Visit Sleepy Hollow

Where the Legend Lives

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Village of Sleepy Hollow

914-366-5100
https://www.sleepyhollowny.gov

Immortalized in Washington Irving’s famous tale, “The Legend of Sleepy Hollow”, the real Sleepy Hollow is now a modern village that is home to a diverse population of nearly 10,000 residents. It is located 25 miles north of New York City along the eastern shore of the Hudson River, in Westchester County.

Today

Kathryn W. Davis RiverWalk Center in Sleepy Hollow is decorated with sheaves of corn, pumpkins and chrysanthemums ahead of Oktoberfest celebration.

Oktoberfest

Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United States

Feast on German food and beer from local eateries and dance to live Bavarian music at Sleepy Hollow's annual Oktoberfest! Cider and hot chocolate is offered for the younger set, music and entertainment for all ages!

Free

Sleepy Hollow Street Fair tent by J & G Deli features baked goods.

Sleepy Hollow Street Fair

Beekman Avenue, Sleepy Hollow Beekman Avenue, Sleepy Hollow, NY, United States

The Sleepy Hollow Tarrytown Chamber of Commerce’s annual Sleepy Hollow Street Fair takes place this year on Saturday, October 14th, transforming Beekman Avenue into an outdoor market. October is the most exciting time to visit Sleepy Hollow. The weeks leading up to Halloween have something for everyone: haunted hayrides, Gothic mansions, blazing pumpkins, farmers markets, live music, 5K …

Free

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.