We have been thinking about May 2012 right after I graduate, but for many reasons, the more we think about that, the less it seems to work. So now we've been thinking about January 2012. We don't have to come back to school until mid-January so if we got married the first week in January, it would all work out. He's graduating that December, so he will be done anyways. And for that spring semester, I'm strictly student teaching. I won't actually be on campus at all. Add a bunch of other family reasons and so on and January just seems to make the most sense. So, has anyone done this? Does it sound do-able? We have to decide on a date soon!
May 2012: April Signature Challenge: Wedding Venue
Planning Bio

Re: Has anyone gotten married over winter break?
I think your idea will go fine and will cost less because of the off-season discounts a lot of vendors offer in Nov-March. Just be sure to basically get it planned before your Fall semester so you aren't stressing during Fall Finals.
I think a winter break wedding is ideal for students, and we got huge discounts on our catering, reception hall, and ceremony site for picking a Tuesday in December. That date is letting us have a much nicer wedding for our budget than we'd be able to have in the summer, and most of our friends will be on break then as well (family will likely just stay in town from Christmas/Hanukkah until the wedding).
FI and I are doing this exact same thing.
The last day of finals is the 16th.
We are getting married on the 17th.
And we're BOTH student teaching for our last semester.
It's going to be crazy, but doable.
I'm very excited about graduating with my husband with my new name.
Good luck with all of your planning.
= )