I think how well this would go would depend on the backwards compatibility of your OS or if your browser is meant for older hardware. Windows is supposedly extremely backwards compatible. So I'd imagine your average Windows PC would have an easier time than say, MacOS or Linux. You would probably also have to use browsers meant for older hardware like Dillo browser or NetSurf which are 2 examples of old hardware supported browsers meant for MacOS, Linux and BSD. Dillo also runs on Windows, but I've been told the installation on Windows is more complicated. These types of browsers tend to also strip websites of more modern Javascript & CSS but still work on modern operating systems and hardware.
However most old websites still work in modern browsers so long as they have HTTPS support. So even if you use a browser meant for modern hardware, it shouldn't be too much of an issue.