Womanizing advertising executive Aaron tries to stop best friend Sean from falling into the “eternal damnation” of marriage by throwing a wild bachelor party to remind Sean of the joys of bachelorhood.

Regina (Erica Ash) and Franklin (Redaric Williams) are seemingly the perfect couple, the toast of all their friends and married on Christmas Day six years ago at the famed Chesterton Hotel. At Thanksgiving, they have a huge fight and trusts are broken — they decide to divorce. Their divorce will be final on Christmas Day. Regina decides to move in to her best friend Trish’s (Eva Marcille) suite at The Chesterton Hotel.

Christmas designer Leslie Major (Brely Evans) is the biggest fan of Christmas ever. She is like a tidal wave of Yuletide cheer. Her biggest job every year is decorating the lobby of the famed Chesterton Hotel. As she is on a ladder decorating the tree, she falls into the arms of Edmund James (Andra Fuller) – the grandson of the owner JJ James. Edmund is all business and thinks Christmas is superficial and frivolous.