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Option 1: Ride the subway to Fordham Rd on the B/D, where if you have a Metrocard you can transfer for free from the subway to the Bee-Line #61 bus which runs to the suburb of Rye (and beyond). From Rye you can start hitching on the onramp to I-287.
Option 2: Ask the rides in EV Connect Charging Station petrol station / rest stop on I-287 highway next to Rte 119 & White Plains Rd bus stop. Ride the subway to Fordham Rd on the B/D, where if you have a Metrocard you can transfer for free from the subway to the Bee-Line #61 bus which runs to the suburb of Rye (and beyond). From Rye you can start hitching on the onramp to I-287. Ride the subway to Woodlawn in the northern Bronx, last stop on the 4 train, and hitch at the ramps just north of there where Jerome Ave joins I-87. You're still within New York City so hitchhiking is technically illegal but this far out enforcement seems lax. There's also a Dunkin' Donuts and a gas station nearby where you can ask around for rides up I-87 or the partially-parallel Taconic State Parkway.
→Heading North (I-87, toward Albany, upstate New York, and Montreal)
Advice: Don't get stuck in Albany. There is a fairly large service area (New Baltimore Travel Plaza) on the Thruway just before Albany, so getting off there is preferable (technically illegal to hitch on a rest area connected to the Thruway, but you can ask around).
=== Heading Northeast (I-95, toward [[New Haven]], [[Providence]], and [[Boston]]) ===