10 Best Multiday Hikes in Connecticut

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.