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New York State Route 55 (NY 55) is a east-west
state highway A state highway, state road, or state route (and the equivalent provincial highway, provincial road, or provincial route) is usually a road that is either ''numbered'' or ''maintained'' by a sub-national state or province. A road numbered by a ...
in southern New York, running from the Pennsylvania state line at the
Delaware River The Delaware River is a major river in the Mid-Atlantic (United States), Mid-Atlantic region of the United States. From the meeting of its branches in Hancock (village), New York, Hancock, New York, the river flows for along the borders of N ...
in Barryville to the
Connecticut Connecticut () is the southernmost state in the New England region of the Northeastern United States. It is bordered by Rhode Island to the east, Massachusetts to the north, New York to the west, and Long Island Sound to the south. Its cap ...
state line at Wingdale. It is the only other state highway beside NY 7 to completely cross the state, from border to border, in an east–west direction, although NY 17 does so and is partially east–west. It also forms a concurrency when it joins US 44 for 33 miles (53 km). Together with
NY 52 New York State Route 52 (NY 52) is a state highway in the southeastern part of the state. It generally runs from west to east through five counties, beginning at the Pennsylvania state line in the Delaware River near Narrowsburg, cros ...
, which it closely parallels and briefly
joins Join may refer to: * Join (law), to include additional counts or additional defendants on an indictment *In mathematics: ** Join (mathematics), a least upper bound of sets orders in lattice theory ** Join (topology), an operation combining two topo ...
in downtown
Liberty Liberty is the ability to do as one pleases, or a right or immunity enjoyed by prescription or by grant (i.e. privilege). It is a synonym for the word freedom. In modern politics, liberty is understood as the state of being free within society fr ...
, it forms the latitudinal backbone of the
Hudson Valley The Hudson Valley (also known as the Hudson River Valley) comprises the valley of the Hudson River and its adjacent communities in the U.S. state of New York. The region stretches from the Capital District including Albany and Troy south to ...
region for non-interstate traffic. It offers the traveler a wide variety of landscapes, from farmlands, mountains and forests to the urban center of
Poughkeepsie Poughkeepsie ( ), officially the City of Poughkeepsie, separate from the Town of Poughkeepsie around it) is a city in the U.S. state of New York. It is the county seat of Dutchess County, with a 2020 census population of 31,577. Poughkeepsi ...
. Sights along the way include two of
New York City New York, often called New York City or NYC, is the List of United States cities by population, most populous city in the United States. With a 2020 population of 8,804,190 distributed over , New York City is also the L ...
's major
reservoirs A reservoir (; from French ''réservoir'' ) is an enlarged lake behind a dam. Such a dam may be either artificial, built to store fresh water or it may be a natural formation. Reservoirs can be created in a number of ways, including control ...
in the
Catskills The Catskill Mountains, also known as the Catskills, are a physiographic province of the larger Appalachian Mountains, located in southeastern New York. As a cultural and geographic region, the Catskills are generally defined as those areas c ...
, a dramatic crossing of the
Shawangunk Ridge The Shawangunk Ridge , also known as the Shawangunk Mountains or The Gunks, is a ridge of bedrock in Ulster County, Sullivan County and Orange County in the state of New York, extending from the northernmost point of the border with New Jersey ...
, and the
Mid-Hudson Bridge The Franklin Delano Roosevelt Mid-Hudson Bridge is a toll suspension bridge which carries US 44 and NY 55 across the Hudson River between Poughkeepsie and Highland in the state of New York. History Proposals for the Mid-Hudson span were made ...
.


