Bear Mountain is located in Salisbury in scenic northwestern Connecticut.

Undermountain Trail parking lot:

From the north:

Mark odometer at junction of Rt. 23 and Rt. 41
Take Rt. 41 South
9.3 mi. - Undermountain Trail parking lot on right
An easily-missed, small, blue, oval "Undermountain Trail" sign marks the entrance to the parking lot

From the south (Salisbury):

Mark odometer at junction Rt. 44 & Rt. 41 in Salisbury
Take Rt. 41 North
0.8 mi. - pass Appalachian Trail parking lot on left
3.2 mi. - Undermountain Trail parking lot on left
An easily-missed, small, blue, oval "Undermountain Trail" sign marks the entrance to the parking lot