This is where I do most of my riding since I'm based in Spread Eagle, WI. I ride to Watersmeet regularly via trail 2. You can get east fairly quick since it's an old railroad grade. You have gas opportunities in Iron river, Amasa, Crystal Falls and Florence depending on how long you stay on Trail 2. There are two more gas stations just off the trail (2) if you continue east of Florence towards Iron Mountain. Before you cross the bridge crossing the Menominee river into Michigan there are two more gas stations. The signs may say R&S Liquors and something else, but it's not directly on the trail. This is where I gas up if I head east from my place. Forgive me, but I don't have my trail maps with me since I'm not at the lake house so I can't give you some trail numbers.
There is a trail that heads north from Trail 2 before you get to Iron River towards Amasa that I like (faster pace similar to White pine area trails). From Amasa you could head down towards Crystal Falls. This trail is tighter with some twisties but not too tiring. I like Trail 5 from Iron Mountain up to Republic and all the way up to Trail 14, one of my favorites. Trail 14 runs from Big Bay to L'Anse. You should be able to make it from the Gas stations I referred to all the way to Koski Corner, which is at the Junction of M95 and 41. There is also a Diner at this intersection. The first time it's a little tricky getting there from the trail so if you are interested in this location let me know.
If you continue past Iron Mountain on Trail 2 there is a nice trail that heads north past Loretto that will take you to Cass Junction. You can then head back west to Trail 5 which will intersect just north of Iron Mountain.
Usually there is less snow in the central section of the UP than in the western part, but once you get up into the Big Bay/Republic area the snow tends to be more similar to the western section. Not much off trail riding either.
There are more suggestions if you are interested.