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« on: October 06, 2023, 01:02:12 pm »
On the NY (state) parts, weather will be quite variable in April and early May. Expect some days that are downright cold and rainy. You're experienced, so you know how to deal with it. Maybe allow a rain day or two.
There is no one train that follows your route. There is a parallel route from NYC to Buffalo, but no other trains until you get to Minneapolis. Greyhound (bus) has some services that cross your path, check them. I would not plan on using Amtrak in a hop on/off manner. Bike spaces and train seats must be reserved, and they often sell out.
I loved taking the SS Badger across Lake Michigan, and will go again someday.
For a route from Manitowoc to Stillwater, the Wisconsin Bike Federation has cycling maps for the state.
If you ride to Milwaukee, there are nice trails most of the way across the state, to Winona Minnesota. See the Wisconsin DNR website. Between St. Cloud MN and Moorhead MN (Fargo), there are also nice trails.