Londoner Charlotte Cheshire and Brooklynite Anthony Monteleone are both having a blue Christmas: both dumped by their exes, both stranded at New York's John F. Kennedy airport, and both desperate for something to take their minds off the holiday.

After their chance meeting and realization that they are in a similar predicament, Charlotte suggests traveling into the city for an adventure, following the steps in a silly self-help book she has about getting over a broken heart, but Anthony thinks she must be nuts! However, anything is better than spending Christmas Eve alone, so he decides to take a risk and go with it.

The couple spend the night traveling all over Manhattan in the middle of a snowstorm and meeting an array of wacky characters - each adding something new to their thoughts on life, love, and how to improve their rotten situation. Charlotte and Anthony do their best to "muddle through" a decidedly un-Hallmark Christmas.

Can Charlotte and Anthony discover the unexpected joys of the City that Never Sleeps (even on Christmas Eve) and possibly something far more surprising and exciting: new love?