Event Series Sunnyside Tours

Sunnyside Tours

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

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
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

Postponed Horan’s Landing Live Music

Horan's Landing Park 57 River Street, Sleepy Hollow, NY, United States

Sleepy Hollow's Summer Concert Series returns with three free evenings of live music at Horan's Landing Park. Enjoy regional bands while watching the sun set over the Hudson River! Pack …

Free
Event Series Jazz at Pierson Park

Jazz at Pierson Park

Pierson Park 238 West Main Street, Tarrytown, NY, United States

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
Event Series Jazz Forum Club Performances

Emmet Cohen Trio

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

Among the hottest young next-generation jazz pianists, Emmet Cohen can do it all. From stride and bop to Latin and modal styles, he’s a gifted in-demand performer and bandleader who …

$30 – $35
Event Series Jazz Forum Club Performances

Emmet Cohen Trio

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

Among the hottest young next-generation jazz pianists, Emmet Cohen can do it all. From stride and bop to Latin and modal styles, he’s a gifted in-demand performer and bandleader who …

$30 – $35
Event Series Jazz Forum Club Performances

Emmet Cohen Trio

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

Among the hottest young next-generation jazz pianists, Emmet Cohen can do it all. From stride and bop to Latin and modal styles, he’s a gifted in-demand performer and bandleader who …

$30 – $35
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

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.