I don't know where you're getting this from that the manual tells you to go in for service to reset the TPWS. In my US spec owner's manual on page 367, it spells out how you would go about resetting the TPWS. Also, my car is a 2019 MY CHR.
On my 2013 BMW 135i, I would do the same thing as you where I run two sets of tires; summer and winter. Both sets are on dedicated wheels. So when I swap them when seasons change, I would have to reset the TPMS. Been doing this since I bought the car new without issue.
Depending on how things go, I may be doing the same thing with the CHR in getting another set of wheels and tires to do summer/winter swaps.
2019 Toyota C-HR LE Silver Knockout Metallic
2013 BMW 135i Carbon Black
2009 Ducati 848 Pearl White/Black
2004 Kawasaki Ninja ZX-10R Black