5 hours flight would get you to either Reno or Salt Lake City ... oops. I see you mean driving
Ceasar Pocono
Well, My wife and I went to Paradise Stream @ Ceasars Pocono Resorts last December (a week before Christmas)for everything - skiing, snowmobiling, swimming, hot tubbing, shopping, romancing, horseriding and one horse sleigh ride. There's so much more fun activities that we tried to do within one week. Simply wonderful times. We went skiing at several ski areas. To name a few ski areas nearby: Alpine Mountain Ski, Big Boulder Ski, Blue Mountain Ski, Camelback Ski , Jack Frost Mountain, and Shawnee Mountain. It's only five hours driving for me. Just about an hour and half north of Philly.
MD/PA/WV
Wisp is nice only if covered in natural snow otherwise the snowmaking machines will cover few trails which can be crowded easily and depending on the cold weather during December which can be iffy. Same for Seven Springs. Snowshoe could get some natural snow in December but still iffy. We had cold winter only for short time in NOV'05 and DEC'05 but the warm spell melt the snow last JAN '06, remember?
Driving to Wisp is probably easier than going to Seven Springs which is easier than going to Snowshoe WV. Snowshoe ski resort are located on top of the mountain which means driving the switching roads from the town of Cass. I use the route I-66 - VA55 - WV55 - WV28 - WV66 to avoid the higher altitude (above 2,000 feet) mountain roads which may get icy. WV33 route is one of those passes that many people dislike for driving when it's snowing or about to get iced.
I have been skiing for about 15 yrs before switch over to snowboarding since 1998. First time I went snowboarding out west was back in '99 I think. I have been snowboarding out west every year since '99. I have some ski trips in plan for this coming winter. Someday I will prepare myself for some backcountry snowboarding and heliboarding /cat boarding.
Sorry for the long post.