Event Series Tree Identification Walk

Tree Identification Walk

Rockefeller State Park Preserve 125 Phelps Way, Pleasantville, NY, United States

Join Rockefeller State Park Preserve's flora steward, Devyani Mishra, on a leisurely stroll to learn more about trees and other plants in the area and how to identify them. The hike will be …

$3
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 Old Croton Aqueduct Weir Tour

Old Croton Aqueduct Weir Tour

Joseph G. Caputo Community Center 95 Broadway, Ossining, NY, United States

The Old Croton Aqueduct, New York City's original water supply, runs from, Croton-on-Hudson into the Bronx and Manhattan, passing through Sleepy Hollow and Tarrytown. For most of its length, the Aqueduct …

Free

Equinox Sunset Hike

Rockwood Hall 1 Rockwood Road, Sleepy Hollow, NY, United States

Celebrate the change of seasons on this 3-mile hike at Rockwood Hall and witness the spectacular view of the sun setting over the Hudson and the Tappan Zee Bridge. Leashed …

$3
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 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

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.