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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 …

$10 – $15
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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
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Women’s Work Art Tour – Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown

Women’s Work exhibition at the Lyndhurst mansion in Tarrytown tracks the deep, pervasive, and continuing influence of the domestic craft tradition in the practice of contemporary women artists. The exhibition explores …

$16 – $30
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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
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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

Postponed Horan’s Landing Live Music

Horan's Landing Park 57 River Street, Sleepy Hollow

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
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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
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Emmet Cohen Trio

Jazz Forum Club 1 Dixon Lane, Tarrytown

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
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Emmet Cohen Trio

Jazz Forum Club 1 Dixon Lane, Tarrytown

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

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.