I would say it kind of depends on how many people you are and what time you normally dine. If you have 4 or more, I would say yes. If you HAVE to eat at a certain restaurant on a certain night, definitely yes. If you normally eat early, say 6 PM, and are only 2 people, maybe not. The week between Christmas and New Years historically is THE most difficult to get a reservation, so it could be that there would be some spillover from people who couldn't get in where they wanted the week before. If you're staying in the Village, you could walk up and down one night and make reservations for a couple of different nights at one time.