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Paint a Headless Horseman Pumpkin with Heather Gleason
October 5, 2025 @ 11:00 am - 3:00 pm
$80
Join Halloween artist Heather Gleason as she teaches you the step-by-step process of painting your own pumpkin-shaped Headless Horseman!
Each participant will receive a 11 x 10″ wood pumpkin, brushes and acrylic paints to create their very own artwork. NO EXPERIENCE NECESSARY.
Have fun painting while supporting the historic Sleepy Hollow Cemetery and its residents.
Heather will work with everyone, mingling about and showing techniques. No two paintings will be alike as each participant will add their own unique details. Everyone will leave with their very own special artwork and a spooktacular gift handmade by Heather. Seats are limited and sell out quickly!
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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.