Westchester · Rivertowns
Sleepy Hollow
Kykuit, the Old Dutch Church, and an October calendar that doubles attendance across the Rivertowns.
Sleepy Hollow peaks hard every October, Philipsburg Manor's Great Jack O'Lantern Blaze and Horseman's Hollow pull regional crowds, and the Old Dutch Church and burying ground carry the year-round Washington Irving gravity. The rest of the calendar runs quieter, Kykuit tours, the Rockefeller State Park Preserve trail network, and a handful of main street rooms. Licensed retail serves Sleepy Hollow and Tarrytown alike; buy licensed and keep purchases sealed. New York state law prohibits cannabis consumption on state-owned land and in public spaces, and that covers the preserve, the historic sites and the Blaze grounds.
Dispensaries in Sleepy Hollow
Upcoming in Sleepy Hollow
October 25, 2026
Walk for Wishes — Sleepy Hollow Family Fall Festival
Village of Sleepy Hollow
November 10, 2026
The Headless Horseman Files: An Immersive Sleepy Hollow Whodunit
Philipsburg Manor
November 10, 2026
Irving's 'Legend'
Philipsburg Manor (varies)
November 15, 2026
Kykuit — Rockefeller Estate Tours
Kykuit, tours depart from Philipsburg Manor Visitor Center
December 4, 2026 · Free
Sleepy Hollow Holiday Tree Lighting
Beekman Avenue