Route description


Sullivan County


Barryville to Swan Lake

NY 55 begins at a junction with NY 97 at the shore of the
Delaware River The Delaware River is a major river in the Mid-Atlantic (United States), Mid-Atlantic region of the United States. From the meeting of its branches in Hancock (village), New York, Hancock, New York, the river flows for along the borders of N ...
in the
hamlet ''The Tragedy of Hamlet, Prince of Denmark'', often shortened to ''Hamlet'' (), is a tragedy written by William Shakespeare sometime between 1599 and 1601. It is Shakespeare's longest play, with 29,551 words. Set in Denmark, the play depicts ...
of Barryville. South of this junction, the right-of-way connects to the Barryville-Shohola Bridge, which connects to PA 434 in the municipality of Shohola Township. Crossing past the former terminus of County Route 11A (CR 11A; named River Road), NY 55 proceeds north out of Barryville through the town of
Highland Highlands or uplands are areas of high elevation such as a mountainous region, elevated mountainous plateau or high hills. Generally speaking, upland (or uplands) refers to ranges of hills, typically from up to while highland (or highlands) is ...
, maintained by Sullivan County as CR 11. NY 55 and CR 11 proceed northeast through the woods above the Delaware, reaching a small residential area near Old Brook Road. NY 55 and CR 11 wind northeast through Highland for several miles, soon turning northward past multiple residences before winding northeast into the hamlet of Eldred. NY 55 serves as the main north–south road through Eldred, crossing a junction with CR 32 (Proctor Road) and CR 33 (Eldred–Yulan Road). Soon passing the Eldred Central School, NY 55 continues northeast through Highland, now co-designated as CR 12. At Stege Road, NY 55 and CR 12 bend north past residences overlooking Steges Pond. The route soon becomes more wooded in nature, paralleling the western shore of the pond, and turns northwest past Sunrise Lake. Beginning to wind to the north, NY 55 and CR 12 pass more residences and continue north through Highland. After a couple more turns, the routes leave the town of Highland for the town of
Bethel Bethel ( he, בֵּית אֵל, translit=Bēṯ 'Ēl, "House of El" or "House of God",Bleeker and Widegren, 1988, p. 257. also transliterated ''Beth El'', ''Beth-El'', ''Beit El''; el, Βαιθήλ; la, Bethel) was an ancient Israelite sanct ...
, where the route turns northeast, passing Toronto Lake at a junction with CR 26 (Crystal Lake Road). At this junction, the co-designation changes once again as NY 55 becomes concurrent with CR 13 as it passes the Toronto Reservoir. Winding out of the reservoir area, NY 55 and CR 13 pass multiple homes as the route passes through the hamlet of Black Lake. Passing the namesake body of water, NY 55 and CR 13 bend northeast and soon northward past numerous homes for several miles. A short distance later, the routes reach a junction with NY 17B. At this junction, NY 17B and NY 55 become concurrent (and maintained by
NYSDOT The New York State Department of Transportation (NYSDOT) is the department of the New York state government responsible for the development and operation of highways, railroads, mass transit systems, ports, waterways and aviation facilities in ...
). NY 17B and NY 55 proceed eastward through the town of Bethel, running along the southern shore of White Lake, passing numerous lakeside residences. A short distance later, the routes reach the hamlet of White Lake, coming to an intersection with CR 14. At this junction, NY 55 turns north onto CR 14, and the routes continue through White Lake as a two-lane residential road. At Lake Street, NY 55 and CR 14 turn northwest for several blocks, soon reaching a junction with CR 141. At this junction, the routes turn north on Swan Lake Drive, while CR 141 connects west to West Shore Road, the latter of which services the Bethel Woods Center for the Arts, the site of
Woodstock Woodstock Music and Art Fair, commonly referred to as Woodstock, was a music festival held during August 15–18, 1969, on Max Yasgur's dairy farm in Bethel, New York, United States, southwest of the town of Woodstock. Billed as "an Aq ...
in 1969. NY 55 and CR 14 begin winding northeast through Bethel, leaving the hamlet of White Lake and soon reaching a junction with CR 183 (Airport Road). At this junction, NY 55 and CR 14 run along the northern ends of Sullivan County International Airport. The routes soon turn north, crossing Old White Lake Turnpike at the end of the airport. Paralleling the West Branch of the Mongaup River, NY 55 and CR 14 pass Woods, Pauls and Wheelers ponds before reaching the hamlet of
Swan Lake ''Swan Lake'' ( rus, Лебеди́ное о́зеро, r=Lebedínoye ózero, p=lʲɪbʲɪˈdʲinəjə ˈozʲɪrə, link=no ), Op. 20, is a ballet composed by Russian composer Pyotr Ilyich Tchaikovsky in 1875–76. Despite its initial failur ...
. Now in the town of
Liberty Liberty is the ability to do as one pleases, or a right or immunity enjoyed by prescription or by grant (i.e. privilege). It is a synonym for the word freedom. In modern politics, liberty is understood as the state of being free within society fr ...
, NY 55 reaches a junction with CR 74 (Stanton Corners Road), where it continues north through Swan Lake co-designated with CR 15.


