Recurring Event Jazz at Horan’s Landing

Jazz at Horan’s Landing

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

Enjoy four free Tuesday evenings of Jazz at Sleepy Hollow's waterfront Horan's Landing Park with Mark Morganelli & The Jazz Forum All-Stars! Flugelhornist Mark Morganelli, with featured artists Eddie Monteiro and …

Free
Recurring Event Tree Identification Walk

Tree Identification Walk

Rockefeller State Park Preserve 125 Phelps Way, Pleasantville, NY

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
Recurring Event Octagon House Classic Tour

Octagon House Classic Tour

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY

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 Sunset Jazz at Lyndhurst

Sunset Jazz at Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown, NY

Enjoy eight free Thursday evenings of Jazz at Tarrytown's Lyndhurst mansion while watching the sun set over the Hudson River. Picnicking is encouraged! Lyndhurst has also partnered with local caterer …

Free

Full Moon Hike: “Sturgeon Moon”

Rockefeller State Park Preserve 125 Phelps Way, Pleasantville, NY

Experience Rockefeller State Park Preserve after dark for this 4-mile hike on carriage roads lit by moonlight. You will walk at a brisk pace; some hiking experience is recommended. Meet …

$3
Recurring Event Sunnyside Tours

Sunnyside Tours

Sunnyside 3 W Sunnyside Lane, Irvington, NY

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, NY

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, NY

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

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.