New York State Route 199
Encyclopedia
New York State Route 199 (NY 199) is a state highway
located in the Hudson Valley
of New York
in the United States. It extends for 30.91 miles (49.74 km) from an interchange with U.S. Route 9W (US 9W) and US 209 north of Kingston
to an intersection with US 44
and NY 22
southwest of Millerton
. In between, NY 199 crosses over the Hudson River
by way of the Kingston–Rhinecliff Bridge and passes through the communities of Red Hook
and Pine Plains
. NY 199 meets US 9 in Red Hook and the Taconic State Parkway
midway between Red Hook and Pine Plains.
The portion of NY 199 east of its junction with the Taconic State Parkway was originally part of the Ulster and Delaware Turnpike, a toll road linking Bainbridge
to Sailsbury, Connecticut. This segment of the turnpike was incorporated into New York State Route 41, a new route connecting Barrytown
to Millerton, in the mid-1920s. NY 41 was renumbered to NY 199 as part of the 1930 renumbering of state highways in New York.
When the Kingston–Rhinecliff Bridge opened in 1957, NY 199 was realigned to continue across the bridge to the town of Ulster. The former routing of NY 199 between Barrytown and NY 9G
along Barrytown Road remained state maintained until 1980, when ownership and maintenance of the highway was transferred to Dutchess County
. It is now designated as County Route 82 (CR 82).
with US 9W
in the town of Ulster
, situated just north of the city of Kingston and south of the hamlet of Lake Katrine
. US 209 ends here and becomes NY 199. The portion of US 209 near Kingston is a four-lane limited-access highway, and the first mile (1.6 km) of NY 199 serves as a continuation of the expressway. NY 199 has one interchange with NY 32
before narrowing to two lanes as it approaches the Hudson River
. The route crosses the river by way of the Kingston–Rhinecliff Bridge, a two-lane toll bridge linking the towns of Ulster and Rhinebeck
.
Now on the eastern bank of the river, NY 199 heads eastward for 1.5 miles (2.4 km) through forested areas to an intersection with NY 9G
near the Rhinebeck – Red Hook town line. NY 199 turns northward, overlapping NY 9G through southern Red Hook. The two routes separate east of the hamlet of Barrytown
. While NY 9G continues northward, NY 199 heads east through the village of Red Hook
and across the hills and fields of northern Dutchess County
. Along the way, NY 199 intersects US 9 in Red Hook and the Taconic State Parkway
in Milan
. Past the latter, it enters the hamlet of Pine Plains
, where it is joined by NY 82
from the south. Together, the two highways form the main street of Pine Plains before separating in a more wooded area just east of the community.
East of Pine Plains, the route passes through mostly wooded areas until it reaches the upper Harlem Creek valley. Here, NY 199 turns to the southeast and descends into the valley as it enters the town of North East
. The route ends 2.5 miles (4 km) to the southeast at an obliquely-angled junction with US 44
and NY 22
southwest of the village of Millerton
.
in the vicinity of the town of Jericho (now Bainbridge
) to the Connecticut
state line at Salisbury
. The portion of the Ulster and Delaware Turnpike east of the Hudson River
was also commonly known as the "Ulster and Salisbury Turnpike" or just the "Salisbury Turnpike". The turnpike crossed the Hudson River
from Kingston to Rhinecliff by way of the Kingston–Rhinecliff Ferry and used modern Rhinecliff Road and West Market Street to reach the village of Rhinebeck
. East of Rhinebeck, the turnpike passed through the hamlets of Eighmyville, Milan
, Lafayetteville, and Pine Plains
and the village of Millerton
on its way to the Connecticut border. The turnpike corporation operated through the late 19th century.
