I generally avoid scheduling vacations during the winter time. I don’t even take many days off from work just to stay around the house during the winter months. And, yes, I do that even though it means not taking much time off during the Christmas and New Year’s season. I haven’t always adhered this practice. It took me a while to learn, but I got wiser (in this particular area, at least) as I got older. The problem with scheduling winter vacations should be obvious. Even if the weather is good where you live (and that’s a big “if”), there’s a good chance that the weather at your destination or somewhere in between will include snow, sleet, and/or ice. That kind of weather tends to close airports, bus stations, and train station; make roads impassable; and wreak all kinds of other havoc that would tend to ruin one’s vacation plans. And simply scheduling days off from work during the winter is not even a good idea either, as your office could be closed for inclement weather, resulting in wasted vacation days. I prefer to use my vacation days at times when I can enjoy a real vacation.