Event Series Irvington Farmers Market

Irvington Farmers Market

Main Street School 101 Main Street, Irvington, NY, United States

Enjoy live music, river views and a laid-back setting at this small-town Sunday market showcasing the best of what the Hudson Valley has to offer. In season, there is fresh …

Free
Event Series Kykuit Tours

Kykuit Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

A majestic paradise with sweeping river views. See the Hudson Valley’s top cultural attraction! Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family, beginning …

$25 – $75

Classic Daytime Cemetery Tour

Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United States

Soak up the beauty of this 175-year old cemetery while your guide regales you with stories of the fascinating people resting here in peace. This two-hour daytime walk is the perfect …

$27.5
Event Series Kykuit Tours

Kykuit Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

A majestic paradise with sweeping river views. See the Hudson Valley’s top cultural attraction! Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family, beginning …

$25 – $75
Event Series Kykuit Tours

Kykuit Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

A majestic paradise with sweeping river views. See the Hudson Valley’s top cultural attraction! Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family, beginning …

$25 – $75

John Hiatt

Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

A master lyricist and satirical storyteller, John Hiatt delivers songs filled with tales of redemption, relationships and surrendering on his own terms. Hiatt's finest album is 1987's Bring the Family; …

$54 – $84

Rockwood Ramble 10k

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

Starting and finishing in historic Rockwood Hall, the annual Rockwood Ramble 10K is a favorite. Scenic Hudson River views greet runners before the course veers into the woods. The wide …

$30 – $50

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

Tarrytown Street Fair

Main Street, Tarrytown Main Street, Tarrytown, NY, United States

The Sleepy Hollow Tarrytown Chamber of Commerce’s annual Tarrytown Street Fair takes place this year on Sunday, June 4th. Main Street transforms into an outdoor market with food, music, local retailers, arts …

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.