Where the Legend Lives
A historical walking tour that explores the many layers of our community.
This two-hour tour will introduce you to the unique history of Tarrytown and Sleepy Hollow and to some of the most intriguing people who have ever lived here. The guides will lead you through the many sections of our historic Hudson River villages and regale you with enticing tales of local lore. Starting from Patriots Park, you will journey into the heart of Tarrytown, walking past historic sites and buildings while the guide shares stories of the individuals who made these places their home. The tales include historical accounts of real people and events, as well as a few unexplained incidents from the area’s legendary past. Each of our past residents has left their mark on the community, and a few of them may still linger nearby!
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.