New York State Route 416
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Map of Orange County in southeastern New York with NY 416 highlighted in red
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| Route information | ||||
| Maintained by NYSDOT | ||||
| Length: | 4.24 mi (6.82 km) | |||
| Existed: | 1930 – present | |||
| Major junctions | ||||
| South end: |
 NY 207 in Hamptonburgh
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| North end: |
 NY 211 in Montgomery
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| Location | ||||
| Counties: | Orange | |||
| Highway system | ||||
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New York State Route 416 (NY 416) is a state highway located entirely within the towns of Hamptonburgh and Montgomery in Orange County, New York, in the United States. It extends for 4.24 miles (6.82 km) in a north–south direction from an intersection with NY 207 in Hamptonburgh to a junction with NY 211 in Montgomery. It does not intersect any other state routes besides those at its termini, nor pass through any settlements. NY 416 is a two-lane highway for its entire length, and mainly serves to allow traffic from the northwestern corner of the county to get to Goshen, the county seat, more easily. Despite its minimal length, the route passes a number of places of interest and is a quite scenic country road. The route was assigned as part of the 1930 renumbering of state highways in New York.
NY 416 begins at an intersection with NY 207 in Hamptonburgh just north of a tunnel carrying NY 207 under railroad tracks shared by the Metro North and Norfolk Southern railroads. From its south end, the route heads uphill across open, rolling fields, passing the modest headquarters of Local Media Group, publishers of the local daily, the Times Herald-Record. A bit further on, it passes the Hill–Hold historic site on the east and provides the main access to Thomas Bull Memorial Park, one of the county's most popular. After the park, the road begins a descent to the lowlands around the Wallkill River, a stretch surrounded by several horse farms.
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