Following the Knot checklist, I am planning on sending end of Jan or first of Feb. I too have quite a few out of town guest...I'm wondering if I should send ASAP.
I sent mine out in early December. We have lots of out of town guests, and it was easier for us to send them out before the holidays. Guests appreciated having them early!
We mailed ours out at the beginning of November. A lot of family and friends are from out of town and out of state. My family also plans next years vacations by Christmas so we sent our's out early.
I haven't sent mine out yet, but we just finalized our guest list so probably within the next week will be sending them. We have no out of guests except one of my bridesmaids so everybody is local.
Re: Save The Dates
ETA: Our wedding is Oct 1