Route Description
US 44 begins at an intersection with US 209 and NY 55 west of the hamlet of Kerhonkson in the town of Wawarsing in Ulster County. NY 55, concurrent with US 209 southwest of this point, turns east onto US 44, forming an overlap as the two routes proceed eastward across Ulster County. Midway between Kerhonkson and Gardiner and just north of NY 299, US 44 and NY 55 traverse a hairpin turn made necessary by the surrounding Shawangunk Ridge.
Farther east, the road passes through the hamlets of Gardiner and Clintondale, and meets US 9W in the hamlet of Highland. Just inside of Gardiner, the highway passes through Minnewaska State Park, a large state park in the Hudson Valley. US 44 and NY 55 join US 9W for roughly a half-mile southward along the western bank of the Hudson River before separating at a trumpet interchange south of Highland. One mile east of US 9W, US 44 and NY 55 cross the Hudson on the Mid-Hudson Bridge.
On the opposite bank in Dutchess County, US 44 and NY 55 enter the city of Poughkeepsie. In the downtown area, US 44 and NY 55 connect with US 9 by way of an interchange before splitting into a pair of parallel one-way streets. At the eastern end of the parallel roadways in Arlington, just outside of Poughkeepsie, US 44 and NY 55 split upon meeting Main Street at an interchange. NY 55 continues southeast through the junction as Manchester Road; US 44, however, joins Main Street to the northeast along what becomes the Dutchess Turnpike. West of the interchange, state maintenance continues along Main Street for an additional 0.19 miles (0.31 km) to County Route 38 (CR 38, named Fairmont Avenue). This segment of Main Street is designated as NY 983W, an unsigned reference route. Past CR 38, Main Street becomes CR 114.
From Arlington, Route 44 bends first to the north, then after 1.5 miles northeast, through intermittently developed areas, woodlots, and farms to the next settlement along its route, Pleasant Valley. In its commercial center the road widens to include a center turn lane. After crossing Wappinger Creek, it returns to two lanes.
The road returns to a more easterly course for two miles, then straightens out as it climbs steadily past the Newcomb–Brown Estate. It crests just before the interchange with the Taconic State Parkway. A mile past it, at the state police Troop K barracks, NY 82 joins from the north and the two roads overlap.
This concurrency ends after another mile, when US 44 diverges along the route of the former NY 44A, going around the village of Millbrook past the Mary Flagler Cary Arboretum, home to the Institute of Ecosystem Studies. The highway returns to a more due-east orientation as it passes north of the village, then gradually curves to the northeast again as it passes through a heavily farmed area.
Route 44 gradually descends into the upper Harlem Valley, with a sharp hairpin turn providing a panoramic view to the south. A gradual descent takes it into downtown Amenia. At the center of town, the highway turns north and replaces NY 343 as NY 22's overlap.
A seven-mile (11 km) journey over increasingly rolling and open terrain takes the two highways into the town of North East and towards Millerton. Just south of the village, NY 199 reaches its eastern terminus. The road enters Millerton on South Elm Street, making a sharp turn north that necessitates a concrete barrier and lower speed limit just south of downtown.
At the traffic light just north of that bend, US 44 leaves NY 22 and turns right through Millerton's historic downtown. Maple Avenue on the south marks the former northern terminus of NY 361. After that junction, Route 44 leaves the village. It passes some strip development on the south, bends slightly to the north and crosses the Connecticut state line just past a car dealership on the south.
Read more about this topic: U.S. Route 44 In New York
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