In the series premiere episode, "Down the Rabbit Hole," Alice returns home to her father telling her that everyone thought she was dead. Her imaginative stories about a talking White Rabbit and a mystical place called Wonderland end up getting her admitted into an asylum where Dr. Lydgate convinces her to have a procedure that will allow her to forget her pain. Right before the operation is set to take place she is rescued by the Knave of Hearts who takes her to the rabbit who informs her that her true love Cyrus is still alive. As the trio then jumps into the portal returning to Wonderland, Alice sets out on a quest to find him but the villainous Jafar and the Red Queen have other plans for her.

In a flashback, viewers are introduced to Will Scarlet, who turns out to be the nifty Knave of Hearts. Will has joined Robin Hood's Merry Men and convinces them to steal gold from Maleficent's castle before also pilfering an enchanted looking glass for himself that comes with a hefty consequence. Meanwhile in Wonderland, Cyrus successfully tricks Jafar and the Red Queen into sending a Bandersnatch after Alice who in turn exposes something the White Rabbit has been secretly hiding.