Every list of weird websites has the same problem: it is finite, it is out of date, and once you have clicked through it you are back where you started. The more useful thing is a method โ a way of finding strange corners yourself, indefinitely.
The good news is that the strange web is not hidden. It is just badly served by the tools most people use to look for things.
Why search does not find this stuff
Search engines rank on signals that small handmade sites do not produce. No backlinks from large publishers, no update schedule, no schema markup, no marketing budget. A brilliant page made by one person in 2011 and never touched again is invisible to a system optimised for freshness and authority.
That is not a conspiracy, it is just what the ranking is for. It does mean you need different instruments.

Method one: follow people, not topics
The single highest-yield move is to find one person with good taste and mine their links. Personal sites almost always have a links page, a blogroll, or a “things I like” section, and the people on that page have their own.
Two or three hops out from a single good site and you are somewhere no search engine was going to send you. This is the original way the web worked and it still functions perfectly โ see the personal website is quietly coming back.
Method two: use the directories that still exist
Human-curated directories never fully died. Webrings, curated indexes, and community link collections are all still being maintained, mostly by hobbyists. They are slower than search and far better at this particular job, because a person decided each entry was worth including.
Method three: search like it is 2004
Modern search is tuned for questions. Weird sites respond better to blunt operators. Restricting results to a domain, quoting exact phrases, and excluding the obvious commercial terms will surface things the default ranking buries. We have a full rundown in search operators that still work.
Two habits that pay off immediately: search for phrases a hobbyist would write rather than a marketer, and add a year to push past recent content farms.

Method four: go sideways through archives
A dead link is not a dead end. Archived copies of old link pages are a goldmine, because they list sites from an era when almost everything on the web was handmade. Some of those sites are still live at the same address.
This overlaps heavily with where to find the old web, and it is by far the most reliable method if what you want specifically is the weird-and-old rather than the weird-and-new.
Method five: aggregators with humans in them
Communities built around sharing links โ rather than around discussion โ still surface a steady stream of odd pages. The signal is better when submissions are not sorted purely by votes, because pure voting converges on the broadly likeable.
Build the habit, not the list
The mistake is treating this as a one-off expedition. Set up somewhere to keep what you find โ a text file is genuinely fine โ and add to it whenever you stumble on something. Six months of that beats any list anyone can write for you, including this one.
And when you want a starting point rather than a technique, websites to visit when you’re bored is the front door.