


Classic painted arch at the entrance to historic Sleepy Hollow—iconic for Headless Horseman lore and Main Street scenes. Easy, free access near Sleepy Hollow High School with nearby street parking; walkable downtown. Best shot at golden hour for warm light, after dusk for the illuminated sign, or during October/Halloween for seasonal atmosphere. Weekday mornings are least crowded.



Classic painted arch at the entrance to historic Sleepy Hollow—iconic for Headless Horseman lore and Main Street scenes. Easy, free access near Sleepy Hollow High School with nearby street parking; walkable downtown. Best shot at golden hour for warm light, after dusk for the illuminated sign, or during October/Halloween for seasonal atmosphere. Weekday mornings are least crowded.