As all of the signaling worth seeing is north of Poughkeepsie, I would take the Thurway to US 44 and cross the Hudson via the Mid-Hudson Bridge. Of course this would require a stop at the Walkway Over The Hudson and despite the rather meh weather, I managed to score a photo of an northbound train of autoracks on the former Conrail River Line hauled by a single CSX AC4400, #474.
The Hudson Valley Rail Trail, running over the old Bridge Line to Maybrook Yard, has parked an ex-PRR N5 caboose at the west end of the Hudson Walkway, despite the fact that the line was a major New Haven route.
North of the Amtrak/Metro North division post at CP-75 in Poughkeepsie, traditional New Yok Central / Conrail signaling is still in service with many classic signal bridges over what used to be a 4-track right of way. The Milepost 83 automatic signal is co-located with the Conrail, Staatsburg, New York defect detector and a grade crossing. Linespeed here is 95mph, but in the pre-PTC days it was not uncommon for engineers to get a little bit more with the fastest speed I observed on the detector readout being 103mph.
I was on hand for the appearance of a northbound Empire Service train led by Amtrak P32AC-DM #706.








































