When Colm is stranded overnight in Boston, Amber, a hotel receptionist, agrees to give him a personal tour of the cradle of the American Revolution. Colm has loved and lost, and now takes pleasure where he finds it. Amber hasn't quite found her feet again after a recent divorce, nor is she very happy with what she sees in the mirror. As they drive through the historic streets and stroll along the Freedom Trail, taking in the beautiful architecture of Beacon Hill and Back Bay, their mutual attraction grows and both take a chance on happiness. But can they trust one another? Can Colm convince Amber he's not just playing her, or is his one night in Boston just a fling?