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 Kykuit Tours

Kykuit Tours

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

Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family. In 2022 the site will be open for guided tours Saturday-Sunday from May 21-October 2; …

$18 – $60
Event Series Glass Pumpkin Patch

Glass Pumpkin Patch

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

The village of Sleepy Hollow welcomes glass artist Gregory Tomb this season. Greg has partnered with the Make-A-Wish® Hudson Valley to create the inaugural Glass Pumpkin Patch Fundraiser of Sleepy Hollow, …

Free
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 Irving’s Legend at Sunnyside

Irving’s Legend at Sunnyside

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

Irving’s Legend returns reimagined this fall. Performed under the stars at Washington Irving’s Sunnyside, master storyteller Jonathan Kruk will cast a spell with dramatic performances of the classic tale. Live …

$30 – $70
Event Series Jazz Forum Club Performances

Sherma Andrews

Jazz Forum Club 1 Dixon Lane, Tarrytown, NY, United States

Sherma Andrews, a gifted singer songwriter, recording artist, arranger and pianist, is a force beyond your imagination. At the Bergen Performing Arts Center, Sherma opened for recording artists Michael McDonald …

$25 – $30

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.