The portrait that Rebecca views at the Metropolitan Museum of Art is 'Madame X,' (Madame Pierre Gautreau), 1883-84, by American painter John Singer Sergent.
In the flashbacks, Kevin wants to do everything related to Home Alone 2 (1992). In the present, the hotel he gets for Rebecca is The Plaza. The Plaza is the hotel Kevin McCallister stayed at in Home Alone 2 (1992).
The guest star in this episode Dave Annable has previously worked with the director of this episode (and one of the producers of this show) Ken Olin for years on a show Brothers & Sisters (2006).
When Randall and Kevin are arguing Randall says "while you were hooking up with Susan Lucci" and Kevin says "well it was her daughter" Justin Hartley starred with Susan Lucci's real life daughter on Passions