Recurring Event Sunnyside Tours

Sunnyside Tours

Sunnyside 3 W Sunnyside Lane, Irvington

A charming, romantic Hudson River landscape. America’s “Founding Father of Literature” created a romantic, picturesque estate nestled along the Hudson riverbank. The enchanted landscape of Washington Irving’s much-loved Sunnyside has …

$12 – $17
Recurring Event Octagon House Classic Tour

Octagon House Classic Tour

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington

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
Recurring Event Philipsburg Manor Tours

Philipsburg Manor Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow

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
Recurring Event Union Church Tours

Union Church Tours

Union Church of Pocantico Hills 555 Bedford Road, Sleepy Hollow

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
Recurring Event Jazz at Pierson Park

Jazz at Pierson Park

Pierson Park 238 West Main Street, Tarrytown

Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson …

Free

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.