Sleepy Hollow Halloween Events

Check our Sleepy Hollow and Tarrytown calendar for even more special events. It’s almost October in Tarrytown and Sleepy Hollow! All your favorite events are just around the corner: the Great Jack O’Lantern Blaze, Horseman’s Hollow, Sleepy Hollow’s haunted hayride, the big-name acts at Tarrytown Music Hall, Old Dutch Church and Sleepy Hollow Cemetery tours. Click the links below for expanded information on each event.

Plan early for Halloween, most October events in Tarrytown and Sleepy Hollow sell out. But don’t despair if you find your favorite event is sold out, there are plenty of free things to do in Sleepy Hollow and Tarrytown.

Ghost Tours Truth is stranger than fiction as you walk through the villages of Tarrytown and Sleepy Hollow. Hear tales both spectral and earthly of the mystical and unexplained incidents of the area’s eerie and legendary past. Our past residents have left ghostly marks on the community, and a few of them may still linger nearby! Read more…

Sleepy Hollow’s Haunted Hayride rides again in October 2011! Climb aboard a hay wagon that winds through the dark, secluded roads of the hollow, and watch out for the Headless Horseman! Join the block party on Beekman Avenue before or after your hair-raising ride through the real Sleepy Hollow. Read more…

The Great Jack O'Lantern BlazeGreat Jack O’Lantern Blaze, 500 South Riverside Avenue, Croton-on-Hudson, NY 10520. Just a few miles from Sleepy Hollow and well worth the drive! Over 5,000 hand-carved, illuminated pumpkins are set against the mysterious backdrop of Van Cortlandt Manor’s 18th-century buildings and riverside landscape. Read more…

Jack-o'-lantern scarecrow at Horseman's Hollow, Sleepy Hollow, New York

Horseman’s Hollow, 381 North Broadway, Sleepy Hollow, NY 10591. Sleepy Hollow’s premier haunted attraction takes the tale of the Legend of Sleepy Hollow to its darkest extremes. Each October historic Philipsburg Manor transforms into a terrifying landscape. Heads will roll…maybe even your own! Read more…

Scarecrows come out in force in Tarrytown each October. Look for a mob of them in Patriots Park, lurking beside lamp posts downtown, and hundreds invading the grounds of the gothic-revival Lyndhurst mansion. Scarecrows also show up here and there in Sleepy Hollow . . . Read more…

Sleepy Hollow Cemetery lantern

Sleepy Hollow Cemetery Tours & Events, 540 North Broadway, Sleepy Hollow, NY 10591. On day or evening tours you’ll uncover famous and infamous residents, decipher cryptic cemetery symbols, and, of course, hear about “The Legend of Sleepy Hollow.” Also photo workshops and special presentations. Read more…

Tarrytown Music Hall

Tarrytown Music Hall, 13 Main Street, Tarrytown, NY 10591, 914-631-3390. Take in a show at our landmark local venue. There’s something going on several nights each week. Performances are an eclectic mix of music, theatre, film, and comedy. Musical acts range from classical to classic rock, folk, blues, jazz. Read more…