i have some weird theories on the story “The Legend of Sleepy Hollow” that could explain the ending.
1. Brom Bones is not pretending to be the Headless Horseman, but IS the Headless Horseman. possible transformation/morph thing.
2.Ichabod did drugs at the party before he left and the whole thing was a hallucination. he brought a pumpkin home with him because he was high.
3.The Headless Horseman is a metaphor for Ichabod’s homosexuality, chasing after him, and how he won’t come out of the closet. this might explain Ichabod’s insistence on charming all the ladies in town to prove something, and fits into a “single school teacher” stereotype.
that’s all, just some weird theories and over analyzing the story.