Set your date before asking your wedding party.
Your best friend might drop everything to be your MOH for the other 364 days a year, but Christmas is off-limits. Your adorable niece would love to be your flower girl, but they go away every year for the 4th of July. Your family has already booked a trip over Thanksgiving weekend. Holidays can be a busy time of year, so before you set your date make sure that your must-attends can make it.
Give plenty of notice.
For everyone else, the more notice, the better. Even if it is a hometown affair, people's calendars book up more quickly around holidays. So, send out your save-the-dates as soon as you can (preferably six months prior) and then your invites with RSVP requests at least 3 months in advance.
Book rooms early.
If your guest list has a lot of out-of-towners, it might make sense to get a block of rooms. Particularly for major travel holidays, hotels fill up more quickly than usual. Not only is it important to lock down a good rate, but it's also critical that the hotel can accommodate everyone.
Plan additional events.
You certainly don't have to foot the bill for additional events, but it's always appreciated if you plan them. Try to organize some seasonal activities, like a fireworks show for Independence Day, a corn maze for Halloween, or a hayride with caroling at Christmas. You can also simply leave a list of suggestions in everyone's hotel rooms, and let them wander about on their own.
Your wedding weekend will be extra busy.
While your wedding might be the most important thing on your calendar, your five-year old nephew would like to go visit Santa at the mall, thankyouverymuch. For some friends and family, they might have to check many things off their collective to-do lists over your wedding weekend. Another part of a holiday weekend wedding is all the activities going on at the same time, so make sure to plan for traffic, unexpected restaurant and store closures, and even additional costs for vendor staffing.