Swan Lake to the Rondout Reservoir

Just north of CR 74, NY 55 and CR 15 cross a junction with the eastern terminus of CR 142 (Briscoe Road). Crossing over the namesake lake, NY 55 and CR 15 soon leave the hamlet of Swan Lake, passing Fieldston Lake and multiple residences as they proceed eastward. Passing Lake Barnabee, the routes turn northeast again, crossing a junction with CR 71 (Ferndale Road). Continuing north through the town of Liberty, NY 55 and CR 15 soon reach the village of
Liberty Liberty is the ability to do as one pleases, or a right or immunity enjoyed by prescription or by grant (i.e. privilege). It is a synonym for the word freedom. In modern politics, liberty is understood as the state of being free within society fr ...
. At the village line, CR 15 terminates while NY 55 continues as Swan Lake Road and turns eastward on West Lake Street. At Carrier Street, NY 55 turns northeast and crosses into the commercial center of Liberty as Lake Street, coming to a junction with
NY 52 New York State Route 52 (NY 52) is a state highway in the southeastern part of the state. It generally runs from west to east through five counties, beginning at the Pennsylvania state line in the Delaware River near Narrowsburg, cros ...
(South Main Street). NY 52 and NY 55 become concurrent through the village of Liberty, proceeding southeast to become Mill Street. Reaching a
roundabout A roundabout is a type of circular intersection or junction in which road traffic is permitted to flow in one direction around a central island, and priority is typically given to traffic already in the junction.''The New Shorter Oxford En ...
, NY 55 forks off of NY 52 and onto Neversink Road, which becomes concurrent with CR 16 at the village line. NY 55 and CR 16 parallel the
Middle Mongaup River Middle or The Middle may refer to: * Centre (geometry), the point equally distant from the outer limits. Places * Middle (sheading), a subdivision of the Isle of Man * Middle Bay (disambiguation) * Middle Brook (disambiguation) * Middle Creek ( ...
, entering an interchange with NY 17 (the Quickway; exit 100A). After NY 17, NY 55 and CR 16 cross the Middle Mongaup and wind eastward through the town of Liberty. At the junction with Clements Road, the routes turn northeast through a rural section of Liberty, soon reaching a junction with Kees Lake. The routes bend eastward past Kees Lake, passing some local residences before crossing into the town of
Fallsburg Fallsburg is a town in Sullivan County, New York, United States. The town is in the eastern part of the county. The population was 14,192 at the 2020 census. (It is not to be confused with the hamlet of Fallsburg which bears a similar name and ...
. Past Grants Road, NY 55 and CR 16 cross east through the hamlet of Bradley, soon crossing into the town of Neversink. At the junction with Aden Road, CR 16 terminates. NY 55, state-maintained again, bends southeast through Neversink, soon reaching the southern shores of the
Neversink Reservoir Neversink Reservoir is a reservoir in the New York City water supply system. It is located in the Catskill Mountain town of Neversink in Sullivan County, New York, 75 miles (120.6 km) northwest of the City. It is fed by the Neversink River, ...
, one of the reservoirs that serve
New York City New York, often called New York City or NYC, is the List of United States cities by population, most populous city in the United States. With a 2020 population of 8,804,190 distributed over , New York City is also the L ...
. Continuing eastward, the route reaches the southernmost point of the reservoir and a junction with CR 105 (Divine Corners Road), which connects to
Loch Sheldrake Loch Sheldrake is a hamlet and census-designated place (CDP) in the Town of Fallsburg, New York, United States, in Sullivan County. The zip code for Loch Sheldrake is 12759. The community was originally named Sheldrake Pond after a deep, glaci ...
. At this junction, NY 55 continues northeast along the southeastern shores of the reservoir. Crossing the spillway for the reservoir, NY 55 runs northeast into a junction with CR 105A (Hasbrouck Road). Turning away from the Neversink, the route winds north and soon northeast into the hamlet of Neversink. At the junction with Wilson Shields Road, NY 55 becomes concurrent with CR 17, crossing through the center of the hamlet. The residential hamlet of Neversink soon is left behind by NY 55 and CR 17, continuing northeast through the namesake town. Just northeast of the junction with Myers Road, NY 55 and CR 17 cross into the
Catskill Forest Preserve New York's Forest Preserve, comprises almost all the lands owned by the state of New York within the Adirondack and Catskill parks. It is managed by the state Department of Environmental Conservation (DEC). , the Forest Preserve covers nearl ...
. Continuing past a junction with Benton Hollow Road, the route soon bends eastward through Neversink, reaching a junction with Wagner Road, where CR 17 terminates. NY 55 continues eastward alone along Neversink Road, maintained by NYSDOT once more. After a bend to the northeast, the route reaches the hamlet of
Curry A curry is a dish with a sauce seasoned with spices, mainly associated with South Asian cuisine. In southern India, leaves from the curry tree may be included. There are many varieties of curry. The choice of spices for each dish in tradit ...
, where it junctions with CR 19, which connects to the Ulster County line via CR 157. Passing the Chestnut Creek Covered Bridge nearby, NY 55 quickly leaves Curry and bends southeast through the hamlet of Unionville. After crossing through the small residential hamlet, NY 55 winds southeast, passing the Grahamsville Fairgrounds and changes names to Main Street as the route enters Grahamsville. Bending southeast through Grahamsville, the route crosses past multiple residences and soon the commercial center. At the center of Grahamsville, NY 55 reaches a junction with the northern terminus of the southern segment of
NY 42 New York State Route 42 (NY 42) is a north–south, discontinuous state highway in the Catskill Mountains region of New York in the United States. The southernmost of the highway's two segments begins at an intersection with U.S. R ...
