Event Series Home of the ‘Legend’

Home of the ‘Legend’

Sunnyside 3 W Sunnyside Lane, Irvington, NY, United States

At this family-friendly happening, visitors can tour Washington Irving’s house—decorated for the season—watch an original shadow puppet short film, and enjoy games on the lawn. A special exhibit highlights how …

Free – $12
Event Series Octagon House Classic Tour

Octagon House Classic Tour

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

The Armour-Stiner Octagon House, a registered National Historic Landmark, was created as a summer retreat by tea-importer Joseph Stiner. Its shape was based on the theories of Orson Squire Fowler, …

$29
Event Series Philipsburg Manor Tours

Philipsburg Manor Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

Journey to Colonial America! Wander along a woodland path and enter the year 1750, when Philipsburg Manor was a thriving milling and trading complex that was home to several hundred tenant …

$12 – $17
Event Series Union Church Tours

Union Church Tours

Union Church of Pocantico Hills 555 Bedford Road, Sleepy Hollow, NY, United States

The Union Church of Pocantico Hills is a repository of awe-inspiring art by Matisse & Chagall. Stained-glass windows by European masters, commissioned by the Rockefeller family, adorn this unassuming country …

$9
Event Series The Great Jack O’Lantern Blaze

The Great Jack O’Lantern Blaze

Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United States

The Great Jack O'Lantern Blaze is the Hudson Valley’s most electrifying fall happening! Meander through the 18th-century landscape of Van Cortlandt Manor and discover a breathtaking display of more than …

$24 – $99
Event Series The Legend Cirque

The Legend – Cirque Theatre Performance

East Parcel 60 Continental Street, Sleepy Hollow, NY, United States

Step back in time. It’s the 1800’s. Hear the clamoring metal horseshoes click across cobblestone roads in this dark Sleepy Hollow tale. The LEGEND is a simmering adaptation of Washington …

$30

Kathleen Edwards

Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

By 2014 Canadian singer-songwriter Kathleen Edwards had released four studio albums and amassed widespread critical acclaim. She had been touring since the release of her 2012 album, Voyageur, and the …

$28 – $38

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.