Zachariah I've got a great idea for a new plugin for you and it should be easy for you to make
I call it the "
Holiday Hack" and basically what it would do is to add a custom header or logo with a holiday picture during that holiday season. Some admins have custom holiday logos, and this would display them automatically. The admin could set when the custom headers/logos would display during that season. Anyway when I was installing this hack the other day I was thinking how it should be easy for you to convert this hack to work for the holidays. Basically just add the date feature, or have it work off of calendar events, and maybe a new 'holidays' directory on the server to store the pictures