The crossing at the Soo is a huge pain 90% of the time. Traffic is backed up for miles at times, especially in the summer, and the customs agents can be very grumpy. I've had to pop my trunk, get out of my vehicle, etc, when I had NO reason to be held or inspected. Crossing in Sarnia (lower Michigan) is quick and easy in my experience. The last time, I crossed into Ontario in Niagara Falls, and crossed back a few hours later, with commercial wine and beer with no issues at that crossing. I wouldn't even think about it in the Soo.
It depends on where you are going. I think Tahquamenon Falls Brewery generally sucks, while the Copper Harbour brewery doesn't suck but isn't great either. In Marquette, Black Rocks is nice as is the Vierling. If you go into the Vierling (great food, too), ask and see if Chumly is there and tell him you're from the HBT forum and I told you to stop in. He's a great guy.
In Houghton, the Library has good beer but I am not a fan of Keweenaw (too underattenuated and generally sweet but not offensively bad or anything). Hereford and Hops in Escanaba can be pretty good.
Let me know if you want any input on the best waterfalls and places to see, depending on where you are going!