After crossing Kinderhook Creek, NY 66 reaches a junction with CR 28. Just north of the hamlet, the route turns northeast at a junction with CR 17. Winding along Kinderhook Creek, NY 66 turns northward near Spangler Road, remaining a two-lane rural roadway. Continuing northward, the route crosses under the Berkshire Thruway section of the New York State Thruway (I-90). After a junction with the eastern terminus of CR 32, NY 66 turns northeast into the hamlet of Malden Bridge, reaching a junction with Albany Turnpike, where NY 66 turns southeast and re-crosses Kinderhook Creek.