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 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, …

Free

Postponed 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 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, …

Free

Canceled Sleepy Hollow Cultural Festival

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

Photo by Margaret Fox. A celebration of the many cultures represented in Sleepy Hollow including performances of traditional dances, live music, food and craft vendors, and a community arts exhibition. There are also children's activities including clowns, magicians, bouncy castle, painting, and much more! Musica en vivo gratis, espectáculos de danza, exhibición de arte comunitario. …

Free

Event Series Sleepy Hollow Block Party

Sleepy Hollow Block Party

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

Live music, food trucks, entertainment for the whole family! Dance the night away at the annual Sleepy Hollow Block Party before or after the Sleepy Hollow Haunted Hayride! Beekman Avenue from Washington Street to Broadway is closed to traffic both nights of the hayride. There's lots to do before your wagon departs!

Free
Event Series Sleepy Hollow Block Party

Sleepy Hollow Block Party

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

Live music, food trucks, entertainment for the whole family! Dance the night away at the annual Sleepy Hollow Block Party before or after the Sleepy Hollow Haunted Hayride! Beekman Avenue from Washington Street to Broadway is closed to traffic both nights of the hayride. There's lots to do before your wagon departs!

Free

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 8th, 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 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.