Lazing by the banks of the Housatonic River, Kent is arguably the loveliest town in the Hills, although Litchfielders would disagree. It's a popular stop for hikers on the Appalachian Trail (www.appalachiantrail.org), which intersects CT 341 about 2 miles northwest of town. Unlike much of the trail, the Kent section offers a mostly flat 5-mile river walk alongside the Housatonic, the longest riverside ramble of the whole trail.
During summer and fall, city folk flock to Kent's small but respected clutch of art galleries, shops and scenic countryside. Especially popular is Kent Falls State Park, about 5 miles north of town, where the water drops 250ft over a quarter-mile before joining up with the Housatonic River. Hike the easy trail to the top of the cascade, or just settle into a sunny picnic spot at the bottom, near the red covered bridge.