The story originally ended with Kelly and Chris kissing on New Year's after Kelly set a self-imposed deadline of finding love by then. During development, the story geared more towards Christmas. However, the title was never updated to reflect this change.
Kelly, Jillian, Francis, Nina, Marlon, Nora Allen, and Claudia are all named after writer Jack Marchetti's co-workers.
The song in the movie was written and added after the film had finished shooting.
The rings in the movie are Claddagh Rings. The Claddagh ring (Irish: fáinne Chladaigh) is a traditional Irish ring which represents love, loyalty, and friendship (the hands represent friendship, the heart represents love, and the crown represents loyalty). The ring, as currently known, was first produced in the 17th century.
The accounting firm that Chris works at is called "Drew & Hester". Drew Hester is a friend of writer Jack Marchetti