Every year when I put together these lists of Christmas and holiday-related kids music, I walk the fine line between trying get this up early enough to be of use and late enough to be of use. What I mean by that is, if I publish on, say, November 28th, people complain it's too early and I'll have about 3 songs or albums from some very planning-oriented musicians. And if I wait for December 23rd to make sure I get all the music included, everybody's just about sick of Christmas music and Hanukkah might already be done for.
So I'm trying to hit a sweet spot here. I'll update it as necessary, but hopefully too many musicians aren't thinking, less than 2 weeks before Christmas, that maybe they should try to record something.
With Christmas rapidly approaching, I thought I would share some tips for caroling. I actually wrote much of this just after the new year, but thought that tips on getting the most out of the caroling experience with kids wouldn't be of much use in January. (Music can be an important part of celebrating Martin Luther King Jr.'s birthday and Valentine's Day, but caroling... not so much.) So read on for my tips on how you and your kids can get the most out of caroling without driving you (or your kid) crazy.
I actually went caroling twice in December 2010, which proved useful as there were a number of things I learned the first time (on a Sunday morning with a church group at a nursing home) that I used the second time (on a Monday night with friends from our -- and in our -- neighborhood). It wasn't the first time I'd gone caroling -- I'd also organized our prior neighborhood caroling event a couple years ago -- but I paid much closer attention to what seemed to work well.
1) It helps to have a single sheet. Books of carols are nice, but it takes too long to find the carol you actually want to sing. That's why my carol sheet (see below) is two pages, which can be copied back-to-back on a single sheet of paper. You obviously still need to find the carols, but it's much easier scanning a single page or two.
2) You need to have (at least some) songs preschoolers can sing. This is assuming, of course, that preschoolers are part of the mix (although it can be argued that simplicity is essential, and it's not that bad of an idea to stick to the simplest of carols). That fancy carol sheet is of little use (beyond that of pride) to the preschooler who can barely recognize their own name let alone the second verse of "O Little Town of Bethlehem." Songs I'd include in this category include "Jingle Bells" and "Rudolph the Red-Nosed Reindeer," though I'd note that even more complex carols like "Deck the Halls" offer opportunities for the youngsters (kids pick up the "Fa la la la la..." part pretty quick).
3) Have a variety, but not too much so. You need to have a variety of songs so you're not singing the same three songs at every stop. Having said that, there is some value in everyone singing the songs 2 or 3 times during the caroling session so they actually master it, and if you have 30 songs (many of which will be unfamiliar to many of the carolers), you're not going to get that value. Also, you need to include a preschooler-friendly song (see above) at every stop.
It all started innocently enough -- someone makes a comment on Facebook about how there should totally be a kids' music Christmas compilation album. For charity, maybe. (Note: I cannot vouch for the veracity of the word "totally" in there.) Then somebody (I'm lookin' at you, 
