diff --git a/tasks/generate-redirects.ts b/tasks/generate-redirects.ts
index caaaead7..cc3fae32 100644
--- a/tasks/generate-redirects.ts
+++ b/tasks/generate-redirects.ts
@@ -21,7 +21,33 @@ const flags = parseArgs(Deno.args, {
   default: { symlinks: false },
 });
 
-const latestRelease = Object.values(versions).slice(-1)[0];
+// "latest" resolves to the most stable release available, never a nightly.
+// Nightlies use x-wildcard slugs (e.g. "4.x-nightly") which coerce to an
+// inflated placeholder semver (4.99.0-nightly) that would otherwise outrank
+// real releases like "4.0.0-alpha.1". Prefer real releases by semver and
+// only fall back to nightlies when no real release exists.
+const latestRelease = selectLatestRelease(Object.values(versions));
+
+function selectLatestRelease(
+  versionArtifacts: { version: string; cid: string }[],
+): { version: string; cid: string } {
+  const real: { version: string; cid: string; semver: SemVer }[] = [];
+  const nightlies: { version: string; cid: string; semver: SemVer }[] = [];
+
+  for (const artifact of versionArtifacts) {
+    const coerced = tryCoerceVersion(artifact.version);
+    if (!coerced) continue;
+    const parsed = parseSemver(coerced);
+    const isTrackAlias = !canParseSemver(artifact.version);
+    if (isTrackAlias) nightlies.push({ ...artifact, semver: parsed });
+    else real.push({ ...artifact, semver: parsed });
+  }
+
+  const pool = real.length ? real : nightlies;
+  return pool.reduce((best, current) =>
+    greaterThan(current.semver, best.semver) ? current : best
+  );
+}
 
 ////////////////////////////////////////////
 // GENERATE TREES