Webb Mountain Park Professional Guide
Detailed Trail Description from our Guidebook
"A hidden gem of open space that even many locals aren’t aware of, Webb Mountain Park in Monroe contains campsites and trails through dense hemlock and mixed deciduous, with an overlook spur high above the Housatonic River valley. From the parking lot, take the Red Trail from the upper left corner over a wooden footbridge.
The trail passes through mixed forest of beech, ash, and hemlock with a brook to your left. A wide-open trail gradually descends into mostly dense hemlock. The landscape is rugged in appearance but the walking is easy. The next wooden footbridge at 0.35 mile crosses this brook again. Straight ahead is the Orange Trail and to your left over the bridge and up the hill is the Red Trail. Take this Red Trail as a spur to the overlook and return to this point, continuing on the Orange Trail."