First of all, Welcome to DCSki!
I'll pitch my two cents worth in but I'm sure many of the other folks on this board will have some great ideas as well:
Canaan/Timberline: Canaan Lodge is a decent hotel/motel and runs a shuttle to/from the Canaan Ski area. It's only a couple of miles to Timberline ski area from there.
Snowshoe: I personally always stay on the mountain-top in a townhome style condo but you could stay in Cass or you could stay in Slaty-Fork, or further down the road is Marlinton which has several Motels.