Route 58 continues northward along the Black Rock Turnpike, passing through the towns of Easton and Redding.

[2] Black Rock Turnpike continues south after Route 58 separates from it in Fairfield.

A 3.1-mile (5.0 km) section in Easton near the Hemlock Reservoir is a designated scenic highway.

On April 25, 1777, during the Revolutionary War, British soldiers under the command of General William Tryon marched up the Redding Road, which paralleled present-day Route 58 south of Easton center and ran along Route 58 north of Easton center, on their way to Danbury to destroy homes, warehouses and ammunition stores as part of the Danbury Raid.

The turnpike company improved the road from Easton village through Redding Ridge into Bethel (then a part of Danbury).