https://bugs.winehq.org/show_bug.cgi?id=38900
--- Comment #3 from Stephen sb7145@gmail.com --- For anyone else that might come across this...
As per Anastasius Focht's comments (thanks again for the info you provided), I downloaded an older compatible version of Python MSI for VPython.
Do not download the 32-bit Python-2.7.9 as instructed. Instead download python-2.7 using this modified link...
https://www.python.org/ftp/python/2.7/python-2.7.msi
This has resolved my VIDLE/VPython issue and all appears to be working now. I'll try and contact the author/devs of VPython to let them know.
Thanks, Stephen