Ubuntu 18.04 has been rock solid for me on the XPS, and it has been getting BIOS updates (and Linux has been getting device driver updates if I want to reinstall).
Linux worked perfectly on the Toshiba I had for the previous 4 years (I didn't buy it with Linux in mind, it just worked).
In my experience, Windows laptops often get "driver rot" over time (amongst other issues). As a developer I can usually fix the Windows issues, but it certainly is not a painless task.
Dell's XPS Windows drivers were particularly bad considering the sticker price - Windows blue-screened two clicks into the install after opening the box - and I had some other blue-screen problems that took me a while to resolve when I first got the laptop. I haven't booted into Windows after installing Ubuntu, and Ubuntu has given me far less trouble than Windows (on this machine).
I've (sadly) heard similar reports for Linux on Thinkpads (eg https://www.reddit.com/r/thinkpad/comments/9fos6i/x1_extreme... - and plenty of other reports on other models).