For Sophia's birthday, Dorothy flies in her sister, Angela from Sicily as a surprise. However, Dorothy's the one whose surprised when Sophia's reaction is that of disgust.
Dorothy feels sympathy for Stan when he tells her he's going to have open heart surgery. However that sympathy fades when she learns of his many infidelities while they were married.
The girls' dream vacation in the Caribbean turns out to be far from what was advertised in the brochure. Meanwhile, Sophia begins a romance with the gardener.
Laid off from work, Dorothy searches for part-time work which leads to Blanche getting her a job at the museum. Then fur flies when Dorothy is handed the job of organizing a banquet, the duty Blanche was hoping for.
Sophia readies herself for participating in a walkathon. Meanwhile, Dorothy, Blanche and Rose babysit for the walkathon participants children but when the event is over, a baby is left unclaimed.
When the girls learn that a number of relatives are going to be visiting, they reminisce about times they've had to share a bed and strange places they've had to sleep, including a train station.
Blanche and Rose plan a nice dinner at the house for Dorothy and her new boyfriend whom she later learns is a priest. She later gets another shock when she learns he plans to leave the church.
Sophia's sister, Angela arrives in Miami for a visit and decides to move there but while she's looking for an apartment Dorothy invites her to stay with the girls.
Rory's reluctant efforts to socialize put her in the most popular clique at Chilton. Meanwhile, Lorelai volunteers the inn for a Chilton fund-raising fashion show.
When Rory and Tristin are cast as Romeo and Juliet in a school play, Rory begs him not to tell Dean about their kiss. Meanwhile, Lorelai dates a much younger guy.
When Fiona gets dumped she heads for a week in Vermont at her Dad's country Inn. There she runs into her ex with his new girlfriend. She strikes a deal with the Inn's chef, Derek, to be her "boyfriend" for the week.
Fired from her job as a reality TV host, Natalie returns home for Valentine's Day, only to find herself running the town festival's auction with her ex-fiance thanks to two scheming mothers. Bethany Joy Lenz, Luke Macfarlane.
Ruby, a world-renowned gemologist, is hired by Prince Luca to restore the crown jewels and design his crown, challenging tradition and complicating his relationship with his mother, the queen. Stars Jen Lilley, Dan Jeannotte.
Dorothy, Rose and Blanche are each auditioning for a community play. Later, when they discover that a famous actor, Patrick Vaughn has been cast in the lead male role, each vie for the lead female role.
Sophia readies herself for participating in a walkathon. Meanwhile, Dorothy, Blanche and Rose babysit for the walkathon participants children but when the event is over, a baby is left unclaimed.
When the girls learn that a number of relatives are going to be visiting, they reminisce about times they've had to share a bed and strange places they've had to sleep, including a train station.