Is Sleepy Hollow Walkable? By Henry John Steiner On January 16, 2020 The Village of Sleepy Hollow is not large (two square miles) and many of the sites are easily walked to. Please follow and like us: Related Previous Where is the Sleepy Hollow, NY cemetery? Next Is Sleepy Hollow in Tarrytown? Comment on this FAQ Cancel replyYour email address will not be published.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.