Southern Maryland, especially the lower portion of St. Mary's never gets too bad. The temperature mostly only goes below freezing during the night and morning for most of winter. Other than that, it's pretty tolerable.. The geographical setting of a peninsula is pretty interesting too, in terms of it's effect on winter weather. When we got a blizzard a few years back, the Northern portion of the county got well over a foot of snow, whereas just 20 miles below that barely got six inches, but more ice. The Summers here can suck though, totally swampy, hot weather.