. Continuing eastward out of Grahamsville, the route parallels Chestnut Creek and passing Grahamsville Rural Cemetery. Passing the local high school, NY 55 reaches a junction with the western terminus of NY 55A at the westernmost point of the
Rondout Reservoir Rondout Reservoir is part of New York City's water supply network. It is located 75 miles (120 km) northwest of the city in the Catskill Mountains, near the southern end of Catskill Park, split between the towns of Wawarsing in Ulster County ...
. NY 55 runs along the southern shore of the Rondout, a two-lane woods road running southeast through the town of Neversink. Continuing southeast along the reservoir's southern shore, NY 55 passes a lone house looking over the reservoir and reaches the Ulster County line.


Ulster County


Wawarsing to Tuthilltown

Now in the town of Wawarsing, NY 55 continues southeast along the southern shore of the Rondout Reservoir. Paralleling the widest points of the reservoir, the route makes a gradual bend to the northeast, leaving the Catskill Forest Preserve. Continuing along the shoreline, the route crosses through the dense woods. At the junction with Porter Road, NY 55 reaches Merriman Dam, the dam that runs the control of water for the Rondout. This junction marks the eastern end of the reservoir, which continues east as
Rondout Creek Rondout Creek is a U.S. Geological Survey. National Hydrography Dataset high-resolution flowline dataThe National Map accessed October 3, 2011 tributary of the Hudson River in Ulster and Sullivan counties, New York, United States. It rises on Rock ...
. NY 55 then turns south, reaching a junction with the eastern terminus of NY 55A. Crossing back into the Catskills for a moment, NY 55 soon reaches the hamlet of Lackawack. After a southwestern bend, the route turns southeast and leaves the park for the final time. Paralleling Rondout Creek, NY 55 crosses past multiple residences in Wawarsing, soon bending eastward past Bennett Road. Paralleling Sportsman Road, NY 55 turns southeast along the Rondout, soon reaching the hamlet of Honk Hill. Through Honk Hill, NY 55 turns south again, passing Honk Lake, where it turns southwest out of the hamlet. Turning southeast again, the route crosses over Rondout Creek again, reaching the hamlet of Napanoch. Through Napanoch, NY 55 is a two-lane residential street, soon turning south along Rondout Creek into a junction with
US 209 U.S. Route 209 (US 209) is a long U.S. Highway in the states of Pennsylvania and New York. Although the route is a spur of US 9, US 209 never intersects US 9, coming within five miles of the route and making the short ...
. At the junction with US 209, NY 55 becomes concurrent with the U.S. route northeast through Wawarsing, bypassing the hamlet of Napanoch and crossing a junction with CR 128 (Plank Road / Institution Road). CR 128 connects to two local
New York State Department of Corrections New is an adjective referring to something recently made, discovered, or created. New or NEW may refer to: Music * New, singer of K-pop group The Boyz Albums and EPs * ''New'' (album), by Paul McCartney, 2013 * ''New'' (EP), by Regurgitator ...
facilities. US 209 and NY 55 continue north through the hamlet of East Wawarsing, passing multiple old alignments of US 209 through the hamlet of Wawarsing. Winding northeast, US 209 and NY 55 pass multiple residential areas before reaching a more rural section of the town, paralleling Rondout Creek eastward into the hamlet of
Kerhonkson Kerhonkson is a hamlet and census-designated place (CDP) in Ulster County, New York, United States. The population was 1,684 at the 2010 census. The Kerhonkson CDP is an urban concentration that straddles the border of the town of Rochester and ...
. In Kerhonkson, US 209 and NY 55 reach a junction with the western terminus of US 44. At this junction, NY 55 turns east on a concurrency with US 44, crossing over Rondout Creek once again. US 44 and NY 55 wind eastward through Wawarsing, reaching a junction with the southern end of CR 77. Crossing southeast into the town of
Rochester Rochester may refer to: Places Australia * Rochester, Victoria Canada * Rochester, Alberta United Kingdom *Rochester, Kent ** City of Rochester-upon-Medway (1982–1998), district council area ** History of Rochester, Kent ** HM Prison ...
, US 44 and NY 55 reach a junction with CR 27 (Upper Granite Road), where the routes turn south along or near the town line. The routes soon make a gradual bend to the northeast, crossing multiple residences as the route enters the Minnewaska State Park Preserve. Crossing through the dense woods of the park, US 44 and NY 55 continue eastward, southward and southeastward past multiple entrances to sections of the park, crossing a junction with Milbrook Mountain Road, where the routes soon reach the eastern ends of the park. Crossing into the hamlet of Lake Minnewaska, US 44 and NY 55 cross Trapps Road (which connects to the Trapps Bridge), make another southeast to northeast bend and cross a junction with Clove Road. After Clove Road, US 44 and NY 55 become a two-lane road along the slopes of the
Shawangunk Mountains Shawangunk ( ) may refer to: In New York * Shawangunk, New York, a town in Ulster County *Shawangunk Correctional Facility, in Ulster County *Shawangunk Grasslands National Wildlife Refuge, in Ulster County *Shawangunk Kill, a tributary of the Wall ...
, passing a local overlook before reaching the hairpin turn in the town of Gardiner. At this hairpin turn, US 44 and NY 55 turn southwest, winding past multiple homes before turning southeast past a junction with the western terminus of
NY 299 New York State Route 299 (NY 299) is a short but important state route entirely within Ulster County, New York, in the United States. Centered on its interchange with the New York State Thruway outside New Paltz, it provides access from ...
. Continuing south away from the Shawangunks, the routes cross North Mountain Road and make a bend to the southeast, reaching a junction with CR 7 at the hamlet of Benton Corners. After Benton Corners, US 44 and NY 55 continue southeast through the town of Gardiner, reaching the hamlet of Tuthilltown and a junction with CR 9.


