How far is Sleepy Hollow from NYC? By Henry John Steiner On January 20, 2020 Sleepy Hollow is about 20 miles from NYC. Please follow and like us: Related Previous Is there really a Sleepy Hollow? Next Is Sleepy Hollow, NY Safe? Comment on this FAQ Cancel replyYour email address will not be published. Required fields are marked *Comment Name * Email * Website Save my name, email, and website in this browser for the next time I comment. Notify me of new posts by email.