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, distinct enough to feel like a real escape. Headless Horseman territory — the Old Dutch Church and Cemetery, Philipsburg Manor, and the October-peak Westchester weekend. This page covers how to get there from Manhattan or Brooklyn (Metro-North + Amtrak + I-87 + the Bear Mountain Bridge), where to stay, the dispensaries you'll actually want to visit, and a tight one-day or two-day itinerary. New York state law prohibits cannabis consumption on state-owned land and in public spaces; plan accordingly. Adults 21+.