Whats a mail trail?Polaris has an app for smart phones that show all the mail trails in the midwest.
Here are maps for three out of the four Wisconsin counties you need. I don't think Ashland county map is online. I've ridden from around Superior Wi to Ironwood. Depends on what you are looking for on the ride, the fastest way on the WI leg would be to head into Ashland County on Iron County trail 11 and head toward Mellen, then up to the city of Ashland. In Ashland you hit Trail 2 (tri-county corridor) which is a super highway all the way to Superior. If you are looking for something more twisty or scenic, there are better alternatives to the south.
Iron County
http://www.ironcountyforest.org/2009 Snowmobile Map.pdf
Bayfield County
http://www.bayfieldcounty.org/assets/files/tourism/Maps/Snowmobile Trails 11-12.pdf
Douglas County
http://bruleriverriders.com/?110020
vmax1994, duluth rider & groomerdriver, thank you all for your suggestion's and especially the maps. I believe we have made a plan based on your help. From the porkies heading southwest on trail 2/77/7/2 then north up 63/31 to the bayfield peninsula to the Legendary Waters Resort & Casino to spend the night. In the morning head back south on 13 then west on 2 then northeast on 3 to trail 100 in Mi. back to trail 2 into White Pine. I'll let you know how it turns out cuz it looks great on the map.