Mystery Legends: Sleepy Hollow is a hidden object game based on the 1820 short story by Washington Irving. The game is divided in chapters, comprised of several different locations, each telling the story of a citizen of the cursed city. As usual, the objective is to find all the items from a list at the bottom of the screen, on rooms filled with assorted paraphernalia. Placing the cursor over a list entry shows the object's silhouette.
Some items sparkle, indicating that they contain one of the mini-games. The games range from jigsaw puzzles and pair-matching to more original ones, where pins have to be put on a voodoo doll and objects have to be arranged inside a box without overlapping each other. Each chapter starts with three hints, that when used create a glowing ring around one of the required objects. Extra hints can be acquired by collecting the jack-o-lanterns hidden on every location.