If If you wanted to come by train unfortunately you are 70 years too late.
However US 285 has taken over much of the old rail route from Bailey to Como, over Kenosha Pass.
The road to Breckenride over Boreas Pass is Summer only, but very smooth for a dirt road.
For more modern directions, here is the Mapquest
http://www.mapquest.com/maps/map.adp?searchtype=address&country=US&addtohistory=&searchtab=home&formtype=address&popflag=0&latitude=&longitude=&name=&phone=&level=&cat=&address=&city=Como&state=Co&zipcode=