Tuthilltown to the Mid-Hudson Bridge

Paralleling the
Shawangunk Kill The Shawangunk Kill is a U.S. Geological Survey. National Hydrography Dataset high-resolution flowline dataThe National Map accessed October 3, 2011 stream that flows northward through Orange, Sullivan and Ulster counties, New York, in the Unite ...
, US 44 and NY 55 soon reach the
Wallkill River The Wallkill River, a tributary of the Hudson, drains Lake Mohawk in Sparta, New Jersey, flowing from there generally northeasterly U.S. Geological Survey. National Hydrography Dataset high-resolution flowline dataThe National Map, accessed Oct ...
and cross it into the small hamlet of Tuthill. After a short bend to the southeast, the routes enter the hamlet of Gardiner. Now known as Main Street, the routes cross through the center of the hamlet, crossing a junction with CR 19 (Sand Hill Road). Leaving the hamlet of Gardiner, the routes soon reach the hamlet of Ireland Corners, where they meet at a junction with NY 208. East of NY 208, the routes continue east through the rural sections of Gardiner before crossing into the town of Plattekill. Soon after, the routes reach the hamlet of
Modena Modena (, , ; egl, label=Emilian language#Dialects, Modenese, Mòdna ; ett, Mutna; la, Mutina) is a city and ''comune'' (municipality) on the south side of the Po Valley, in the Province of Modena in the Emilia-Romagna region of northern I ...
. In Modena, US 44 and NY 55 junction with NY 32 (Main Street) in the center of the hamlet. Leaving Modena, US 44 and NY 55 turn northeast through Plattekill, passing multiple residences and cross under the
New York State Thruway {{Infobox road , state = NY , type = NYST , alternate_name = Governor Thomas E. Dewey Thruway , maint = NYSTA , map = {{maplink, frame=yes, plain=yes, frame-align=center, frame-width=290, type=line, stroke-width=2, type2=line, from2=New Yor ...
(
I-87 Interstate 87 may refer to either of two unconnected Interstate Highways in the United States: * Interstate 87 (New York), a highway running from New York City north to the Canadian border in Champlain, New York. * Interstate 87 (North Carolina) ...
). Just east of the Thruway, the routes cross the northern terminus of CR 13 and soon reach the hamlet of Ardonia. At Ardonia, US 44 and NY 55 turn northeast at a junction with CR 10 (Milton Turnpike). North of Ardonia, the routes cross into the town of Lloyd, soon bending eastward into the hamlet of Clintondale. Passing numerous farms west of Clintondale, US 44 and NY 55 cross a junction with CR 22 (South Street) and through the residential hamlet. The routes soon cross back into the town of Plattekill, passing multiple residences along an eastward stretch near the Pancake Hollow Brook. At the junction with Jenkins Lane, the routes make a dart to the northeast and east, reaching a junction with CR 15 (Tuckers Corners Road). Crossing past several ponds, CR 15 forks off again at the junction with Pancake Hollow Road before US 44 and NY 55 reach the hamlet of Baileys Gap. Just east of Baileys Gap, US 44 and NY 55 cross into the town of
Marlborough Marlborough may refer to: Places United Kingdom * Marlborough, Wiltshire, England ** Marlborough College, public school * Marlborough School, Woodstock in Oxfordshire, England * The Marlborough Science Academy in Hertfordshire, England Austral ...
, reaching a junction with Baileys Gap Road, where they cross back into the town of Lloyd and gain the name Vineyard Avenue. A short distance later, the routes a small residential area and cross a junction with CR 11, which forks off again a short distance later. US 44 and NY 55 continue north along Vineyard Avenue, passing The Highland Cemetery and entering the hamlet of
Highland Highlands or uplands are areas of high elevation such as a mountainous region, elevated mountainous plateau or high hills. Generally speaking, upland (or uplands) refers to ranges of hills, typically from up to while highland (or highlands) is ...
. Crossing through the commercial center of Highland, the routes cross a junction with CR 12 (Vineyard Avenue). At this junction, US 44 and NY 55 turn south and connect to a junction with
US 9W U.S. Route 9W (US 9W) is a north–south U.S. Highway in the states of New Jersey and New York. It begins in Fort Lee, New Jersey, as Fletcher Avenue crosses the US 1–9, US 46, and the Interstate 95 (I-95) approac ...
. US 9W, US 44 and NY 55 continue south for a distance concurrent together, passing a junction with Haviland Avenue, which connects to the
Poughkeepsie Bridge The Walkway over the Hudson (also known as the Poughkeepsie Bridge, Poughkeepsie Railroad Bridge, Poughkeepsie–Highland Railroad Bridge, and High Bridge) is a steel cantilever bridge spanning the Hudson River between Poughkeepsie, New York ...
before reaching an interchange, where US 44 and NY 55 turn east and reach the on-ramps to the
Mid-Hudson Bridge The Franklin Delano Roosevelt Mid-Hudson Bridge is a toll suspension bridge which carries US 44 and NY 55 across the Hudson River between Poughkeepsie and Highland in the state of New York. History Proposals for the Mid-Hudson span were made ...
. Crossing through the
toll barrier A toll road, also known as a turnpike or tollway, is a public or private road (almost always a controlled-access highway in the present day) for which a fee (or '' toll'') is assessed for passage. It is a form of road pricing typically implemente ...
, bending southward as it reaches the bridge span, crossing over the
CSX CSX Transportation , known colloquially as simply CSX, is a Class I freight railroad operating in the Eastern United States and the Canadian provinces of Ontario and Quebec. The railroad operates approximately 21,000 route miles () of track. ...
West Shore Railroad The West Shore Railroad was the final name of a railroad that ran from Weehawken, New Jersey, on the west bank of the Hudson River opposite New York City, north to Albany, New York, and then west to Buffalo. It was organized as a competitor ...
. At the mid-span of the Mid-Hudson Bridge, US 44 and NY 55 cross into Dutchess County and enter the city of
Poughkeepsie Poughkeepsie ( ), officially the City of Poughkeepsie, separate from the Town of Poughkeepsie around it) is a city in the U.S. state of New York. It is the county seat of Dutchess County, with a 2020 census population of 31,577. Poughkeepsi ...
.


