Route Description
NY 366 begins at an intersection with NY 79 (East State Street) in the city of Ithaca. NY 366 proceeds eastward along Mitchell Street, a two-lane residential street until the intersecting with Ithaca Road, where NY 366 turns to the north on Ithaca. Mitchell Street continues eastward, becoming County Route 110 (CR 110) at the city line. This intersection also served as the former eastern terminus of NY 393, a designation eliminated in 1980. NY 366 enters the neighborhood of North Belle Sherman, bending northward as Dryden Road after the intersection with Maple Avenue. After the intersection, NY 366 passes along the southern edge of the campus for Cornell University. Heading northeast out of the city, the route intersects with CR 122 (Caldwell Road) at the eastern edge of the campus. After leaving Ithaca, NY 366 enters the town of Dryden, intersecting with the former eastern terminus of NY 392, Forest Home Drive, before entering the hamlet of Varna. Varna consists of a stretch of residential homes on each side of NY 366.
NY 366 turns to the northeast through Dryden, intersecting the northern terminus of CR 161 (Turkey Hill Road) before intersecting with NY 13 after Baker Hill Road. NY 13 and NY 366 form a concurrency on this stretch, as a four-lane arterial known still as Dryden Road. The roads parallel Fall Creek nearby, eventually narrowing in lanes. At the intersection with Main Street, NY 13 continues eastward, while NY 366 turns northward on Main Street, entering the hamlet of Etna. In Etna, NY 366 intersects with CR 109 (Etna Lane) on the shore of Fall Creek. The two routes are concurrent for less than a block before CR 109 heads eastward towards NY 13. NY 366 parallels Fall Creek through Dryden, sticking as a two-lane local road before entering the town of Freeville. In Freeville, NY 366 retains its Main Street moniker, but becomes a residential street before intersecting with NY 38 (Railroad Street / Groton Road). This intersection serves as the eastern terminus for NY 366, but the right-of-way continues out of Freeville as CR 105 (Fall Creek Road) toward the hamlet of Red Mills.
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