I am also having this same problem. All works fine with a Mac but with the Windows 10 machine, the upload fails when trying to open the port. I’ve tried two different Wio Terminals and two different Windows 10 systems (One of them I did a fresh install of Arduino). Both of the windows systems are running Arduino 1.8.13. It would be nice for this to be addressed ASAP. Also, the attempt to get board information via the menu works fine.
Also, I tried uploading (after selecting the correct port) when the system is in and out of the bootloader mode–still no luck. So, this solution does not work: Can't upload to Wio Terminal using Windows 10 - #13 by salman