At yesterday's InternetWorld Topp 100 awards cermony at least two of the winners were somewhat apologetic for winning this year, as they were launching or were planning to launch redesigned versions of their web sites. They would, it seemed, rather have won next year.
This stroke a colleague of mine as somewhat odd. And I agree. People come to your web site every day. Sometimes the technology or design might not be the most current, but your content is still be good. If you manage to win an award for being the best site of the year in your category even with a somewhat dated site, don't apologize. Be happy. Be proud. And work your ass of to win next year as well.