Unique & Unusual Halloween Events Near Ossining 2026

11 unique & unusual Halloween events near Ossining

Unique & Unusual Halloween Events this weekend Oct 23–25

Fri23Oct Gothic Market WeekendTarrytown Illustration of orange food trucks with pumpkins and costumed figures at picnic tables under string lights at dusk (Gothic Market Weekend) Sat24Oct Nyack Halloween ParadeNyack Illustration of a Halloween parade on a street with a smiling pumpkin float, costumed children and orange balloons overhead (Nyack Halloween Parade) thru29Nov The Original Knickerbocker Tour: Washington Irving & The Legend of Sleepy HollowSleepy Hollow Illustration of a small clay guide holding a lantern on a cobblestone street at dusk, with friendly ghosts nearby (The Original Knickerbocker Tour: Washington Irving & The Legend of Sleepy Hollow) thru1Nov Fall Classic Mansion TourTarrytown Illustration of a clay haunted mansion with glowing windows, ghosts, jack-o'-lanterns, a black cat and bats at twilight (Fall Classic Mansion Tour) thru31Oct Classic Evening Lantern TourSleepy Hollow Illustration of friendly ghosts on small town rooftops with pumpkins and glowing windows as two witches fly past a full moon (Classic Evening Lantern Tour) thru12Nov From Green to Gold: Capturing Autumn’s Arrival in WatercolorThe Bronx Illustration of a town street at twilight with glowing windows, pumpkins, floating ghosts and a witch on a broom by the moon (From Green to Gold: Capturing Autumn’s Arrival in Watercolor)

Other Halloween categories near Ossining

Illustration of small costumed children and a witch on a sunny autumn lawn with pumpkins, hay bales and orange trees OssiningFamily-Friendly Fall Activities41 family events Illustration of a Halloween gathering at dusk with a smiling ghost, costumed figures, glowing jack-o'-lanterns and lights OssiningHalloween Food, Drink, and Parties11 parties & tastings Illustration of a small cottage with glowing windows, ghosts, jack o'lanterns and black cats under a full moon at dusk OssiningHaunted Experiences16 haunted attractions Illustration of a pumpkin character and a ghost performing on a lit stage with red curtains before a crowd at night OssiningHalloween Movies, Theater, and Entertainment9 shows & screenings

About Unique & Unusual Halloween Events near Ossining

For Halloween adventures beyond Ossining, consider the legendary ghost tours at Sleepy Hollow Cemetery, or a family-friendly Pumpkin Festival in Norwalk.

This listing details other nearby celebrations, from parades in Nyack to unique theatrical presentations in the Bronx.

Find Unique & Unusual Halloween Events on Our Map!

See all the unique and unusual Halloween events in one place.

Open the map →
Ossining Halloween events map - Click to view interactive map
← See ALL Ossining Halloween Events