Why won't my iPhone play all Christmas songs?

I have an Apple iPhone with 220 Christmas songs on iTunes music. It seems like there are two different song groups on my Christmas playlist. One is a group of 62 songs. For example, the screen will say "5 of 62" songs. The other is a group of 220 songs. Most of the time, only the 62 songs will play. I'd like to have access to all 220 songs. What is going on?

[Re-Titled by Moderator]