Route Description
NY 221 begins at an intersection with NY 38 in the town of Harford. The route progresses northward through a small hamlet, crossing the Owego and Harford Railway and serving a mobile home park. At the intersection with Owego Hill Road, NY 221 turns eastward as a two-lane road, where the route changes backdrops into a more rural and residential mix. After about a mile, the route intersects with NY 200, a 1.37-mile long (2.20 km) route that connects NY 221 back to NY 38 and the hamlet of Harford Mills. At this junction, NY 221 turns north once again, while NY 200 begins on the former right-of-way used by NY 221. The surroundings remain the same as the route continues, turning to the northeast, and soon east at the junction at County Route 131 (CR 131; Babcock Hollow Road).
The rural road bends to the southeast gradually, entering the town of Lapeer, turning east again until it meets CR 133 (Clarks Corner Road). The highway soon reverts to a southeast direction, passing to the north of Beaver Pond and the county line, while NY 221 enters the hamlet of Hunts Corners and intersects with CR 136 (Jennings Creek Road). Here, NY 221 changes direction again, following a northeasterly path out of the hamlet. It bypasses the nearby hamlet of Clarks Corner and soon intersects with the eastern terminus of CR 133, which gives way to NY 221 as the state road merges with the east–west county highway. NY 221 continues on an eastward track into the town of Marathon, where it descends into the Tioughnioga River valley and enters the village of Marathon.
Within the village, the route gains the West Main Street moniker and heads through a mix of residential and commercial areas. NY 221 crosses intersections with CR 134A and CR 134B and passes the former Marathon railroad depot before crossing the New York, Susquehanna and Western Railway and the Tioughnioga River in the center of the community. After crossing the river, the renamed Main Street heads northeast through the village, intersecting with US 11 (Cortland Street) just ahead of an interchange with Interstate 81 (I-81) at the latter's exit 9. After the exit from I-81, NY 221 reenters another rural area and turns eastward past Dean Pond. After intersecting with CR 161B (Texas Valley Road) and CR 161C (Merrill Creek Road), NY 221 crosses Merrill Creek and winds through farmland. Entering the town of Willet, NY 221 crosses the southern terminus of CR 167 (Bloody Pond Road) and makes a gradual curve to the north while intersecting with CR 169 (Landers Corners Road). NY 221 continues north to the hamlet of Willet, where it ends at an intersection with NY 26 and NY 41.
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