Pocantico Hills Marathon

Rockwood Hall 1 Rockwood Road, Sleepy Hollow

This challenging and beautiful course begins and ends at the Rockwood Hall portion of Rockefeller State Park Preserve overlooking the Hudson River and the Palisades. This is just off Route …

$75 – $200
Event Series TaSH Farmers Market

TaSH Farmers Market

Patriots Park Patriots Park, Tarrytown

Fresh Hudson Valley produce, meat, bread, honey, specialty foods, cut flowers, dairy products, beer and wine. There is live music and sometimes demonstrations of traditional crafts. Route 9 (Broadway) next …

Free
Event Series Home of the ‘Legend’

Home of the ‘Legend’

Sunnyside 3 W Sunnyside Lane, Irvington

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 Kykuit Tours

Kykuit Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow

Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family. In 2022 the site will be open for guided tours Saturday-Sunday from May 21-October 2; …

$18 – $60
Event Series Philipsburg Manor Tours

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
Event Series Union Church Tours

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
Event Series Ray Blue Quintet

Ray Blue Quintet

Jazz Forum Club 1 Dixon Lane, Tarrytown

Ray Blue’s music can be described as a fusion of straight ahead jazz and rhythmic groove. Ray is a New York bred saxophonist, composer, arranger and educator who performs internationally. …

$25 – $30

Vic DiBitetto

Tarrytown Music Hall 13 Main Street, Tarrytown

The one and only Vic DiBitetto returns to Tarrytown Music Hall. Vic has a social media following of over 2 million fans and has over 1 billion views worldwide. His …

$37.50 – $47.50
Event Series Ray Blue Quintet

Ray Blue Quintet

Jazz Forum Club 1 Dixon Lane, Tarrytown

Ray Blue’s music can be described as a fusion of straight ahead jazz and rhythmic groove. Ray is a New York bred saxophonist, composer, arranger and educator who performs internationally. …

$25 – $30

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.