Although small in size, the villages of Tarrytown and Sleepy Hollow have been home to larger than life personalities and events that shaped American history. On this two-hour walking tour, you will visit the Captors’ Monument and learn about the three local militiamen who captured British spy Major John André, triggering the discovery of Benedict Arnold’s treason. You will hear about the men and women of the Philipse family, some of the largest landholders in colonial New York, who lost everything by backing the wrong side in the American Revolution. You will ponder a murder mystery immortalized by one of America’s most famous authors that still intrigues investigators today. Heroes and happenstance, traitors and treason – all awaiting your discovery in one history-packed square mile.
There's something for everyone in the real Sleepy Hollow—farmers markets, live music, street fairs, historic homes, hiking trails, kayaking and boating on the Hudson River. Halloween season brings even more for the whole family—haunted hayrides, blazing pumpkins, costumed 5K run, Halloween parade, and of course, the Headless Horseman! For the latest on Fall events, visit our guide to Halloween in Sleepy Hollow.