Caroline in the City (1995)

S2E17 Caroline and the Getaway

After Caroline confronts Annie about constantly ditching her for guys, Annie proposes a weekend ski getaway where they’ll focus on themselves and avoid men. However, as luck would have it, both women soon encounter intriguing men: Caroline runs into an old friend who reveals a shared crush from their past, while Annie meets a charming tycoon. Meanwhile, Richard is eager to take his relationship with a philosophy classmate beyond friendship. But when he plans a romantic rendezvous in Caroline's apartment, Del and Charlie crash the scene, intending to settle in for a sports marathon.