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Sleepy Hollow, described as a quiet, peaceful town, albeit abounding in ghostly folklore, is the primary setting of the segment.

Brom Bones states that when he escaped the Horseman he crossed the bridge (though it is unknown if that actually happened)Īppearances The Adventures of Ichabod and Mr. Bridge: The Bridge that Ichabod tried to escape from the Headless Horseman, and where he is last seen.Van Tassel often hosts parties at his farm. Van Tassel Farm: the farm of Baltus Van Tassel and Katrina Van Tassel, described by Ichabod Crane as a "goldmine" due to Van Tassel's wealth.On Tuesdays he would host choral sessions with the townswomen such as Tilda (the ones enamored with Crane) would to learn to sing, dreaming of Ichabod Schoolhouse: The schoolhouse of Sleepy Hollow where Ichabod Crane taught while he stayed at the village.Ye Olde Schnooker and Schnapps Shoppe: A tavern in Sleepy Hollow where Brom Bones and the Sleepy Hollow Boys usually met at.Cemetery: The cemetery of Sleepy Hollow, shown by the narrator showing the towns ghost stories.