106 trail pins
Map loading…
Showing page 4 of 101 (4,876 total)
Guides & rankings
More on hiking in Connecticut
Photo: Joshua EarleState Rankings
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.
Photo: David MarcuState Rankings
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.
Photo: Tobias MrzykState Rankings
The Best Beginner-Friendly Hikes in Connecticut
Ten gentle, well-marked Connecticut trails perfect for first-time hikers, families, or recovery days.
Photo: Sergei AkulichState Rankings
The 10 Most Challenging Hikes in Connecticut
Connecticut's ten hardest hikes — expert difficulty, big mileage, or serious exposure. Reserved for experienced hikers.
Photo: Joshua EarleParks & Travel
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.
Photo: Tobias MrzykState Rankings
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.