South Norfolk to the Massachusetts line - 10.8 miles.
Dennis Hill State Park affords an observation platform with spectacular views of surrounding villages and the Greylock Mountains.
2. Route 183
Colebrook - 3.1 miles from Route 182 to Church Hill Road.
Open fields, dark forests and rugged landscape lead you to Colebrook, one of the state's best preserved post-revolutionary villages, and to an old country store.
3. Routes 219, 318 and 181
A 6.3-mile loop around the Lake McDonough recreation area where you can swim, hike, fish or rent a boat. View the lake from Ski Sundown on Ratlum Road.
4. Route 41
This 17.9-mile country road in the Litchfield Hills takes you past the restored colonial homes of Sharon and, just outside Salisbury, the entrance to the Appalachian Trail. There you can climb Bear Mountain, the highest peak in Connecticut. In the fall, it's an early spot for gorgeous foliage.
5. Route 4
Sharon - 4.2 miles from Dunbar Road in the village of Cornwall Bridge, then west to Old Sharon Road.
6. U.S. Route 7
Explore 10.3 miles from Bulls Bridge near South Kent north to the covered bridge in West Cornwall at Route 128. Highlights include the Housatonic River, the quaint village of Kent, Kent Falls and the Housatonic Meadows State Park, where fly-fishing happens.
7. Route 53
A 2-mile stretch of road bordered by an untouched wooded area in the Housatonic Valley offers breathtaking views, including the Saugatuck Reservoir.
8. Route 58