Though Connecticut may be small in size, the state offers some great options for multiday hiking. If you’re up for a (much) bigger challenge, the Appalachian Trail starts in Georgia and ends in Maine, but also passes through Connecticut. Another option is the 122 mile Metacomet-monadnock Trail starting on the border in New Hampshire.
1. Shenipsit Trail – West Stafford, Connecticut
Trail Map – Distance 50 Miles
Case Mountain on the Shenipsit Trail
2. Nipmuck Trail – Mansfield Center, Connecticut
Trail Map – Distance 35 Miles
Mansfield Hollow Lake
3. Farmington Canal Heritage Trail – Southington, Connecticut
Trail Map – Distance 23 Miles
Collinsville, CT bridge
4. Pachaug Trail Loop – Griswold, Connecticut
Trail Map – Distance 30 Miles
Beachdale Pond
5. Quinnipiac Trail – North Haven, Connecticut
Trail Map – Distance 21 Miles
Naugatuck State Forest
6. Mattatuck Trail – Wolcott, Connecticut
Trail Map – Distance 46 Miles
The view from Black Rock
7. Menunkatuck Trail – Guilford Center, Connecticut
Trail Map – Distance 16 Miles
Gilford’s Upper Lake
8. Mohawk Trail – Canaan, Connecticut
Trail Map – Distance 23 Miles
Views from Mohawk Trail State Forest
9. Appalachian Trail Section Hike-Sage Ravine to Pawling – Mount Washington, Connecticut
Trail Map – Distance 57 Miles
Wyantenock State Forest
10. Air Line State Park Trail – Merwinsville, Connecticut
Trail Map – Distance 50 Miles
Following old railroad tracks, this trail is accessible for hikers and bikers alike.
