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Tarrytown Street Fair

June 5 @ 10:00 am - 4:00 pm

Headless horseman buttons and coasters displayed for sale at the annual Sleepy Hollow Street Fair.

The Sleepy Hollow Tarrytown Chamber of Commerce’s annual Tarrytown Street Fair takes place this year on Sunday, June 5th. Main Street transforms into an outdoor market with food, music, local retailers, arts & crafts, souvenirs and more!

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



Main Street, Tarrytown
Main Street
Tarrytown, NY 10591 United States
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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.