The Best Backpacking in North Canaan

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.

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.

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.

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.

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.

Sharon Mountain via Appalachian Trail is a 4.7 mile out and back hike that takes you past great forest setting located near West Cornwall, Connecticut.

Mount Fissell Trail to Alander Mountain Trail is a point-to-point trail where you may see beautiful wildflowers located near South Egremont, Massachusetts.

Alander Mountain and Brace Mountain Loop is a loop trail where you may see beautiful wildflowers located near Sheffield, Massachusetts.

Appalachian Trail: Monterey to Sheffield is a point-to-point trail where you may see beautiful wildflowers located near Sheffield, Massachusetts.

East Mountain via Appalachian Trail is an out-and-back trail where you may see beautiful wildflowers located near Great Barrington, Massachusetts.

Appalachian Trail from Jug End to Bear Mountain is a point-to-point trail that takes you by a lake located near Great Barrington, Massachusetts.

Mt. Wilcox and Beartown Mountain Trail Loop is a loop trail that takes you by the lake located near Great Barrington, Massachusetts.

On a spontaneous adventure, we were lucky to have ended up car camping at the beautiful Beartown State Forest. From the main entrance of the state forest, the campsite is only a few minutes drive to the right of the road. The campsite is popular, but only limited to 12 sites, so during the summer...

Housatonic River via Appalachian Trail [CLOSED] is a 10.4 mile out and back hike that takes you by a river located near Cornwall Bridge, Connecticut.

Turkey and Airplane Trail is an out-and-back trail where you may see beautiful wildflowers located near Great Barrington, Massachusetts.