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We used to... somewhat attempt manual changelogs. Every time it came to a release the release manager would ask around for what the key changes were, and we usually ended up with only a couple of entries.
Now, we use https://github.com/twisted/towncrier . Every change goes through pull requests, and every PR must have a newsfragment file - and we enforce this with a test that fails if it isn't present (with convenience functions of rewriting the number to match the PR if you name the news file XXX.{category}). If it's not a user-facing change, then we just have a category that is ignored.
On releases (or on individual PRS along the way), the release manager generates the changelog, but also edits them into a relatively coherent style (or rewrites developers news fragments along the way).
Every change has a note written aimed at the user. Every entry in the changelog has a link to the relevant PR or commit. We have much better changelogs now.
I have a CHANGELOG.md for all my projects.
Fairly boring, but useful.
Here's a changelog that covers about 14 years: https://github.com/bmlt-enabled/bmlt-root-server/blob/main/C...
https://github.com/changesets/changesets works well for generating changelogs.
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