Jules agrees to coach Andy through his interviews; Ellie goes to Bobby's boat to escape Andy but finds Grayson beat her to it; Travis and Laurie encourage Tom to date.
When Oliver reveals that he's so embarrassed by his parent's modest house that he'd rather not have a birthday party at all, Katie decides to teach him a lesson by throwing him a surprise party at home with all of his wealthy friends.
In an effort to get Anna-Kat invited to a popular girl's birthday party, Katie dresses up like other Westport moms and spends time at the yoga studio.
Katie's efforts to get more time for herself backfire; Oliver proves to Katie that his passion for ballet is genuine; Taylor and Greg disagree over whether or not she needs to go to college.
Although Katie receives a lot of pressure about the spring gala, she insists on doing it her own way; Greg throws a barbecue.