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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.

New York State Route 416 marker

New York State Route 416
Map of New York State Route 416
Map of Orange County in southeastern New York with NY 416 highlighted in red
Route information
Maintained by NYSDOT
Length4.24 mi[2] (6.82 km)
Major junctions
South end NY 207 in Hamptonburgh
North end NY 211 in Montgomery
Highway system
NY 415NY 417

Route descriptionEdit

NY 416 passing horse farms after Thomas Bull Park

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.[3]

It draws alongside the Wallkill as it approaches a cluster of shipping warehouses along the south side of Interstate 84 (I-84). The river and the highway pass under the freeway with no connection, and NY 416 continues alongside the river while meandering past some more farmland as it enters the town of Montgomery. The river makes a turn to the west across the town line; however, NY 416 stays on a generally northward track to a restored slave cemetery situated on the west side of the highway. Another short stretch of fields brings NY 416 to its northern terminus at a junction with NY 211 just south of the Montgomery village line. This intersection is right next to Orange County Airport and two other historic sites. The Harrison Meeting House Site and Cemetery is on the east side of the road, and the Johannes Miller House lies across from it on the opposite side of NY 211.[3]


The origins of NY 416 date back to 1902 when the state of New York awarded a contract on June 20 to improve 8 miles (13 km) of roads in Goshen and Hamptonburgh to state highway standards. The stretch cost $35,712 to reconstruct (equivalent to $995,836 in 2019) and was added to the state highway system on August 5, 1904, as unsigned State Highway 65 (SH 65).[4][5] SH 65 did not receive a posted route number until the 1930 renumbering of state highways in New York, when hundreds of state-maintained highways were given signed designations for the first time.[6] The southern half of SH 65 became part of NY 207 while the northern part was designated as NY 416.[1] Originally, NY 416 followed then-NY 84 northeast into Montgomery, where both routes terminated at NY 17K.[7] In the mid-1960s, the NY 84 designation was eliminated to avoid confusion with the new I-84, and its former alignment east of Middletown became an extension of NY 211.[8][9] NY 416 was truncated to its current length by 1970.[10]

Major intersectionsEdit

The entire route is in Orange County.

Campbell Hall0.000.00  NY 207 – Newburgh, GoshenSouthern terminus
Village of Montgomery4.246.82  NY 211 – Middletown, MontgomeryNorthern terminus, access to Orange County Airport
1.000 mi = 1.609 km; 1.000 km = 0.621 mi

See alsoEdit


  1. ^ a b Road Map of New York (Map). Cartography by General Drafting. Standard Oil Company of New York. 1930.
  2. ^ a b "2008 Traffic Volume Report for New York State" (PDF). New York State Department of Transportation. June 16, 2009. p. 230. Retrieved February 1, 2010.
  3. ^ a b Google (January 4, 2008). "overview map of NY 416" (Map). Google Maps. Google. Retrieved January 4, 2008.
  4. ^ State of New York Commission of Highways (1922). Tables Giving Detailed Information and Present Status of All State, County and Federal Aid Highways. Albany, NY: J. B. Lyon Company. p. 10. Retrieved December 28, 2012.
  5. ^ Federal Reserve Bank of Minneapolis. "Consumer Price Index (estimate) 1800–". Retrieved January 2, 2019.
  6. ^ Dickinson, Leon A. (January 12, 1930). "New Signs for State Highways". The New York Times. p. 136.
  7. ^ Walden Quadrangle – New York (Map). 1:24,000. 7.5 Minute Series (Topographic). United States Geological Survey. 1957. Retrieved June 24, 2010.
  8. ^ New York (Map). Cartography by Rand McNally and Company. Mobil. 1965.
  9. ^ New York (Map) (1969–70 ed.). Cartography by General Drafting. Esso. 1968.
  10. ^ State of New York Department of Transportation (January 1, 1970). Official Description of Touring Routes in New York State (PDF). Retrieved June 24, 2010.

External linksEdit

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