Don loses an account. Roger, stuck in the city for Labor Day weekend, attempts to cheer him up. Meanwhile, Joan has a night out on the town with her roommate.

Betty visits her father; Paul's girlfriend tries to convince him to prioritize his duties; Pete's mother disapproves of his and Trudy's idea.

Don's father-in-law pays a visit to his daughter's family. Peggy works hard on a campaign while the firm tries to decide if they will accommodate an unusual request from a client. Elsewhere, Roger plans a wedding.

The writers make an attempt to stave off late-night boredom during a mandatory overtime session. Roger throws a party as Joan and Greg host their own party. Sally has a run-in with Grandpa.

Don and his father-in-law cross paths. Meanwhile, Peggy is in search of a new roommate; and a rich new client is excited to be doing business with the firm.

Sally's behavior causes concern for Don and Betty. Betty has an eye-opening dream that has a strange effect on her. Pete tries to work a new business angle in his dealings.