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. 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. 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 before reaching an interchange, where US 44 and NY 55 turn east and reach the on-ramps to the Mid-Hudson Bridge. Crossing through the toll barrier, bending southward as it reaches the bridge span, crossing over the CSX West Shore Railroad. At the mid-span of the Mid-Hudson Bridge, US 44 and NY 55 cross into Dutchess County and enter the city of Poughkeepsie. 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 before crossing over Kaal Rock Park into the city. Crossing over the Metro-North Railroad Hudson Line, the routes pass south of the Poughkeepsie station. 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, 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, Poughkeepsie Grand Hotel, and also passes over the Fall Kill. The eastbound route soon passes south of Reservoir Square Park (with the westbound route passing it