In the mid-1920s, the portion of the Ulster and Delaware Turnpike from Lafayetteville to modern NY 22
in North East
was designated as part of NY 41, a new route extending from Barrytown
, a riverside hamlet 6 miles (10 km) north of Rhinecliff, to North East by way of Red Hook
, Lafayetteville, and Pine Plains. The designation lasted for only half a decade as NY 41 was renumbered to NY 199 as part of the 1930 renumbering of state highways in New York.
along a corridor similar to that of then-NY 308
. Due to political and economic factors, the bridge site was moved 3 miles (5 km) upstream (northward). The partially completed bridge opened to traffic on February 2, 1957, as a realignment and extension of NY 199. The route left its original alignment east of Barrytown and followed NY 9G
southward to the eastern bridge approach in the town of Rhinebeck
. From there, NY 199 crossed the new bridge and ended at a junction with NY 32
just west of the Hudson River, then the western endpoint of the Kingston bridge approach. An extension of NY 199 west to US 9W
was completed in the late 1950s.
The original routing of NY 199 from the Hudson River at Barrytown to NY 9G remained state-maintained as a reference route for just over two decades. On April 1, 1980, ownership and maintenance of the highway, named Barrytown Road, was transferred from the state of New York
to Dutchess County
as part of a highway maintenance swap between the two levels of government. Barrytown Road is now designated as CR 82.
State highway
State highway, state road or state route can refer to one of three related concepts, two of them related to a state or provincial government in a country that is divided into states or provinces :#A...
located in the Hudson Valley
Hudson Valley
The Hudson Valley comprises the valley of the Hudson River and its adjacent communities in New York State, United States, from northern Westchester County northward to the cities of Albany and Troy.-History:...
of New York
New York
New York is a state in the Northeastern region of the United States. It is the nation's third most populous state. New York is bordered by New Jersey and Pennsylvania to the south, and by Connecticut, Massachusetts and Vermont to the east...
in the United States. It extends for 30.91 miles (49.74 km) from an interchange with U.S. Route 9W (US 9W) and US 209 north of Kingston
Kingston, New York
Kingston is a city in and the county seat of Ulster County, New York, USA. It is north of New York City and south of Albany. It became New York's first capital in 1777, and was burned by the British Oct. 16, 1777, after the Battles of Saratoga...
to an intersection with US 44
U.S. Route 44 in New York
U.S. Route 44 in the state of New York is a major east–west thoroughfare in the Hudson Valley region of the state. Its entire length is maintained by the New York State Department of Transportation, with the exception of the Mid-Hudson Bridge, which is maintained by the New York State Bridge...
and NY 22
New York State Route 22
New York State Route 22 is a north–south state highway in eastern New York in the United States. It runs parallel to the state's eastern edge from the outskirts of New York City to a short distance south of the Canadian border. At , it is the state's longest north–south route and...
southwest of Millerton
Millerton, New York
Millerton is a village in Dutchess County, New York, United States. The population was 925 at the 2000 census. It is part of the Poughkeepsie–Newburgh–Middletown, NY Metropolitan Statistical Area as well as the larger New York–Newark–Bridgeport, NY-NJ-CT-PA Combined...
. In between, NY 199 crosses over the Hudson River
Hudson River
The Hudson is a river that flows from north to south through eastern New York. The highest official source is at Lake Tear of the Clouds, on the slopes of Mount Marcy in the Adirondack Mountains. The river itself officially begins in Henderson Lake in Newcomb, New York...
by way of the Kingston–Rhinecliff Bridge and passes through the communities of Red Hook
Red Hook (village), New York
Red Hook is a village in Dutchess County, New York, USA. The population was 1,961 at the 2010 census. It is part of the Poughkeepsie–Newburgh–Middletown, NY Metropolitan Statistical Area as well as the larger New York–Newark–Bridgeport, NY-NJ-CT-PA Combined Statistical Area...
and Pine Plains
Pine Plains (CDP), New York
Pine Plains is a hamlet in Dutchess County, New York, USA. The population was 1,412 at the 2000 census. It is part of the Poughkeepsie–Newburgh–Middletown, NY Metropolitan Statistical Area as well as the larger New York–Newark–Bridgeport, NY-NJ-CT-PA Combined Statistical...
. NY 199 meets US 9 in Red Hook and the Taconic State Parkway
Taconic State Parkway
The Taconic State Parkway , is a divided highway between Kensico Dam and Chatham, the longest parkway in the U.S. state of New York. It follows a generally northward route midway between the Hudson River and the Connecticut and Massachusetts state lines...
midway between Red Hook and Pine Plains.
