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 a huge outdoor market. Nearly 100 vendors draw thousands of visitors!

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 run (costumes welcome!), Halloween parade, and of course, the Headless Horseman! If your visit includes the second weekend of October, be sure to stop by the Sleepy Hollow Street Fair where you will find food, music, local retailers, arts & crafts, plus Halloween and Holiday items!

Explore more local shopping at Tarrytown’s and Sleepy Hollow’s galleries, gift shops and antique stores.