Map of Orange County in southeastern New York with NY 211 highlighted in red | ||||
| Route information | ||||
| Maintained byNYSDOT and the city ofMiddletown | ||||
| Length | 23.01 mi[1] (37.03 km) | |||
| Existed | 1930[2]–present | |||
| Major junctions | ||||
| West end | ||||
| Major intersections |
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| East end | ||||
| Location | ||||
| Country | United States | |||
| State | New York | |||
| Counties | Orange | |||
| Highway system | ||||
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New York State Route 211 (NY 211) is astate highway located entirely withinOrange County, New York, in the United States. The western terminus is at the intersection withUS 209 located inCuddebackville, and the eastern terminus is located atMontgomery atNY 17K, where it becomes the main thoroughfare.
ThroughMiddletown, it briefly becomes a divided highway with a maximum of five lanes in each direction (a total of ten lanes). It was also through Middletown that the famed "Miracle Mile" was born, which was the beginning of the shopping center frenzy that saw many businesses move from downtown areas of Middletown to the Route 211 Shopping Corridor.
Only in Middletown does the first sign along NY 211 with a directional banner appear, when headed eastward. At that point, the road is running more to the northwest.

NY 211 begins at an intersection withUS 209 in the hamlet ofCuddebackville in front of the Rural Valley Cemetery. It proceeds east through Cuddebackville as a two-lane residential roadway, crossing back into the town ofDeerpark and crossing over the Basher Kill, where it turns northeast along the creek. The route makes a bend towards the east and crosses over theMetro-North RailroadPort Jervis Line and the southern terminus ofCounty Route 61 (CR 61) as it crosses into the town ofMount Hope. Now known as State Street, NY 211 enters the village ofOtisville, bypassing theOtisville Tunnel and bypassing the western reaches of Otisville.[3]
Continuing east along the Port Jervis Line tracks, NY 211, enters the center of the village near Highland Avenue. At the junction with Highland, it makes a bend to the north around the eastern portal of the Otisville Tunnel. Running southeast again, it turns out of Otisville and crosses under the tracks near Kelly Hill Road, which connects to theOtisville Metro-North station. Continuing southeast through the town of Mount Hope, the route parallels the railroad tracks past the Shawaganunk Kill. Near the White Bridge Road junction, NY 211 turns southeast away from the tracks and at the junction with Pierson Hill Road, and turns northeast again, soon winding eastward into Baileyville. In Baileyville, the route crosses over the Little Shawaganunk Kill and a junction with the northern terminus ofCR 60 (Tally Ho Road).[3]
After CR 60, NY 211 turns northeast out of Baileyville and reaches the hamlet ofHowells as it crosses into the town ofWallkill. After a large bend to the southeast, the route junctions withCR 18 and begins running southeast along the residential strip northwest of the city ofMiddletown. Passing Monhagen Lake, NY 211 crosses southeast into the hamlet of Pilgrim Corners, where it junctions withCR 78 and soon enters the city of Middletown. Crossing over a railroad spur, NY 211 enters the city along Monhagen Avenue, a two-lane commercial/residential street in the northwestern section of the city.[3]
Several blocks into the city, NY 211 reaches a junction withNY 17M (West Main Street). Paralleling the abandonedErie Railroad main line through Middletown, NY 211 and NY 17M, now concurrent, turn east along West Main, bypassing the center of Middletown and soon changing names to Wickham Avenue when Main Street forks to the southeast. Bending northeast, NY 17M and NY 211 reach a junction with North Street, where NY 17M turns north onto North while NY 211 continues east on Wickham. NY 211 remains a two-lane commercial street through East Middletown, soon leaving the city for the town of Wallkill. Now without the Wickham Street moniker, the route expands to four lanes through Wallkill, becoming a long commercial boulevard through the town.[3]

Bending eastward near Silver Lake, the route gains a center median dividing the two directions before expanding to six lanes. At the junction with the northern terminus ofCR 92 (Dunning Road), NY 211 turns northeast and enters exit 120, apartial cloverleaf interchange withNY 17 (FutureI-86) (the Quickway). The route then turns northeast and crosses the entrance toGalleria at Crystal Run, reaching a junction with Galleria Drive, which connects to the mall and theMiddletown–Town of Wallkill Metro-North station. Reduced back to four lanes, NY 211 leaves the mall area and loses the center divide. Passing through the hamlet of Scotchtown, NY 211 crosses a junction with the southern terminus ofCR 53 (Blumel Road).[3]
Continuing east, the route reduces to two lanes through Wallkill, crossing into the hamlet of Michigan Corners, where it begins to parallelI-84 and the Port Jervis Line. Becoming a two-lane woods road through Wallkill, the route soon enters a wide flat lowlands in the area of Camp Orange Road. The route passes a back entrance to a rest area on I-84 at Bull Road, paralleling the Mannayunk Kill into the town ofMontgomery. NY 211 turns northeast and crosses theWallkill River and passes south of the runway for theOrange County Airport, which is accessible at Dunn Road. Within distance of Dunn Road, NY 211 reaches the northern terminus ofNY 416. Just after NY 416, the route crosses into the village ofMontgomery.[3]
In the village, NY 211 boasts the name Union Street, crossing northwest through the commercial center of the village. Near River Street, the route bends downhill and crosses through the center of the village. As the route approaches the Wallkill River once again, it reaches a junction withNY 17K (Ward Street) at a t-intersection. This junction marks the eastern terminus of NY 211.[3]
The section of what is now NY 211 from Middletown to Montgomery was first laid out as part of theMinisink and Montgomery Turnpike, chartered in 1809 to build a road from Montgomery to Carpenter's Point, now near Port Jervis. West of Middletown, the road is used, though a section along theShawangunk Mountains has since been abandoned. The section of this turnpike from North Street (nowNY 17M) inMiddletown toMontgomery was originally designated as part ofNY 8 when the first set of posted routes inNew York were assigned in 1924. NY 8 continued south from Middletown to theNew Jersey state line atUnionville on modernNY 284 and east from Montgomery toNewburgh on currentNY 17K.[4][5] In the1930 renumbering of state highways in New York, the portion of NY 8 southwest of Montgomery was renumbered toNY 84 while a previously unnumbered highway betweenCuddebackville andNY 17 (modern NY 17M) in Middletown was designated as NY 211.[2][6] The NY 84 designation was removed in May 1966 to eliminate numerical duplication with the under-constructionInterstate 84. Its former routing from Middletown to Montgomery became an eastward extension of NY 211.[7]
The westernmost portion, according to a historical marker in Cuddebackville, follows the old Mount Hope and Lumberland Turnpike, built during theWar of 1812.
The entire route is inOrange County.
| Location | mi[1] | km | Destinations | Notes | |
|---|---|---|---|---|---|
| Deerpark | 0.00 | 0.00 | Western terminus;hamlet ofCuddebackville | ||
| Middletown | 10.95 | 17.62 | Western end of NY 17M concurrency | ||
| 11.73 | 18.88 | Eastern end of NY 17M concurrency | |||
| Town of Wallkill | 14.01 | 22.55 | Exit 120 on NY 17 | ||
| Village of Montgomery | 21.66 | 34.86 | Northern terminus of NY 416 | ||
| 23.01 | 37.03 | Eastern terminus | |||
1.000 mi = 1.609 km; 1.000 km = 0.621 mi
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