Elkins to Davis Overnighter
This route could be done in 1 day for an ambitious soul, but is more enjoyable as an overnighter. There are a few modifications that could be done to make it a little easier, which I have indicated. I would also not recommend attempting this ride on skinny tires in the winter, since Canaan Loop Road and other sections, continue to have snow well into Spring some years. Canaan Loop Road typically features deep mud, and I would recommend bringing something to clean your chain if you take this route.
(about 98 miles)
https://ridewithgps.com/routes/44604511
*link for directions*