Sleepy Hollow Music Festival

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

The Headless Horseman rides again, but this time he’s heading for the main stage at Sleepy Hollow’s Kingsland Point Park, with its breathtaking view of the Hudson River, for the …

$65 – $75

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 a huge outdoor market. Nearly 100 vendors …

Free

There’s something for everyone in Sleepy Hollow Country—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 10K run, Halloween parade, and of course, the Headless Horseman! For the latest on Fall events, visit our guide to Halloween in Sleepy Hollow.