built by hikers like you. Add Your Trails

2.0 mi 3.2 km #1Norwalk River Valley Trail
Easy Easy
Wilton, CT
Easy Easy
Wilton, CT
10.7 mi 17.3 km #2Saugatuck Trail
Intermediate/Difficult Intermediate/Difficult
Easton, CT
Intermediate/Difficult Intermediate/Difficult
Easton, CT 10 
4.4 mi 7.1 km #3Shelton Lakes Recreation Path
Easy Easy
Shelton, CT
Easy Easy
Shelton, CT
1.2 mi 2.0 km #4Lion's Head Trail
Difficult Difficult
Canaan, CT
Difficult Difficult
Canaan, CT
1.7 mi 2.7 km #5Pomperaug Trail - Blue
Difficult Difficult
Southbury, CT
Difficult Difficult
Southbury, CT
2.2 mi 3.6 km #6Yellow Trail
Intermediate Intermediate
Hamden, CT
Intermediate Intermediate
Hamden, CT
0.2 mi 0.4 km #7Day Pond Brook Spur Trail
Intermediate Intermediate
East Hampton, CT
Intermediate Intermediate
East Hampton, CT
0.8 mi 1.3 km #8Norwalk River Valley Trail: Redding Mile
Easy Easy
Ridgefield, CT
Easy Easy
Ridgefield, CT
11.6 mi 18.6 km #9Naugatuck (Blue) Trail
Intermediate/Difficult Intermediate/Difficult
Woodbridge, CT
Intermediate/Difficult Intermediate/Difficult
Woodbridge, CT
1.6 mi 2.5 km #10Tower Trail
Easy/Intermediate Easy/Intermediate
Hamden, CT
Easy/Intermediate Easy/Intermediate
Hamden, CT

Photos of Connecticut - 407

Hiking Project is built by hikers like you. Add Your Photos

Roaring Brook Falls
Nov 11, 2015 near Prospect, CT
Late season snow around Spaulding Pond
Apr 2, 2018 near Norwich, CT
Castle Craig on a chilly fall day
Nov 12, 2018 near Meriden, CT
View Point
May 15, 2019 near Meriden, CT
Hiking Along Spruce Brook
Jul 8, 2019 near Naugatuck, CT
Lower Viewpoint about 0.2 mi from the peak.
Nov 12, 2020 near Salisbury, CT
The newly replaced covered bridge over Eightmile River at sunset.
Mar 22, 2021 near Lyme , CT
The Rocky Neck Pavillion
Apr 1, 2021 near Niantic, CT
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