Sleepy Hollow Sprint Triathlon

Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY

A half-mile swim in the Hudson River, 11-mile scenic bike ride through the legendary village, 3-mile run along Hudson River Walk. All proceeds of the 13th Sleepy Hollow Sprint Triathlon will benefit the Village of Sleepy Hollow Recreation Department’s Teen Summer Camp. The underlying goal of the summer day camp is to provide the children of the …

$135 – $185

Oktoberfest

Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY

Feast on German food and beer from local eateries and dance to live Bavarian music at Sleepy Hollow's annual Oktoberfest! Cider and hot chocolate is offered for the younger set, music and entertainment for all ages!

Free

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.