Herrington definitely has space, but they are pretty darn expensive. I probably need to call around Solomons to see what's there. I really don't mind going anywhere reasonable on Chesapeake - so far found one relatively inexpensive place down in Deltaville. I'd rather go up than down, though.
I am also considering keeping the boat in the water, but I probably won't be able to come check up on her, which makes it less then ideal - plus in a slip as narrow as mine it's real easy to damage the boat in winter storm.