Trail of Two Cities

The Trail of Two Cities is a Hudson River Valley Greenway Trail consisting of approximately twelve (12) miles and connects the City of Newburgh with the City of Beacon in Dutchess County via the Newburgh-Beacon Bridge. Primarily utilizing local streets, the trail loops through portions of the Historic District and allows access to a number of City Parks and known Historic Sites. The trail enters the Town of Newburgh via the Pedestrian sidewalk along the southern side of the bridge. View the Trail of Two Cities Trail Map (PDF).

The Route

This accesses Grand Street in the Town of Newburgh. Using Grand Street the Trail traverses in a southerly direction for approximately 0.31 miles, entering the City of Newburgh and Leroy Place. Turning right on Leroy Place the Trail makes an immediate left onto Liberty Street. The Trail follows Liberty Street in a southerly direction for approximately 0.09 miles and turns right onto Elmwood Place for approximately 0.17 miles. At the intersection with Powell Avenue the trail traverses a number of side streets for approximately 0.74 miles in a generally southwesterly direction; the Trail turns left onto Powell Avenue, then an immediate right onto Castle Avenue, left onto City Terrace North, then right onto Marne Avenue to the intersection with Carpenter Avenue. The Trail follows Carpenter Avenue in a Southerly direction, turns right onto Gidney Avenue, traversing a generally westerly direction to the intersection of N Robinson Avenue / US Route 9 West The Trail follows North Robinson Avenue for approximately 0.08 miles, and then enters Downing Park via Mayor Joann Shapiro Drive, traversing in a southeasterly direction for approximately 0.25 miles back to Carpenter Avenue. 

The Trail turns right onto Carpenter Avenue, then an immediate right onto Third Street, returning back to North Robinson Avenue after approximately 0.20 miles. The Trail continues on North Robinson Avenue for approximately 0.28 miles to the intersection with Broadway. At this point the Trail provided two (2) options; (1) continue in a southerly direction onto South Robinson Avenue for approximately 0.11 miles to the Delano-Hitch Recreational Park or (2) the Trail makes a left turn on to Broadway traversing in an easterly direction for approximately 0.55 miles to the intersection with Liberty Street. At the intersection of Liberty Street, two (2) options are available; (1) the Trail makes a right onto Liberty Street, completing an approximate 0.38 mile loop using Washington Street and South Johnston Street which intersects back to Broadway (2) the Trail makes a left onto Liberty Street, traversing in a northerly direction for approximately 0.81 miles an makes a right onto Broad street for 0ne (1) block. The Trail then changes direction to a southerly direction along Grand Street for approximately 0.66 miles and makes a left turn onto First Street for one (1) block. At this point the Trail offers excellent views to the Hudson River. 

Changing directions again, back to a northerly direction, the trail continues on Montgomery Street for approximately 0.80 miles to access the intersection of Leroy Place, North Water Street and North Montgomery Street. The Trail turns right onto North Water Street, traversing is a southerly direction for approximately 0.64 miles to the intersection of Fourth Street and Colden Street. The intersection provides two (2) options; (1) the Trail makes a left turn onto Fourth Street to access the Newburgh waterfront along the Hudson River and Unico Park (2) the trail makes a right onto Colden Street continuing is a generally southerly direction for approximately 0.36 miles, where it makes right hand turn onto Broadway for approximately 0.16 miles to Liberty Street. At the intersection of Liberty Street, it is the general end of the Trail and allowing multiple opportunities to traverse the Trail in the reverse direction.