The Best Hiking in North Canaan

Iron Trail is a 7.6 mile out and back hike that takes you by a river located near East Canaan, Connecticut.

Bartholomew's Cobble Trail is a loop trail that takes you by a river located near Sheffield, Massachusetts.

Stone Man Mountain via Iron Trail is a 2.7 mile out and back hike that takes you past great forest setting located near Falls Village, Connecticut.

Park at the Upper Falls Village Recreational Area.  From the parking lot turn left onto the road.  You will then take a right turn in just a moment onto the white-blazed Appalachian Trail. In a few minutes you will emerge into a small clearing.  Follow the trail until it leads back into the woods...

Mount Prospect and Raccoon Hill via Appalachian Trail is a 6.3 mile out and back hike that takes you by a waterfall located near Falls Village, Connecticut.

Stumbled upon Great Falls in the Falls Village section of Canaan, CT. The stunning 50ft waterfall doesn't disappoint. very easy hike from parking lot, you must cross the river in order to get close for bottom view. Hop on top of turtle rock and relax as the waterfall tumbles in the distance.

Campbell Falls, one of the most beautiful parks in CT. Don't let the size of the park fool you, that's what adds to the beauty. With it's strong pine and fresh flower scented woods you slowly forget that you're even in Connecticut. The trails aren't labeled the greatest but still can be made out....

Appalachian Trail: Falls Village to West Cornwall Road is a 18.2 mile out and back hike that takes you by a river located near Cornwall, Connecticut.

Raccoon Hill is a 3.2 mile out and back hike that takes you past wildlife located near Salisbury, Connecticut.

Appalachian Trail: Bear Mountain to Race Brook Falls is a 9.2 mile point-to-point hike that takes you past great forest setting located near Salisbury, Connecticut.

At 2,316 feet, Bear Mountain is the highest peak in Connecticut. The peak is about a half-mile south of the Massachusetts state line on the Appalachian Trail. The views are great. On a clear day you can see some of the peaks in southern New Hampshire. The remnants of a stone tower are on the summ...

Appalachian Trail: Salisbury to Jug End Road is a 15.6 mile point-to-point hike that takes you by a lake located near Salisbury, Connecticut.

Lions Head via Appalachian Trail is a 4.4 mile out and back hike that takes you past great forest setting located near Salisbury, Connecticut.

A roadway provides access halfway up the mountain making for a shorter hike however, from November first through the third weekend in April, it is a "walk-in" facility with limited parking available at the entrance. The interior road of the park is open to vehicles from the third weekend in April...

Appalachian Trail: Lions Head to Bear Mountain is a 8.2 mile out and back hike that takes you past wildlife located near Salisbury, Connecticut.

Lion's Head Trail is a 4.1 mile out and back hike that takes you past wildlife located near Salisbury, Connecticut.