The route does, however, pass through some of the region's more memorable scenery, particularly the Hudson Highlands in the form of Harriman and Bear Mountain state parks.

Two blocks from the bridge, the highways cross under the wide grassy strip that once carried the Erie Railroad's Main Line and pass the city's Metro-North station, the most remote from New York on the extensive commuter rail network.

US 6 continues to follow West Main past Port Jervis Middle School and Bon Secours Hospital,[4] veering south to cross under the railroad tracks and then over the Neversink River.

At a three-way junction with short County Route 15 (CR 15), US 6 reaches the Port Jervis city limit.

Another portion of traffic is bound for the U.S. Military Academy at West Point, per the signs on the thruway directing drivers to use eastbound US 6 for that purpose.

At the top lies Harriman State Park, where US 6 becomes the Long Mountain Parkway, a 7-mile (11 km) stretch with no development.

NY 293 leaves to the north to West Point's upper gates and the road widens briefly to include a middle turn lane.

After dropping past a lake and then rising again, the long-distance Long Path hiking trail crosses the road on its way to the feature that gives this section of the highway its name.

Pulloffs along this winding stretch allow drivers to take in sweeping views of that city, Haverstraw Bay, and Dunderberg Mountain across the river at the southern end of the Hudson Highlands.

At a traffic light south of the circle, the Bear Mountain State Parkway goes off to the east while the concurrency becomes the upper end of the Croton Expressway.

[3] Northeast of Peekskill, US 6 works its way north, through the hamlet of Mohegan Lake and Shrub Oak, where it becomes a four-lane expressway before meeting the Taconic State Parkway.

It continues east, just south of the county line, into Jefferson Valley and past Oceola Lake, where NY 6N, the lone spur of US 6 in New York, begins a northerly loop, and US 6 reverts back to a two-lane surface road.

The highway immediately turns toward the south again, curving around Middle Branch Reservoir at Tilly Foster to the west terminus of NY 312.

At this junction, signs for Southeast station on the Harlem Line of the Metro-North Railroad are a reminder that this is still commuter country.

[3] A long bend through countryside increasingly anticipating New England brings US 6 over the Metro-North Railroad tracks and to a right turn along them takes US 6 into Brewster.

[8] When the U.S. Numbered Highway System was created on November 11, 1926, there was a gap in US 6 between the New York–Pennsylvania border at Port Jervis and the Connecticut state line east of Brewster.

[2] In 1928, AASHO modified the definition of US 6, placing the route along a new alignment further south in the state in order to eliminate the gap in the designation.

[21][22] In the town of Yorktown, US 6 was originally routed along East Main Street in the areas around the hamlets of Shrub Oak and Jefferson Valley.

At some point between 1968 and 1973, the portion of US 6 between the Taconic State Parkway and Curry Street was moved onto a new two-lane roadway bypassing Jefferson Valley to the south.

[22][23] The segment between Strawberry Road and the parkway was moved onto a new expressway bypassing Shrub Oak to the north sometime in the late 1970s or early 1980s.

[citation needed] The New York State Department of Transportation started a year-long construction project in October 2019 in Brewster to rebuild the US 6 bridge over Metro-North Railroad's Harlem Line and to build a direct intersection with Michael Neuner Drive.