atc98092 is the resident traveling gypsy around here. He likely has some tips/advice on connecting to these different hotel connections.
I travel with an older 3921 Premiere+ and have never been prompted with the dorm/hotel login requirement so haven't had any experience in troubleshooting the different scenarios. I just plug it in and has always worked.
Edited to add... Wonder if you can just use your laptop to establish the wifi connection and then connect your Roku to the laptop wifi. (ad-hoc hotspot scenario).
I connected my Stick last week without any issues. But I will say that sometimes the hotel network provides just enough Internet connection to make the Roku think it's connected, so it doesn't trigger the hotel function. This is why Roku really needs to add the ability to manually tell the Roku that it's on a hotel/dorm network. While it's the fault of the hotel network configuration, it would really be good to have the ability to trigger the role manually.
Unfortunately, I don't think you can connect a computer to the hotel WiFi and then provide a hotspot for other devices. That would require the WiFi to support two separate connections on the same radio, and I'm not certain that is possible. It would require two separate WiFi radios.
But I did do something similar when I was at a hotel for several months. I used a Windows PC to connect to the hotel via WiFi, then shared the connection over the Ethernet port and added a network switch with WiFi (in other words, a router set up as an access point) and connected all my devices I was traveling with to that connection. That way I only had a single connection to the hotel network, but all of my devices connected to my private network. I could use the Roku app on my phone if I desired, as well as streamed media from the PC that I brought with me to my Roku devices. The room had two TVs, so I put my Stick on the living room TV and my Ultra on the bedroom set.
Since a laptop has a WiFi radio and likely has an Ethernet port, someone could do the same thing I did, but it would require traveling with that extra router that was set up to be an access point. If you didn't care about accessing media from the computer, the router wouldn't need to be set up as a WAP, so that would simplify things.
