Westchester enjoys a great number of good trails. In southern Westchester, where I live, there’s a trail within a 10 minute drive of everywhere. There are 4 within that distance from me. They vary in distance, surface, and condition. For those in the City, several can be gotten to via mass transit, either by subway, as is the case for the Old Croton Aqueduct/Putnam Trail run, or on MetroNorth, which is true for the OCA Central, OCA North, and Rockies on the Hudson Line and the Leatherstocking Trail from the New Haven Line.
This site is about Southern Westchester (and the Rockies). There are other good places up north, but they’re outside my baliwick. Also, these are not “technical” trails. No special equipment, no rock-climbing skills, no water-wings. These are places where one can run as she does on the roads, just on the trails. (BIKES are not allowed on most of these trails. Indeed, only on the OCA. There are, however, some great bike trails, LISTED HERE. I don’t mention them here because runners have enough trails and we should leave places like Sprain Ridge and Graham Hills, both of which I’ve ridden on, to the bikers. If you do mountain-bike, check out WMBA.org)
There is a Westchester Trails Facebook page. It’s a place where people can post (i) trail conditions and (ii) events/meet-ups. Also, there is a Meet-Up group (New York Trail and Ultra Running) that posts runs in various of these trails (and others).
The Green on the map are trail entrances. The RED are comments.
This is a list of running trails and trail runs in southern Westchester. (They are listed to the left in the Navigation Bar.) I have not ventured to the northern parts of the County for running, and am limiting myself to trails on which I have run or about which others have provided me information. Also, if you see a downed tree across a path, call the appropriate Parks Dep’t. They rely on trail-users to bring these things to their attention. Westchester: 914-864-7000 (The County is very responsive; whenever I’ve called, the tree is gone the next time I’m in the park.) NYC is slower, but I have spoken to the VCP Administrator about it and he appreciates getting contacted by trail-users. The City number is 311 or 212-NEW YORK, but if it’s in Van Cortlandt (through which the OCA and Putnam Trail run in the Bronx) call 718-430-1890.