diff --git a/certbot/plugins/webroot_test.py b/certbot/plugins/webroot_test.py
index 6e67ddf28..5a311716e 100644
--- a/certbot/plugins/webroot_test.py
+++ b/certbot/plugins/webroot_test.py
@@ -145,6 +145,22 @@ class AuthenticatorTest(unittest.TestCase):
         mock_chown.side_effect = OSError(errno.EACCES, "msg")
         self.auth.perform([self.achall])  # exception caught and logged
 
+
+    @test_util.patch_get_utility()
+    def test_perform_new_webroot_not_in_map(self, mock_get_utility):
+        new_webroot = tempfile.mkdtemp()
+        self.config.webroot_path = []
+        self.config.webroot_map = {"whatever.com": self.path}
+        mock_display = mock_get_utility()
+        mock_display.menu.side_effect = ((display_util.OK, 0),
+                                         (display_util.OK, new_webroot))
+        achall = achallenges.KeyAuthorizationAnnotatedChallenge(
+            challb=acme_util.HTTP01_P, domain="something.com", account_key=KEY)
+        with mock.patch('certbot.display.ops.validated_directory') as m:
+            m.return_value = (display_util.OK, new_webroot,)
+            self.auth.perform([achall])
+        self.assertEqual(self.config.webroot_map[achall.domain], new_webroot)
+
     def test_perform_permissions(self):
         self.auth.prepare()