The twenty-third game produced by Winged Cloud and the twenty-first game in the Sakura series. It is a short, free yuri visual novel starring the heroine, Miyu. It was released in October 2017.

Sakura Halloween is a story about a vampire named Miyu de Lioncourt. She’s a bit perturbed, as she was not invited to a Halloween party being held by the prestigious Countess Elizabeth. She decides to crash said party, only to run into her ex-girlfriend, a witch named Sabrina. Sabrina is less-than-enthusiastic to see her former lover, especially after she’s embarrassed by her yet again. The witch has finally had enough and vows to get revenge — lewd revenge.