Sleepy Hollow Music Festival

Eleven bands on two stages, a costume parade, and the Headless Horseman galloping past the stage between sets — the third annual festival that opens Sleepy Hollow’s Halloween season.
Main Stage brings the 90s: Everclear, the Smithereens featuring Marshall Crenshaw, Fastball, SoulShine: An Allman Brothers Experience, and Anthony Giaccio & the Assortments. The Regional Stage showcases tristate talent — Rachel Ana Dobken, Imposters, The Altogether, School of Rock Briarcliff Manor — plus a 90s DJ set. No overlapping sets, so you won’t miss anyone.
Also on site: a dozen-plus food trucks, 30+ makers, beer and cider gardens, a VIP lounge, and a Kids’ Zone with soft play, an instrument petting zoo, lawn games, and inflatables. Kids 12 and under free with a ticketed adult (two per grownup). Re-entry allowed all day.
There is no onsite parking. Free shuttles run from Phelps Hospital, or take Metro-North to Philipse Manor or Tarrytown. Or leave the car behind and visit by train.
Related Events
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.




