At the end of another turbulent summer in the Hamptons, Mother Hubbard activates her friend group in the city. Kyle and Amanda head back to the city for a fall filled with uncertainty.

At Whitney’s “Welcome to New York” party, Andrea plays matchmaker, setting Lindsay up with a hot milkman; Kenny finds himself at the center of the drama; Kyle finally opens up to his mom about his marital issues.

Danielle and Lindsay confront their drama, but can they leave the past behind? Kenny's comments about his relationship spark conflict. Amanda surprises Kyle with an unexpected update on her apartment search.

Kenny confronts Andrea about comments made regarding his relationship, which quickly escalates; Lindsay's desire to date is rekindled by a blast from her past; Kyle and Amanda try to navigate the rules of living apart while staying a couple.

Kyle persuades his friends to engage in Loverboy’s unusual guerrilla marketing campaign; A conversation between Danielle and Amanda erupts into controversy; Kenny uncovers the truth about his estranged father.

Nick and Yvonne officially tie the knot; A long overdue call from his estranged father forces Kenny to confront his past; Yvonne worries as Lindsay reverts to old dating habits;. In a bid to save her marriage, Amanda makes a big change.

Lindsay and Kenny spark an unexpected bond; Kyle gets some advice from Carl; Yvonne and Nick’s wedding dinner unravels as underlying tensions erupt at the table.

The crew heads to Connecticut for Lindsay and Kenny’s Friendsgiving getaway; An unexpected comment from Whitney upsets the moms in the house; A revelation about Kyle’s future sends Amanda over the edge.

The trip to Connecticut continues as tensions between Whitney and the Lindsay come to a head; Kenny finally confronts Gavin; Amanda and Kyle try to navigate their relationship.

Host Andy Cohen brings the cast together to unpack the season. Kenny and Whitney defend their relationship spark. An accusation of playing the single mom card puts Lindsay's poker face to the test.

The In the City reunion continues as Danielle and Lindsay confront each other over their troubled friendship. Kyle and Amanda reveal new details about their relationship.