Sleepy Hollow · From NYC

Sleepy Hollow from New York City

Westchester County

Sleepy Hollow is one of the canonical NYC weekender destinations, close enough for a day trip and distinct enough to feel like an escape. Headless Horseman territory — the Old Dutch Church and Cemetery, Philipsburg Manor, and the October-peak Westchester weekend. Below: how to get there from Manhattan or Brooklyn (Metro-North, Amtrak, I-87, the Bear Mountain Bridge), where to stay, the licensed dispensaries worth a stop, and a tight one-day or two-day itinerary. New York state law prohibits cannabis consumption on state-owned land and in public spaces. Adults 21+.