[sandworm101]

It is more layered than that. The work machine initiates a VPN automatically at login. Once that VPN is up, all traffic goes through the VPN, including DNS. It will actively ignore/block anything that isn't coming from the VPN. So we do tricks to get to the hotel splash page before the VPN software wakes up. These are corporately-managed windows machines. The boot/login process isn't exactly quick.

[jemmyw]

Why do you try to solve the problem at all? Wouldn't it be better to say "sorry I can't do any work from this location because of our IT policy" and let your organisation sort it out if they need you to work from a hotel?