Route 153 begins as Essex Road in downtown Westbrook, at an intersection with US 1. It heads north, passing by the Westbrookrailroad station and the access road to the Tanger Outlet Mall, before intersecting with Interstate 95 at Exit 65 about half a mile north of US 1. Route 153 continues northeast through the eastern part of the town of Westbrook for another before entering the town of Essex. In Essex, the road becomes Westbrook Road, traveling through southwestern Essex for about, at which point the road splits into two. Route 153 continues northeast towards Essex Village along Plains Road; Westbrook Road continues north as an unsigned state highway towards the village of Centerbrook. Route 153 intersects with Route 9 about beyond the split and soon ends at an intersection with Route 154 just each of the interchange.