Sounds like a fun trip.
We ride most of the area from Watersmeet north on a regular basis.
@mjw66 , We love the Copper Harbor ride, but I wouldn't recommend this one over a weekend and a
"schedule". I think your group would miss some of the fun just trying to make the trip. I will also reiterate the previous statements about changing conditions. We ride from the west end to Copper Harbor every other week during the season. The trails can be brutal or perfect. It's tough when they are brutal. It also varies a lot with each club at times. Equipment breakdowns and timing affects the north end more because of traffic and snow depth. I mention the last part because you are trying to plan this trip in advance. Those factors can happen on a daily basis.
I like you plan to ride the Porkies and L.O.C. It's doable and also gives you a lot of options. If you have a chance to sit down with some maps, look at a loop ride. I can help a lot with trail input with any of those trails and simple gas planning. The variety of trails and scenery is pretty remarkable just by taking a different route in each direction. BTW, the Bond Falls suggestion is fantastic.
Another item to note is the variation in snow with that ride. The north/south orientation can create some amazing contrast in snow. If you hit the timing right and the L.E.S. guns are going, you might be shocked.
I'd love to help a little more on the overnight options, but it would be hearsay. Konteka has been good to us with the food and option to throw around a bowling ball. Maybe someone can give an update on the AmericInn in Silver City. I have not stayed in the rooms. Food has varied over the years. I'm not aware of many other walking options.