Cara and Ben return to the resort where they fell in love a year earlier. They invite her friend Megan, hoping she’ll reconnect with Ben’s friend Sean, now the resort’s doctor. During the trip Cara finds a jewelry receipt, leading her to expect a proposal from Ben, but a misunderstanding may ice his plan.
Myles and Brody are best friends with two very different ways of finding love. Displeased with their current love lives, they make a pact to be together if neither finds love in ten year’s time. Now two months shy of their deadline, both friends set off to do whatever it takes to avoid ending up as each other’s last resort.
Cara, a women’s magazine writer, who gets burned by her boyfriend on New Years’ Eve, decides to go on a dating detox. Challenged by her employer to write about it, she hopes a spontaneous ski getaway with her best friend will spark inspiration. Complicating matters, they discover they’ve double booked their chalet with two eligible men, including Ben, an entrepreneur. When the share-mates get snowed in, Cara and Ben are thrown together.