All Hiking Trails in Connecticut

4,871 trails mapped across Connecticut. Search by trail name, city, or county.

106 trail pins

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Showing page 18 of 102 (4,871 total)

Chapman Mill Pond Trail seen from above

Chapman Mill Pond Trail

Clinton, Connecticut

Aerial satellite photo of Charcoal Loop Trail

Charcoal Loop Trail

Ancramdale, Connecticut

Overhead satellite image of Charcoal Pit Trail

Charcoal Pit Trail

Norfolk, Connecticut

Charcoal Pit Trail, aerial view

Charcoal Pit Trail

Norfolk, Connecticut

Aerial satellite photo of Charles Pack Trail

Charles Pack Trail

Barkhamsted, Connecticut

Satellite view of Chartreuse Trail

Chartreuse Trail

Tariffville, Connecticut

Chatfield Alternate Trail seen from above

Chatfield Alternate Trail

Killingworth, Connecticut

Overhead satellite image of Chatfield Trail

Chatfield Trail

Killingworth, Connecticut

Chatfield Trail seen from above

Chatfield Trail

Killingworth, Connecticut

Chatfield Trail, aerial view

Chatfield Trail

Killingworth, Connecticut

Satellite view of Chatfield Trail

Chatfield Trail

Killingworth, Connecticut

Chatfield Trail, aerial view

Chatfield Trail

Killingworth, Connecticut

Cheryl Avenue seen from above

Cheryl Avenue

North Stonington, Connecticut

Chestnut Grove Loop, aerial view

Chestnut Grove Loop

North Branford, Connecticut

Satellite view of Chickadee Trail

Chickadee Trail

Bedford, Connecticut

Overhead satellite image of Children of the Corn

Children of the Corn

Cromwell, Connecticut

Chimney Trail seen from above

Chimney Trail

Killingworth, Connecticut

Chimney Trail seen from above

Chimney Trail

Killingworth, Connecticut

Chimney Trail, aerial view

Chimney Trail

Killingworth, Connecticut

Aerial satellite photo of Chinigo Road

Chinigo Road

Voluntown, Connecticut

Chipmunk Run seen from above

Chipmunk Run

Fairfield, Connecticut

Overhead satellite image of Chipmunk Run

Chipmunk Run

Fairfield, Connecticut

Chipmunk Run, aerial view

Chipmunk Run

Fairfield, Connecticut

Church Loop Path, aerial view

Church Loop Path

Sherman, Connecticut

Church path seen from above

Church path

South Salem, Connecticut

Overhead satellite image of Ciorsdan's Connector

Ciorsdan's Connector

Cross River, Connecticut

Aerial satellite photo of Circus Fire Memorial Access Path

Circus Fire Memorial Access Path

Hartford, Connecticut

Satellite view of Circus Fire Memorial Access Path

Circus Fire Memorial Access Path

Hartford, Connecticut

Aerial satellite photo of Clam Island Trail

Clam Island Trail

Sag Harbor, Connecticut

Satellite view of Clam Island Trail

Clam Island Trail

Sag Harbor, Connecticut

Aerial satellite photo of Clamshell Loop

Clamshell Loop

Washington, Connecticut

Satellite view of Clara, Emma and John's Loop

Clara, Emma and John's Loop

Pomfret, Connecticut

Clark Trail seen from above

Clark Trail

Bolton, Connecticut

Aerial satellite photo of Clarkville Trail

Clarkville Trail

Ballouville, Connecticut

Overhead satellite image of Clarkville Trail

Clarkville Trail

Ballouville, Connecticut

Overhead satellite image of Class of 2023 Path

Class of 2023 Path

Pomfret, Connecticut

Satellite view of Classroom Path

Classroom Path

Amston, Connecticut

Satellite view of Clatter Valley Road Trail

Clatter Valley Road Trail

Farmington, Connecticut

Aerial satellite photo of Clatter Valley Road Trail

Clatter Valley Road Trail

Farmington, Connecticut

Clatter Valley Road Trail, aerial view

Clatter Valley Road Trail

Farmington, Connecticut

Satellite view of Clatter Valley Road Trail

Clatter Valley Road Trail

Farmington, Connecticut

Satellite view of CLCT Blue Trail

CLCT Blue Trail

Pine Meadow, Connecticut

Overhead satellite image of Cliff Bypass

Cliff Bypass

Plainville, Connecticut

Satellite view of Cliff House & Turtle Pond

Cliff House & Turtle Pond

Armonk, Connecticut

Aerial satellite photo of Cliff Trail

Cliff Trail

Patterson, Connecticut

Cliff Trail, aerial view

Cliff Trail

Armonk, Connecticut

Aerial satellite photo of Cliff Trail (yellow)

Cliff Trail (yellow)

Patterson, Connecticut

Cliff Trail (yellow) seen from above

Cliff Trail (yellow)

Patterson, Connecticut

Guides & rankings

More on hiking in Connecticut

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Alpine lake reflecting jagged mountain peaks at sunrise

Photo: Joshua Earle

The 10 Longest Hiking Trails in Connecticut, Ranked

Connecticut's longest mapped hiking trails, ranked by distance with notes on what makes each route worth the commitment.

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Mountain peaks silhouetted against an orange sunset

Photo: David Marcu

Connecticut's 10 Most Punishing Trails by Elevation Gain

Steep is hard. These are the ten Connecticut trails with the most total elevation gain — quad-burners earned by hard climbing.

By The OutsideAtlas TeamMay 24, 20266 min

Hiker on a high alpine ridge above a glacial valley at dawn

Photo: Tobias Mrzyk

The Best Beginner-Friendly Hikes in Connecticut

Ten gentle, well-marked Connecticut trails perfect for first-time hikers, families, or recovery days.

By The OutsideAtlas TeamMay 24, 20267 min

Sunlit forest trail winding through tall conifers

Photo: Sergei Akulich

The 10 Most Challenging Hikes in Connecticut

Connecticut's ten hardest hikes — expert difficulty, big mileage, or serious exposure. Reserved for experienced hikers.

By The OutsideAtlas TeamMay 24, 20267 min

Alpine lake reflecting jagged mountain peaks at sunrise

Photo: Joshua Earle

The Best National Parks & Recreation Areas in Connecticut

Federal parks and recreation areas in Connecticut ranked by what they actually offer hikers and campers, not just popularity.

By The OutsideAtlas TeamMay 24, 20266 min

Hiker on a high alpine ridge above a glacial valley at dawn

Photo: Tobias Mrzyk

Best Waterfall Hikes in Connecticut: 10 Trails to See Falls Up Close

Connecticut's best hikes to named waterfalls — from short family-friendly viewpoints to all-day cascade chasing.

By The OutsideAtlas TeamMay 24, 20267 min