The portion of NY 199 east of its junction with the Taconic State Parkway was originally part of the Ulster and Delaware Turnpike, a toll road linking Bainbridge
Bainbridge (town), New York
Bainbridge is a town in Chenango County, New York, United States. The population was 3,401 at the 2000 census.The Town of Bainbridge has a village of Bainbridge located within it...
to Sailsbury, Connecticut. This segment of the turnpike was incorporated into New York State Route 41, a new route connecting Barrytown
Barrytown, New York
Barrytown is a hamlet within the town of Red Hook in Dutchess County, New York, United States. It is within the Hudson River Historic District, a National Historic Landmark, and comprises four of the Hudson River Valley estates: Edgewater, Messina, Rokeby, and Sylvania...
to Millerton, in the mid-1920s. NY 41 was renumbered to NY 199 as part of the 1930 renumbering of state highways in New York.
When the Kingston–Rhinecliff Bridge opened in 1957, NY 199 was realigned to continue across the bridge to the town of Ulster. The former routing of NY 199 between Barrytown and NY 9G
New York State Route 9G
New York State Route 9G is a state highway in the Hudson Valley of New York in the United States. It runs north from U.S. Route 9 at Poughkeepsie, starting out as Violet Avenue, then follows the Hudson River mostly along the eastern side of the US 9 to Rhinebeck, where the two...
along Barrytown Road remained state maintained until 1980, when ownership and maintenance of the highway was transferred to Dutchess County
Dutchess County, New York
Dutchess County is a county located in the U.S. state of New York, in the state's Mid-Hudson Region of the Hudson Valley. The 2010 census lists the population as 297,488...
. It is now designated as County Route 82 (CR 82).
Route description
NY 199's western terminus is at a cloverleaf interchangeCloverleaf interchange
A cloverleaf interchange is a two-level interchange in which left turns, reverse direction in left-driving regions, are handled by ramp roads...
with US 9W
U.S. Route 9W
U.S. Route 9W is a north–south U.S. Highway in the states of New Jersey and New York. It begins on Fletcher Avenue in Fort Lee, New Jersey as it crosses the US 1 & 9, US 46, and the Interstate 95 approaches to the George Washington Bridge, where it heads north up the west...
in the town of Ulster
Ulster, New York
Ulster is a town in Ulster County, New York, United States. The population was 12,544 at the 2000 census.The Town of Ulster is in the northeast part of the county. The town is directly north of the City of Kingston. Ulster borders the Catskill Park....
, situated just north of the city of Kingston and south of the hamlet of Lake Katrine
Lake Katrine, New York
Lake Katrine is a hamlet Lake Katrine is a hamlet Lake Katrine is a hamlet (and census-designated place (CDP) in Ulster County, New York, United States. The population was 2,396 at the 2000 census....
. US 209 ends here and becomes NY 199. The portion of US 209 near Kingston is a four-lane limited-access highway, and the first mile (1.6 km) of NY 199 serves as a continuation of the expressway. NY 199 has one interchange with NY 32
New York State Route 32
New York State Route 32 is a north–south state highway that extends for through the Hudson Valley and Capital District regions of the U.S. state of New York. It is a two-lane surface road for nearly its entire length, with few divided and no limited-access sections. From Harriman to Albany,...
before narrowing to two lanes as it approaches the Hudson River
Hudson River
The Hudson is a river that flows from north to south through eastern New York. The highest official source is at Lake Tear of the Clouds, on the slopes of Mount Marcy in the Adirondack Mountains. The river itself officially begins in Henderson Lake in Newcomb, New York...
. The route crosses the river by way of the Kingston–Rhinecliff Bridge, a two-lane toll bridge linking the towns of Ulster and Rhinebeck
Rhinebeck (town), New York
Rhinebeck is a town in Dutchess County, New York, United States. The population was 7,548 at the 2010 census.The Town of Rhinebeck in the northwest part of Dutchess County in the Hudson Valley. Rhinebeck is also the name of a village in the town. US Route 9 passes through the town...
.
