Route 183 begins at the junction with
Route 4 (New Harwinton Road) in the
Litchfield County city of
Torrington. A two-lane road through the eastern reaches of Torrington, Route 183 runs north along Torringford Street as a residential road, passing nearby Joe Ruwet Park. The route soon reaches a junction with
U.S. Route 202 (US 202; named East Main Street) in the
Torringford section of the city. Running northeast past Bishop Donnelly Park, the route passes the nearby middle school and enters a rural section of the town of Torrington. Route 183 starts paralleling
Route 8, a nearby freeway, which is connected via Pinewoods Road. The route runs past the Green Woods Country Club, which separates Route 183 and Route 8. Entering the town of
Winchester, Route 183 winds northwest into a junction with
US 44. Route 183 turns northwest onto a concurrency with US 44 and into the northern terminus of the Route 8 freeway. Now a triplex through Winchester, the routes make up the four lane South Main Street, passing through downtown. In downtown Colebrook, Route 183 turns northwest and into a junction with
Route 182A (Rockwell Road). After downtown Colebrook, Route 183 runs northwest through the town of Colebrook into the hamlet of North Colebrook, where the scenic road designation ends at the junction with Church Hill Avenue. Continuing on its northwest trajectory, Route 183 ends at the
Massachusetts state line, where it becomes
Route 183. ==History==