I haven’t done that exact trip, but I live in Green Bay. So, I’m very familiar with courses north of Sheboygan.
I’ve also taken a group trip up to play Timberstone, Sweetgrass and Greywalls for the last 5 years.
If you’re coming up from Chicago there is probably a lot of places around Milwaukee (that I’m largely unfamiliar with).
Lawsonia wouldn’t be too far out of the way on the trip north.
Around Green Bay my recommendations would be:
- The Creeks at Ivy Acres is a nice track, if the new ownership has finished fixing the bunkers and improved playing conditions.
- Brown County Golf Course is a solid muni. Especially if you hate width and angles
- Thornberry Creek is a fairly straightforward course, but they host an LPGA event which might be reason enough to play it.
- Royal St Patrick’s is one of the places I play regularly. It’s almost always in good shape, is a reasonably interesting layout, and is about 3 miles from my house.
North of Green Bay there isn’t much to recommend between here and Sweetgrass. The only place I’d bother stopping to play is Hunter’s Glen in Crivitz. They have incredibly reasonable deals at least a few days a week. Most of the course is built on a sand base, so it’s usually fairly firm and fast (a couple of swampy holes on the back nine are an exception).
Hopefully this helps. If you have questions, or want to get together for a round on your way through let me know.