Dutchess County


Poughkeepsie to Beekman

Now in the city of Poughkeepsie, US 44 and NY 55 continue along the Mid-Hudson Bridge across the
Hudson River The Hudson River is a river that flows from north to south primarily through eastern New York. It originates in the Adirondack Mountains of Upstate New York and flows southward through the Hudson Valley to the New York Harbor between N ...
before crossing over Kaal Rock Park into the city. Crossing over the
Metro-North Railroad Metro-North Railroad , trading as MTA Metro-North Railroad, is a suburban commuter rail service run by the Metropolitan Transportation Authority (MTA), a New York State public benefit corporations, public authority of the U.S. state of New Yor ...
Hudson Line, the routes pass south of the
Poughkeepsie station Poughkeepsie station is a Metro-North Railroad and Amtrak stop serving the city of Poughkeepsie, New York. The station is the northern terminus of Metro-North's Hudson Line, and an intermediate stop for Amtrak's several Empire Corridor trains. ...
. Just east of the tracks, US 44 and NY 55 cross through an interchange with both directions of US 9 and gain the name of Church Street. Through Poughkeepsie, the routes serve as an
arterial road An arterial road or arterial thoroughfare is a high-capacity urban road that sits below freeways/motorways on the road hierarchy in terms of traffic flow and speed. The primary function of an arterial road is to deliver traffic from collector ro ...
, soon becoming a divided street, with three lanes of US 44 and NY 55 east running along Church Street and three lanes of US 44 and NY 55 west along Mill Street and Columbus Drive with Main Street and much of downtown Poughkeepsie between them. Along Church Street, US 44 and NY 55 cross through the city center, passing multiple city locations, including the Central Business District and the New York State Armory. The westbound US 44 and NY 55 arterial passes other notable locations such as the old Poughkeepsie Almshouse, the current city hall, the
Mid-Hudson Civic Center Majed J. Nesheiwat Convention Center (formerly the Mid-Hudson Civic Center) is a venue located in Poughkeepsie, New York, consisting of Mair Hall (a concert and convention hall) and the McCann Ice Arena (an ice skating venue). It was built in th ...
, Poughkeepsie Grand Hotel, and also passes over the
Fall Kill The Fall Kill is a creek in Dutchess County, New York, United States. The stream is approximately long, and joins the Hudson River in the city of Poughkeepsie. Course The creek begins in the towns of Hyde Park and Clinton, flows southward thro ...
. The eastbound route soon passes south of
Reservoir Square Park A reservoir (; from French ''réservoir'' ) is an enlarged lake behind a dam. Such a dam may be either artificial, built to store fresh water or it may be a natural formation. Reservoirs can be created in a number of ways, including contro ...
(with the westbound route passing it on the north) and both directions continue as arterial roads through Poughkeepsie. Just east of May Street, US 44 and NY 55 turn southeast along West Baker Street, crossing multiple residential streets, soon crossing into the Arlington district, located in the Town of Poughkeepsie. The routes cross past the junction with the southern end of NY 115 (Worrall Avenue). Several blocks eastward, the routes soon cross a junction with NY 376 (Raymond Avenue), which terminates just to the north at the westbound lanes. A couple blocks south of the junction on NY 376 is the main campus of
Vassar College Vassar College ( ) is a private liberal arts college in Poughkeepsie, New York, United States. Founded in 1861 by Matthew Vassar, it was the second degree-granting institution of higher education for women in the United States, closely follo ...
. Continuing east along Haight Avenue, US 44 and NY 55 soon meet up with the westbound lanes, which also marks the eastern terminus of the concurrency with US 44 as NY 55 forks to the southeast. NY 55, now a four-lane divided boulevard, runs southeast through the Arlington district, becoming known as Manchester Road. The Burnett Road intersection, just east of the split with US 44, has one of the few
jughandle A jughandle is a type of ramp or slip road that changes the way traffic turns left at an at-grade intersection (in a country where traffic drives on the right). Instead of a standard left turn being made from the left lane, left-turning traffic ...
s in New York. The route passes north of the Vassar Golf Course before turning east into the town of LaGrange. In the town of LaGrange, the route crosses through the hamlet of Manchester Bridge, where it passes under the
Dutchess Rail Trail The Dutchess Rail Trail is a rail trail that stretches from the former Hopewell Junction train depot, north to the Poughkeepsie entrance of the Walkway over the Hudson. It's a shared use rail trail open for pedestrians and bicyclers. The Dutc ...
and then over
Wappinger Creek Wappinger Creek is a U.S. Geological Survey. National Hydrography Dataset high-resolution flowline dataThe National Map, accessed October 3, 2011 creek which runs from Thompson Pond to the Hudson River at New Hamburg in Dutchess County, New York, ...
before it junctions with CR 46 (Overlook Road) and CR 49 (Old Manchester Road). The route soon thins out to a two-lane roadway, changing names to Freedom Plains Road as it bends to the southeast and soon east past the other terminus of CR 49 (Titusville Road). NY 55 continues winding eastward through LaGrange, beginning to become more rural, reaching a junction with the southern terminus of CR 47 (Freedom Road). East of CR 47, the route crosses into the hamlet of Freedom Plains, soon leaving the hamlet for an interchange with the
Taconic State Parkway The Taconic State Parkway (often called the Taconic or the TSP and known administratively as New York State Route 987G or NY 987G) is a parkway between Kensico Dam and Chatham, the longest in the U.S. state of New York. It follows ...
. The route soon crosses over Sprout Creek and becomes a two-lane commercial/rural road through LaGrange, reaching the hamlet of Billings, where it junctions with
NY 82 New York State Route 82 (NY 82) is a state highway in the eastern Hudson Valley of New York in the United States. It begins at an junction with NY 52 northeast of the village of Fishkill, bends eastward towards Millbrook, and then ...
. After Billings, NY 55 proceeds southeast through LaGrange, soon reaching the town line and crossing into the town of Union Vale. The route through Union Vale is short, marked mostly by an intersection with CR 21 (East Noxon Road / Bruzgul Road). After CR 21, NY 55 continues southeast through Union Vale, soon reaching the town line again and crossing into the town of Beekman. NY 55 continues southeast through Beekman, crossing through the rural sections of Dutchess County, soon reaching the hamlet of Poughquag. At Poughquag, NY 55 crosses a junction with CR 9 (Clove Valley Road). Through Poughquag, the route is mainly residential, soon bending southward then southeast along Whaley Lake Stream into a junction with the eastern terminus of
NY 216 New York State Route 216 (NY 216) is a short state highway located entirely in Dutchess County, New York, in the United States. At in length, it connects NY 52 and NY 55 between the hamlets of Stormville (within the town of ...
. Just east of that junction, NY 55 meets CR 32 and parallels the Whaley Lake Stream through the town of Beekman. Paralleling an old alignment of itself, NY 55 soon reaches a junction with the northern terminus of NY 292 as it enters the town of Pawling.


