diff --git a/site/lib/lib.test.mjs b/site/lib/lib.test.mjs
index 59e6331..c53c4e0 100644
--- a/site/lib/lib.test.mjs
+++ b/site/lib/lib.test.mjs
@@ -513,6 +513,8 @@ eq("bare url in bold", renderInline("**https://a.test/x**", passLink), '<strong>
 eq("bare url keeps a balanced paren", renderInline("see https://a.test/wiki/Foo_(bar).", passLink), 'see <a href="https://a.test/wiki/Foo_(bar)" rel="noopener noreferrer">https://a.test/wiki/Foo_(bar)</a>.');
 eq("angle-bracket autolink", renderInline("<https://a.test/x>", passLink), '<a href="https://a.test/x" rel="noopener noreferrer">https://a.test/x</a>');
 eq("bare url stops at a code span", renderInline("https://a.test/x`y`", passLink), '<a href="https://a.test/x" rel="noopener noreferrer">https://a.test/x</a><code>y</code>');
+eq("bare url stops at curly double quotes", renderInline("on “https://a.test/x”", passLink), 'on “<a href="https://a.test/x" rel="noopener noreferrer">https://a.test/x</a>”');
+eq("bare url stops at curly single quotes", renderInline("see ‘https://a.test/y’", passLink), 'see ‘<a href="https://a.test/y" rel="noopener noreferrer">https://a.test/y</a>’');
 throws("malformed escape is a link error", () => resolve("bad%E0.md"), 'link target "bad%E0.md" is malformed');
 eq("query on a relative link is kept", resolve("../../docs/provenance.md?plain=1").href, "https://github.com/o/r/blob/main/docs/provenance.md?plain=1");
 
diff --git a/site/lib/markdown.mjs b/site/lib/markdown.mjs
index 99d4f06..9c856ae 100644
--- a/site/lib/markdown.mjs
+++ b/site/lib/markdown.mjs
@@ -105,8 +105,10 @@ export function renderInline(text, resolveLink) {
   s = s.replace(/<(https?:\/\/[^\s<>]+)>/g, (_, url) => keep(`<a href="${esc(url)}" rel="noopener noreferrer">${esc(url)}</a>`));
   // Bare URLs, leaving trailing sentence punctuation outside the link. A URL
   // stops at `*` (bold around it) and at a slot (a code span right after it),
-  // and keeps a closing paren that balances one inside it (Foo_(bar)).
-  s = s.replace(/https?:\/\/[^\s<>"*\u0000]+/g, (url) => {
+  // and keeps a closing paren that balances one inside it (Foo_(bar)). Curly
+  // quotes end it too, as they do in the link check: quoted licence text wraps
+  // a URL in them (#274, #285).
+  s = s.replace(/https?:\/\/[^\s<>"*‘’“”\u0000]+/g, (url) => {
     let [, core, tail] = url.match(/^(.*?)([.,;:!?)\]]*)$/);
     while (tail.startsWith(")") && count(core, "(") > count(core, ")")) {
       core += ")";