Fall Hiking in CT

Five Great Hiking Trails in CT

Southern New England reaches peak fall foliage in mid-October, which is a great time to hit these beautiful hiking trails in CT. Just a reminder to wear sturdy boots, bring lots of water and be prepared for a change in the weather.

Mattabesett & Mt. Higby Trail, Middlefield

Distance: Nine miles round-trip Rating: Moderrate

Hike the Mattabesett Trail for some of the best views of the Quinnipiac Valley. The Mattabesett Trail itself is 50 miles long, The hike up Mount Higby is less than 10 miles out and back. It features steep climbing and some rocky scrambling and leads to ledges with beautiful overlooks.

Bear Mountain Trail, Salisbury

Distance: Six mile loop Rating: Moderate

You will experirence the best views of fall foliage at an elevation of 2,316 feet. Begin your hike from the Undermountain Trail parking lot to one of the states prettiest vistas.

St. Johns Ledges & Caleb’s Peak, Kent

Distance: Four miles round trip Rating: Difficult

If you’re willing to tackle a very rocky hike, the routes to St. John’s Ledges and Caleb’s Peak offer breathtaking views of the Housatonic River Valley. The 1.5 mile ascent to St. John’s Ledges is strenuous but levels off at a overlook of the valley. From there, hikers seeking views from even higher up can tackle the ascent to Caleb’s Peak (1,160 feet)

Talcott Mountain Yellow Trail, Bloomfield

Distance: Three miles round trip Rating: Easy to moderate

While Talcott Mountain State Park has plenty of trails for all skill levels, the Yellow Trail is one of the most popular paths up to the 165 foot Heublein Tower. The steady climb leads to a spectacular view of the Farmington River Valley, with the 360 degree views from the tower.

Jessie Gerard Trail, Barkhamsted

Distance: 3.5 mile loop Rating: Moderate

Located in the 3,900 acre People’s State Forest, the Jessie Gerard Trail features stone steps, challenging climbs, rocky cliffs, gorges, dense forest, and breathtaking views from the Grand Vistas.