Rockwood Hall New Year’s Day Hike

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

Now an annual Saw Mill River Audubon tradition! Start off the year and your 2022 bird list with an invigorating walk along the Hudson River shoreline at Rockwood Hall State …

Free

Jazz is Dead – 25th Anniversary Celebrating the Grateful Dead

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

Jazz is Dead – The acclaimed All-Star instrumental ensemble, famous for interpretations of classic Grateful Dead songs with jazz influences, returns in 2023 to celebrate its 25th Anniversary. Co-founder Alphonso …

$38 – $58

Llama Llama Red Pajama Live!

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

Llama Llama Red Pajama Live!, a new musical by Bay Area Children’s Theatre inspired by the bestselling Llama, Llama Red Pajama series of picture books by the late Anna Dewdney. Families …

$25 – $30

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.