 In Cheshire, the route passes residential areas, before reaching commercial areas near the center of town, intersecting the east end of Route 42, as well as passing east of Cheshire High School.At the center of Cheshire, Route 10 has a brief concurrency with Route 68/Route 70 to the west of the Cheshire Academy; Route 68 heads east towards the town of Wallingford and west towards the town of Prospect, while Route 70 leads east towards the city of Meriden and west towards the city of Waterbury, the latter via a connection with I-84.Past the triplex, the route's name changes to Highland Avenue and passes to the east of the Cheshire Correctional Institution, before it reaches an interchange with the I-691 freeway, which provides access to I-91 eastbound in Meriden, and I-84 westbound.