I enjoy axbom, LOW←TECH MAGAZINE and Dedoimedo quite a bit. For something more focused on the history of tech, specially games, there's also The Digital Antiquarian.
I haven't been a reader for about ten years as it's resonated less with me, but some of Joel's old posts are pure gold.
https://www.joelonsoftware.com/2007/10/26/evidence-based-scheduling/
learnbyexample has very nice blogposts (or rather books) on GNU and sysadmin topics, samwho.dev has great visualisations on compsci concepts
OS/2 Museum for software archaeology, Nicole Express, and Leaded Solder for vintage-computer/game stories. If you like RMS, you might also like Richard Falkvinge
Websites, software, games, fads, memes, or any general happenings that used to occur or had originated on computers 20+ years ago.
This community is software and internet focused. For retro hardware discussion try !retrocomputing@lemmy.sdf.org
Some Cool Links
Classic Websites: Random Page / Search Engine
cool-retro-term: terminal emulator mimicing old cathode displays
Neocities: webhost homage to Geocities
Webamp / Webamp Desktop / Skin Library: cross-platform re-implementation of Winamp 2.9