Main Street, Vineyard Avenue, Milton Avenue, Mid-Hudson Bridge, Church Street, Baker Street, Haight Avenue, Columbus Drive, Mill Street, Maple Street, Dutchess Turnpike, Sharon Turnpike, West Main Street, North Street, South Elm Avenue
Eastbound Views
Welcome to Dutchess County and to Poughkeepsie! On the other side of the bridge, there is an interchange with US 9.
Photos taken April 2017.
In Poughkeepsie, US 44/NY 55 is routed along a pair of parallel one-way streets. Eastbound traffic follows Church Street, which eventually changes names to become Baker Street, while westbound traffic follows Mill Street.
Photos taken April 2017.
There is a traffic light at Worrall Avenue (NY 115).
Photo taken April 2017.
Baker Street continues east to the city line.
Photo taken April 2017.
Welcome to the Town of Poughkeepsie!
Photo taken April 2017.
There is a traffic light at Raymond Avenue (NY 376).
Photos taken April 2017.
The one-way pair ends, and the two routes split. Bear left to stay on US 44, which is known as Dutchess Turnpike beyond the splits. Bear right for Freedom Plains Road (NY 55).
Photos taken April 2017.
Dutchess Turnpike runs northeast as a four-lane divided highway for a short distance.
Photos taken September 2022.
Dutchess Turnpike narrows to two lanes as the median ends.
Photos taken September 2022.
Degarmo Road (CR 43) begins on the right at a traffic light.
Photos taken September 2022.
US 44 runs northeast to Pleasant Valley as a two-lane undivided road.
Photos taken September 2022.
Welcome to Pleasant Valley! West Road (CR 71) begins on the left at a traffic light.
Photos taken September 2022.
North Avenue (CR 72) begins on the left at a traffic light.
Photos taken September 2022.
South Avenue (CR 47) begins on the right at a traffic light.
Photos taken September 2022.
US 44 continues northeast as a two-lane undivided road.
Photos taken September 2022.
US 44 widens to four lanes. There is an interchange with the Taconic Parkway.
Photos taken September 2022.
US 44 narrows back down to two lanes.
Photos taken September 2022.
Skipping east to Millerton, US 44 splits off from NY 22 to become Main Street.
Photo taken August 2016.
There is a traffic light at CR 62. Turn left onto North Maple Avenue to go north or right onto South Maple Avenue to go south.
Photos taken August 2016.
Main Street continues east through Millerton to the border with Connecticut, where it becomes Millerton Road.
Photos taken August 2016.