[3] Continuing east along the Port Jervis Line tracks, NY 211, enters the center of the village near Highland Avenue.

Continuing southeast through the town of Mount Hope, the route parallels the railroad tracks past the Shawaganunk Kill.

In Baileyville, the route crosses over the Little Shawaganunk Kill and a junction with the northern terminus of CR 60 (Tally Ho Road).

Passing Monhagen Lake, NY 211 crosses southeast into the hamlet of Pilgrim Corners, where it junctions with CR 78 and soon enters the city of Middletown.

[3] Bending eastward near Silver Lake, the route gains a center median dividing the two directions before expanding to six lanes.

[3] Continuing east, the route reduces to two lanes through Wallkill, crossing into the hamlet of Michigan Corners, where it begins to parallel I-84 and the Port Jervis Line.

The route passes a back entrance to a rest area on I-84 at Bull Road, paralleling the Mannayunk Kill into the town of Montgomery.

NY 211 turns northeast and crosses the Wallkill River and passes south of the runway for the Orange County Airport, which is accessible at Dunn Road.

[7] The westernmost portion, according to a historical marker in Cuddebackville, follows the old Mount Hope and Lumberland Turnpike, built during the War of 1812.