Bear Mountain

Bear Mountain offers a classic New England hiking experience. Tucked amidst the rolling hills of the Taconic Range in northwest Connecticut, the picturesque views from the summit are something one would expect to find in a vintage Norman Rockwell painting. On a clear day hikers can see across four different states and gaze at the beautiful landscape of the nearby Berkshires.

At 2,316 feet, Bear Mountain is the highest peak in Connecticut. The moderately steep and dog friendly routes include sections of the iconic Appalacian Trail. Different types of wildlife and vegetation can be found along the trail with remnants of an old stone tower and wild blueberries awaiting hikers at the summit.

Did you know?

A plaque designating the summit as the “highest ground” in Connecticut can be found at the top of Bear Mountain. While it is the highest peak in Connecticut, the state's highest point is actually located on the side of Mt. Frissell located in southern Massachusetts.

Bear Mountain Basics:

Summit Elevation: 2,316 feet (706m)
Vertical gain: 1,676 feet (511m)
Hiking mileage: 6 miles
Location: Salisbury, Connecticut

Hiking Bear Mountain:

Six Pack of Peaks Challengers should park in the lot off Route 41 (Under Mountain Road) in Salisbury, CT. Follow the blue-blazed markers of the Undermountain Trail to the Paradise Lane Trail until it intersects with the Appalachian Trail at the MA border. Turn south on the white blazed Appalachian Trail until you reach the summit.

Lodging / Food:

Bear Mountain is located just outside popular Berkshire County so many wonderful lodges, wineries and bistros can be found in the area. The quaint Windflower Inn in Great Barrington never disappoints, nor does the locally sourced cuisine served at Cafe Adam just a few miles up the road.