Pawling to the CT state line

Now in Pawling, NY 55 continues southeast on a parallel of the
Housatonic Railroad The Housatonic Railroad ( ) is a Class III railroad operating in southwestern New England and eastern New York. It was chartered in 1983 to operate a short section of ex-New York, New Haven and Hartford Railroad in northwestern Connecticut, an ...
and the Whaley Lake Stream, bypassing the hamlet of Woodinville. After making a gradual bend to the southeast and soon to the east, NY 55 becomes more residential as it approaches the village of Pawling. The route soon parallels CR 69, which is disconnected at NY 55. The route then crosses over the East Branch of the
Croton River The Croton River ( ) is a river in southern New York with three principal tributaries: the West Branch, Middle Branch, and East Branch. Their waters, all part of the New York City water supply system, join downstream from the Croton Falls Rese ...
and the Metro-North Railroad
Harlem Line The Metro-North Railroad Harlem Line, originally chartered as the New York and Harlem Railroad, is an commuter rail line running north from New York City to Wassaic, in eastern Dutchess County. The lower from Grand Central Terminal to Sou ...
, passing south of the Pawling station, which is connected via CR 69. A couple blocks east of the tracks, NY 55 enters a partial cloverleaf interchange with
NY 22 New York State Route 22 (NY 22) is a north–south state highway that parallels the eastern border of the U.S. state of New York, from the outskirts of New York City to the hamlet of Mooers (CDP), New York, Mooers in Clinton County, ...
. NY 22 and NY 55 become concurrent through the village of Pawling, passing the Dutcher Golf Course and bypassing the center of the village. Passing the Pawling High School at Reservoir Road, NY 22 and NY 55 leave the village of Pawling and continue north through the namesake town. Paralleling the tracks of the Harlem Line, NY 22 and NY 55 cross through the hamlet of Hurd Corners, junction with the western end of CR 68. Just north of CR 68, the routes cross the
Appalachian Trail The Appalachian Trail (also called the A.T.), is a hiking trail in the Eastern United States, extending almost between Springer Mountain in Georgia and Mount Katahdin in Maine, and passing through 14 states.Gailey, Chris (2006)"Appalachian Tr ...
at the site of the
Appalachian Trail station Appalachian Trail station is a commuter rail stop on the Metro-North Railroad's Harlem Line, serving campers and hikers destined for the Appalachian Trail, in Pawling (town), New York, Pawling, New York. It is the only rail station directly loca ...
. Continuing north through the town of Pawling, the routes parallel the tracks and the Swamp River before crossing into the town of
Dover Dover () is a town and major ferry port in Kent, South East England. It faces France across the Strait of Dover, the narrowest part of the English Channel at from Cap Gris Nez in France. It lies south-east of Canterbury and east of Maidstone ...
. Through Dover, NY 22 and NY 55 become a residential two-lane road, passing the Harlem Valley-Wingdale station and the Harlem Valley Golf Club. The routes soon reach the hamlet of Wingdale, where NY 22 forks to the north while NY 55 heads northeast past Thomas J. Boyce Park. Following an old alignment of NY 22, NY 55 soon turns east at a junction with CR 6 in the hamlet of Webatuck. Along the eastern stretch, NY 55 crosses through the dense woods of Webatuck and pass a junction with the southern terminus of CR 22 (Dogtail Corners Road). After CR 22, NY 55 turns to the southeast at Old Forge Road, passing Duell Hollow Brook and turning eastward after crossing the brook. Just after the junction with Hoyt Road, NY 55 makes a turn to the northeast and crosses the state line into
Connecticut Connecticut () is the southernmost state in the New England region of the Northeastern United States. It is bordered by Rhode Island to the east, Massachusetts to the north, New York to the west, and Long Island Sound to the south. Its cap ...
. The route continues east as CT 55, connecting to US 7 at
Gaylordsville, Connecticut Gaylordsville is a village in the northwest corner of the town of New Milford, Connecticut, New Milford, Litchfield County, Connecticut, Litchfield County, Connecticut, United States. It was listed as a census-designated place (CDP) prior to the 20 ...
.


History


Origins

The portion of modern NY 55 in
Ulster County Ulster County is a county in the U.S. state of New York. It is situated along the Hudson River. As of the 2020 census, the population was 181,851. The county seat is Kingston. The county is named after the Irish province of Ulster. History ...
from the intersection with CR 7 west of Gardiner to U.S. Route 9W (US 9W) follows the Farmers' Turnpike, which was built by the Farmer's Turnpike & Bridge Company, a private company established in March 1808. Its purpose was to allow the transport of agricultural products from the Gardiner area to docks on the
Hudson River The Hudson River is a river that flows from north to south primarily through eastern New York. It originates in the Adirondack Mountains of Upstate New York and flows southward through the Hudson Valley to the New York Harbor between N ...
at Milton. The route at that time followed the north end of Albany Post Road ( CR 9) over the
Shawangunk Kill The Shawangunk Kill is a U.S. Geological Survey. National Hydrography Dataset high-resolution flowline dataThe National Map accessed October 3, 2011 stream that flows northward through Orange, Sullivan and Ulster counties, New York, in the Unite ...
and then east along the kill's south bank to
ford Ford commonly refers to: * Ford Motor Company, an automobile manufacturer founded by Henry Ford * Ford (crossing), a shallow crossing on a river Ford may also refer to: Ford Motor Company * Henry Ford, founder of the Ford Motor Company * Ford F ...
the
Wallkill River The Wallkill River, a tributary of the Hudson, drains Lake Mohawk in Sparta, New Jersey, flowing from there generally northeasterly U.S. Geological Survey. National Hydrography Dataset high-resolution flowline dataThe National Map, accessed Oct ...
just south of the
confluence In geography, a confluence (also: ''conflux'') occurs where two or more flowing bodies of water join to form a single channel. A confluence can occur in several configurations: at the point where a tributary joins a larger river (main stem); o ...
. The turnpike company eventually went bankrupt. In the early 1910s, the state of New York improved the former turnpike to state highway standards at a cost of just over $172,868 (equivalent to $ in ). The section from the PlattekillLloyd town line north of Ardonia to what is now US 9W was added to the state highway system on September 9, 1911, as State Highway 350 (SH 350) while the portion from modern CR 7 to the west end of SH 350 was accepted into the state highway system on October 20, 1913, as SH 351. Both designations were assigned by the
New York State Legislature The New York State Legislature consists of the two houses that act as the state legislature of the U.S. state of New York: The New York State Senate and the New York State Assembly. The Constitution of New York does not designate an official ...
for inventory purposes and were
unsigned Unsigned can refer to: * An unsigned artist is a musical artist or group not attached or signed to a record label ** Unsigned Music Awards, ceremony noting achievements of unsigned artists ** Unsigned band web, online community * Similarly, the c ...
. In 1908, the legislature created a statewide system of unsigned
legislative route In the United States, a legislative route (LR) or legislative highway is a highway defined by laws passed in a state legislature. The numbering of such highways may or may not correspond to the numbers familiar to the public as part of the state, ...
s. No designation was assigned to most of the modern NY 55 corridor; however, the section of highway that NY 55 now shares with
NY 22 New York State Route 22 (NY 22) is a north–south state highway that parallels the eastern border of the U.S. state of New York, from the outskirts of New York City to the hamlet of Mooers (CDP), New York, Mooers in Clinton County, ...
from Pawling to Wingdale was designated as part of Route 1, a route extending from
New York City New York, often called New York City or NYC, is the List of United States cities by population, most populous city in the United States. With a 2020 population of 8,804,190 distributed over , New York City is also the L ...
to Albany. On March 1, 1921, the segment of NY 55 that
overlap Overlap may refer to: * In set theory, an overlap of elements shared between sets is called an intersection, as in a Venn diagram. * In music theory, overlap is a synonym for reinterpretation of a chord at the boundary of two musical phrases * O ...
s with
US 209 U.S. Route 209 (US 209) is a long U.S. Highway in the states of Pennsylvania and New York. Although the route is a spur of US 9, US 209 never intersects US 9, coming within five miles of the route and making the short ...
in Wawarsing was included in Route 40, a new route that generally followed the modern US 209 corridor between
Port Jervis Port Jervis is a city located at the confluence of the Neversink and Delaware rivers in western Orange County, New York, United States, north of the Delaware Water Gap. Its population was 8,775 at the 2020 census. The communities of Deerpark, ...
and Kingston.