Now on the eastern bank of the river, NY 199 heads eastward for 1.5 miles (2.4 km) through forested areas to an intersection with NY 9G
New York State Route 9G
New York State Route 9G is a state highway in the Hudson Valley of New York in the United States. It runs north from U.S. Route 9 at Poughkeepsie, starting out as Violet Avenue, then follows the Hudson River mostly along the eastern side of the US 9 to Rhinebeck, where the two...
near the Rhinebeck – Red Hook town line. NY 199 turns northward, overlapping NY 9G through southern Red Hook. The two routes separate east of the hamlet of Barrytown
Barrytown, New York
Barrytown is a hamlet within the town of Red Hook in Dutchess County, New York, United States. It is within the Hudson River Historic District, a National Historic Landmark, and comprises four of the Hudson River Valley estates: Edgewater, Messina, Rokeby, and Sylvania...
. While NY 9G continues northward, NY 199 heads east through the village of Red Hook
Red Hook (village), New York
Red Hook is a village in Dutchess County, New York, USA. The population was 1,961 at the 2010 census. It is part of the Poughkeepsie–Newburgh–Middletown, NY Metropolitan Statistical Area as well as the larger New York–Newark–Bridgeport, NY-NJ-CT-PA Combined Statistical Area...
and across the hills and fields of northern Dutchess County
Dutchess County, New York
Dutchess County is a county located in the U.S. state of New York, in the state's Mid-Hudson Region of the Hudson Valley. The 2010 census lists the population as 297,488...
. Along the way, NY 199 intersects US 9 in Red Hook and the Taconic State Parkway
Taconic State Parkway
The Taconic State Parkway , is a divided highway between Kensico Dam and Chatham, the longest parkway in the U.S. state of New York. It follows a generally northward route midway between the Hudson River and the Connecticut and Massachusetts state lines...
in Milan
Milan, New York
Milan is a town in Dutchess County, New York, United States. The Town of Milan is in the northern part of the county.-History:The area that comprises Milan today was the western part of the Little Nine Partners Patent of 1706. Milan was largely a farming and mill town and remains a very rural...
. Past the latter, it enters the hamlet of Pine Plains
Pine Plains (CDP), New York
Pine Plains is a hamlet in Dutchess County, New York, USA. The population was 1,412 at the 2000 census. It is part of the Poughkeepsie–Newburgh–Middletown, NY Metropolitan Statistical Area as well as the larger New York–Newark–Bridgeport, NY-NJ-CT-PA Combined Statistical...
, where it is joined by NY 82
New York State Route 82
New York State Route 82 is a state highway in the eastern Hudson Valley of New York, United States. It begins at an intersection with NY 52 northeast of the village of Fishkill, bends eastward towards Millbrook, and then returns westward to end at a junction with U.S. Route 9,...
from the south. Together, the two highways form the main street of Pine Plains before separating in a more wooded area just east of the community.
East of Pine Plains, the route passes through mostly wooded areas until it reaches the upper Harlem Creek valley. Here, NY 199 turns to the southeast and descends into the valley as it enters the town of North East
North East, New York
North East is a town in Dutchess County, New York, United States. The population was 3,002 at the 2000 census.The Town of North East is in the northeastern part of the county...
. The route ends 2.5 miles (4 km) to the southeast at an obliquely-angled junction with US 44
U.S. Route 44 in New York
U.S. Route 44 in the state of New York is a major east–west thoroughfare in the Hudson Valley region of the state. Its entire length is maintained by the New York State Department of Transportation, with the exception of the Mid-Hudson Bridge, which is maintained by the New York State Bridge...
and NY 22
New York State Route 22
New York State Route 22 is a north–south state highway in eastern New York in the United States. It runs parallel to the state's eastern edge from the outskirts of New York City to a short distance south of the Canadian border. At , it is the state's longest north–south route and...
southwest of the village of Millerton
Millerton, New York
Millerton is a village in Dutchess County, New York, United States. The population was 925 at the 2000 census. It is part of the Poughkeepsie–Newburgh–Middletown, NY Metropolitan Statistical Area as well as the larger New York–Newark–Bridgeport, NY-NJ-CT-PA Combined...
