When explaining the album on the band's official website, moe. member Chuck Garvey wrote the following:
"OK, here's the deal. Recently, we were going out to do a short group of shows. Early on, Rob (who is a complete Christmasaholic) came up with the idea to record a Holiday album. We had just finished with mixing and mastering a studio album that was set to be released in about five months, yet here we were talking about making ANOTHER recording that had to be ready in one-fifth the time.
So all sudden-like, we were in backstage rooms across the midwest, listening to Christmas albums IN SEPTEMBER to "get in the mood". (It's not even HALLOWEEN yet!!!) We adopted a commando style of learning songs, arranging and recording live during our sound checks - sometimes three songs a day! This was definitely a fun thing to do, yet also a little surreal considering the fact that I refuse to let go of summer at this time. This recording exists primarily because Rob IS "Robbie Christmas" and he infected us all with his "sickness" early in the year!"