Caddy 2 handle_error examples with custom error pages?

That’s not right. expression is a matcher type, not a directive.

   handle_errors {
      @404 {
         expression {http.error.status_code} == '404'
      }
      
      respond @404 "Oops 404 Try again"
   }

If you want to display some 404.html page, you can use rewrite instead of respond. That part was just for explanatory purposes.

If you’re confused about matchers, read this page in the docs: Request matchers (Caddyfile) — Caddy Documentation

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