.
Origins and designation
On April 2, 1802, the New York State Legislature created a turnpike corporation for the purpose of building a road—the Ulster and Delaware Turnpike—from the Susquehanna RiverSusquehanna River
The Susquehanna River is a river located in the northeastern United States. At long, it is the longest river on the American east coast that drains into the Atlantic Ocean, and with its watershed it is the 16th largest river in the United States, and the longest river in the continental United...
in the vicinity of the town of Jericho (now Bainbridge
Bainbridge (town), New York
Bainbridge is a town in Chenango County, New York, United States. The population was 3,401 at the 2000 census.The Town of Bainbridge has a village of Bainbridge located within it...
) to the Connecticut
Connecticut
Connecticut is a state in the New England region of the northeastern United States. It is bordered by Rhode Island to the east, Massachusetts to the north, and the state of New York to the west and the south .Connecticut is named for the Connecticut River, the major U.S. river that approximately...
state line at Salisbury
Salisbury, Connecticut
Salisbury is a town in Litchfield County, Connecticut, United States. The town is the northwest-most in the State of Connecticut. The MA-NY-CT Tri-State Marker is located just on the border of Salisbury...
. The portion of the Ulster and Delaware Turnpike east of the Hudson River
Hudson River
The Hudson is a river that flows from north to south through eastern New York. The highest official source is at Lake Tear of the Clouds, on the slopes of Mount Marcy in the Adirondack Mountains. The river itself officially begins in Henderson Lake in Newcomb, New York...
was also commonly known as the "Ulster and Salisbury Turnpike" or just the "Salisbury Turnpike". The turnpike crossed the Hudson River
Hudson River
The Hudson is a river that flows from north to south through eastern New York. The highest official source is at Lake Tear of the Clouds, on the slopes of Mount Marcy in the Adirondack Mountains. The river itself officially begins in Henderson Lake in Newcomb, New York...
from Kingston to Rhinecliff by way of the Kingston–Rhinecliff Ferry and used modern Rhinecliff Road and West Market Street to reach the village of Rhinebeck
Rhinebeck (village), New York
Rhinebeck is a village located in the Town of Rhinebeck in Dutchess County, New York, USA. The population was 2,657 at the 2010 census. It is part of the Poughkeepsie–Newburgh–Middletown, NY Metropolitan Statistical Area as well as the larger New York–Newark–Bridgeport,...
. East of Rhinebeck, the turnpike passed through the hamlets of Eighmyville, Milan
Milan, New York
Milan is a town in Dutchess County, New York, United States. The Town of Milan is in the northern part of the county.-History:The area that comprises Milan today was the western part of the Little Nine Partners Patent of 1706. Milan was largely a farming and mill town and remains a very rural...
, Lafayetteville, and Pine Plains
Pine Plains (CDP), New York
Pine Plains is a hamlet in Dutchess County, New York, USA. The population was 1,412 at the 2000 census. It is part of the Poughkeepsie–Newburgh–Middletown, NY Metropolitan Statistical Area as well as the larger New York–Newark–Bridgeport, NY-NJ-CT-PA Combined Statistical...
and the village of Millerton
Millerton, New York
Millerton is a village in Dutchess County, New York, United States. The population was 925 at the 2000 census. It is part of the Poughkeepsie–Newburgh–Middletown, NY Metropolitan Statistical Area as well as the larger New York–Newark–Bridgeport, NY-NJ-CT-PA Combined...
on its way to the Connecticut border. The turnpike corporation operated through the late 19th century.
In the mid-1920s, the portion of the Ulster and Delaware Turnpike from Lafayetteville to modern NY 22
New York State Route 22
New York State Route 22 is a north–south state highway in eastern New York in the United States. It runs parallel to the state's eastern edge from the outskirts of New York City to a short distance south of the Canadian border. At , it is the state's longest north–south route and...
in North East
North East, New York
North East is a town in Dutchess County, New York, United States. The population was 3,002 at the 2000 census.The Town of North East is in the northeastern part of the county...
was designated as part of NY 41, a new route extending from Barrytown
Barrytown, New York
Barrytown is a hamlet within the town of Red Hook in Dutchess County, New York, United States. It is within the Hudson River Historic District, a National Historic Landmark, and comprises four of the Hudson River Valley estates: Edgewater, Messina, Rokeby, and Sylvania...
