On her first day at the Princess Academy, Princess Charlotte inadvertently causes an accident that ruins the dresses of her new roommates and, unless something can be done, none of them will be able to attend the much-anticipated Birthday Ball.

Princess Caitlin is excited about the costume competition. The winner gets to lead an orphan lamb in the Grand Procession.

Princess Alice determines to take responsibility when she causes another princess to drop and shatter a vase during the school's preparation for the term garden party.

As Princess Sophia and her friends design and create their own ball gowns for the Princess Academy Surprise, a group of snobs led by Princess Perfecta plots to ruin them.

The girls participate in the Winter Festival talent show. The prize is a trip to the fabulous Winter Wonderland theme park.