Designation

When the first set of posted routes in New York were assigned in 1924, much of legislative Route 1—including from Pawling to Wingdale—was designated as part of NY 22. By 1926, all of legislative Route 40 was designated as NY 50 while a small portion of modern NY 55 between what is now
NY 216 New York State Route 216 (NY 216) is a short state highway located entirely in Dutchess County, New York, in the United States. At in length, it connects NY 52 and NY 55 between the hamlets of Stormville (within the town of ...
and NY 292 near Poughquag was signed as part of NY 39. NY 50 became part of US 6 in 1927. Over the next eight years, the highway went through several designations, becoming US 6N in 1928,
NY 279 New York State Route 279 (NY 279) is a north–south state highway in Orleans County, New York, in the United States. The southern terminus of the route is at an intersection with NY 98 north of the village of Albion in the town o ...
in 1933 and US 209 . NY 39 was reassigned to another highway in
western New York Western New York (WNY) is the westernmost region of the U.S. state of New York. The eastern boundary of the region is not consistently defined by state agencies or those who call themselves "Western New Yorkers". Almost all sources agree WNY in ...
in the 1930 renumbering of state highways in New York. At the same time, NY 55 was assigned to much of its current alignment between Barryville and Pawling, utilizing the old Farmers' Turnpike in eastern Ulster County and a series of previously unnumbered roads in Sullivan, western Ulster, and
Dutchess Dutchess County is a County (United States), county in the U.S. state of New York (state), New York. As of the 2020 United States census, 2020 census, the population was 295,911. The county seat is the city of Poughkeepsie, New York, Poughkeeps ...
counties. From Poughquag to West Pawling, NY 55 overlapped with
NY 52 New York State Route 52 (NY 52) is a state highway in the southeastern part of the state. It generally runs from west to east through five counties, beginning at the Pennsylvania state line in the Delaware River near Narrowsburg, cros ...
, which replaced NY 39 east of
East Fishkill East Fishkill is a Town (New York), town on the southern border of Dutchess County, New York, Dutchess County, New York (state), New York, United States. The population was 29,707 at the 2020 United States Census, 2020 census. The town was once the ...
. Initially, NY 55 continued east from Pawling to the
Connecticut Connecticut () is the southernmost state in the New England region of the Northeastern United States. It is bordered by Rhode Island to the east, Massachusetts to the north, New York to the west, and Long Island Sound to the south. Its cap ...
state line at
Sherman Sherman most commonly refers to: *Sherman (name), a surname and given name (and list of persons with the name) ** William Tecumseh Sherman (1820–1891), American Civil War General *M4 Sherman, a tank Sherman may also refer to: Places United St ...
via Quaker Hill and Kirby Hill roads. In the early 1930s, the modern routing of NY 55 between Wingdale and the Connecticut border was designated as NY 341. The alignments of NY 55 and NY 341 east of NY 22 were flipped , placing NY 55 on its current alignment and NY 341 on NY 55's old routing. NY 55 reached Wingdale by way of a overlap with NY 22. When NY 55 was first assigned, it was routed along the northern bank of
Rondout Creek Rondout Creek is a U.S. Geological Survey. National Hydrography Dataset high-resolution flowline dataThe National Map accessed October 3, 2011 tributary of the Hudson River in Ulster and Sullivan counties, New York, United States. It rises on Rock ...
between the
hamlet ''The Tragedy of Hamlet, Prince of Denmark'', often shortened to ''Hamlet'' (), is a tragedy written by William Shakespeare sometime between 1599 and 1601. It is Shakespeare's longest play, with 29,551 words. Set in Denmark, the play depicts ...
s of Grahamsville and Lackawack. In the mid-1940s, NY 55 was realigned to follow a new highway along the southern bank while its former routing to the north became NY 55A. Both changes were made in order to accommodate the
Rondout Reservoir Rondout Reservoir is part of New York City's water supply network. It is located 75 miles (120 km) northwest of the city in the Catskill Mountains, near the southern end of Catskill Park, split between the towns of Wawarsing in Ulster County ...
, which was created following the construction of the Merriman Dam.


Recent construction

The steel truss bridge located near the eastern side of the Roundout Reservoir and the junction with NY 55A was rehabilitated in 2010. The existing reinforced concrete deck was removed, shear studs were installed (there were no shear studs on the steel beams previously), and a new reinforced concrete deck was installed. The reinforced concrete piers were also repaired with concrete after sounding inspections. Care was taken not to introduce concrete debris into the Rondout Creek during concrete removal. The southern portion of NY 55 around the Rondout Reservoir was closed during this period.


Major intersections


NY 55A

NY 55A () is an alternate route of NY 55 along the north side of the
Rondout Reservoir Rondout Reservoir is part of New York City's water supply network. It is located 75 miles (120 km) northwest of the city in the Catskill Mountains, near the southern end of Catskill Park, split between the towns of Wawarsing in Ulster County ...
between Grahamsville and Napanoch. It was assigned in the mid-1940s.


See also

* *


References


External links

{{DEFAULTSORT:New York State Route 055 055 Transportation in Ulster County, New York Transportation in Dutchess County, New York Transportation in Sullivan County, New York