Watch the 3 Raimi movies, definitely. But skip the ones with Andrew Garfield, and only watch the Tom Holland movies if you’ve already watched the rest of the MCU.
I’m a completionist. I enjoy diving into the deep end of a franchise. I usually do everything starting from the beginning. I will not skip the Webb films, nor the Watts films, despite not following the MCU. Maybe I’ll watch Doctor Strange. Oh and I guess I gotta see those Sony spinoffs and the Spiderverse films.