At first, Cassandra Elgren is thrilled her new boyfriend Ethan asked her to be his guest at the three-day, all-inclusive, open-bar Labor Day retreat hosted by his prestigious law firm. Her enthusiasm wanes, however, as the itinerary fills with awkward encounters: forced bonding with sudden suitemates, colleagues whispering behind wine glasses, and competitive drunken games. Ethan starts behaving oddly-alternating between sweetly overeager and suspiciously calculating. As the wheels come off her new relationship, Cassie confronts an unsettling truth: she's not just there to have a good time; she's been part of Ethan's scheme all along.