When Peter gets fed up with his tag-along sister Monica, he speeds up on ahead of her and his friend during their bike ride. They become seperated and Peter finds himself trapped in a place where he's forced to play a mysterious game, and his friend and sister are trapped in the woods until the game is finished. If Peter wins this game, he'll be free to leave. But if he loses, he'll be trapped there forever.

Gary, the President of the Midnight Society from the original episodes is back and needs the help of his brother Tucker and his friends to help track down the members of the FIRST Midnight Society from way back in 1937 and help solve an ancient mystery and prevent an evil force from being unleashed on the world. Part one focuses on Tucker and Gary's search for 'The General' and his clue to the puzzle.

The Midnight Society split up and go in search of the original members who each hold a clue to the mystery. Part two focuses on Quinn's search for 'The Homecoming Queen' and Megan's search for 'The Tycoon'.