, a riverside hamlet 6 miles (10 km) north of Rhinecliff, to North East by way of Red Hook
Red Hook (village), New York
Red Hook is a village in Dutchess County, New York, USA. The population was 1,961 at the 2010 census. It is part of the Poughkeepsie–Newburgh–Middletown, NY Metropolitan Statistical Area as well as the larger New York–Newark–Bridgeport, NY-NJ-CT-PA Combined Statistical Area...
, Lafayetteville, and Pine Plains. The designation lasted for only half a decade as NY 41 was renumbered to NY 199 as part of the 1930 renumbering of state highways in New York.
Kingston–Rhinecliff Bridge
Initial plans for the Kingston–Rhinecliff Bridge, a structure that replaced the ferry between the two locations, called for the bridge to span the Hudson River between downtown Kingston (at Kingston Point) and the village of RhinebeckRhinebeck (village), New York
Rhinebeck is a village located in the Town of Rhinebeck in Dutchess County, New York, USA. The population was 2,657 at the 2010 census. It is part of the Poughkeepsie–Newburgh–Middletown, NY Metropolitan Statistical Area as well as the larger New York–Newark–Bridgeport,...
along a corridor similar to that of then-NY 308
New York State Route 308
New York State Route 308 is a short state highway, in length, located entirely in northern Dutchess County, in the U.S. state of New York. It is a major collector road through mostly rural areas that serves primarily as a shortcut for traffic from the two main north–south routes in the area,...
. Due to political and economic factors, the bridge site was moved 3 miles (5 km) upstream (northward). The partially completed bridge opened to traffic on February 2, 1957, as a realignment and extension of NY 199. The route left its original alignment east of Barrytown and followed NY 9G
New York State Route 9G
New York State Route 9G is a state highway in the Hudson Valley of New York in the United States. It runs north from U.S. Route 9 at Poughkeepsie, starting out as Violet Avenue, then follows the Hudson River mostly along the eastern side of the US 9 to Rhinebeck, where the two...
southward to the eastern bridge approach in the town of Rhinebeck
Rhinebeck (town), New York
Rhinebeck is a town in Dutchess County, New York, United States. The population was 7,548 at the 2010 census.The Town of Rhinebeck in the northwest part of Dutchess County in the Hudson Valley. Rhinebeck is also the name of a village in the town. US Route 9 passes through the town...
. From there, NY 199 crossed the new bridge and ended at a junction with NY 32
New York State Route 32
New York State Route 32 is a north–south state highway that extends for through the Hudson Valley and Capital District regions of the U.S. state of New York. It is a two-lane surface road for nearly its entire length, with few divided and no limited-access sections. From Harriman to Albany,...
just west of the Hudson River, then the western endpoint of the Kingston bridge approach. An extension of NY 199 west to US 9W
U.S. Route 9W
U.S. Route 9W is a north–south U.S. Highway in the states of New Jersey and New York. It begins on Fletcher Avenue in Fort Lee, New Jersey as it crosses the US 1 & 9, US 46, and the Interstate 95 approaches to the George Washington Bridge, where it heads north up the west...
was completed in the late 1950s.
The original routing of NY 199 from the Hudson River at Barrytown to NY 9G remained state-maintained as a reference route for just over two decades. On April 1, 1980, ownership and maintenance of the highway, named Barrytown Road, was transferred from the state of New York
New York
New York is a state in the Northeastern region of the United States. It is the nation's third most populous state. New York is bordered by New Jersey and Pennsylvania to the south, and by Connecticut, Massachusetts and Vermont to the east...
to Dutchess County
Dutchess County, New York
Dutchess County is a county located in the U.S. state of New York, in the state's Mid-Hudson Region of the Hudson Valley. The 2010 census lists the population as 297,488...
as part of a highway maintenance swap between the two levels of government. Barrytown Road is now designated as CR 82.