diff --git a/src/main/java/org/jvnet/hudson/test/HudsonTestCase.java b/src/main/java/org/jvnet/hudson/test/HudsonTestCase.java
index 96cf5e2ff..935045a84 100644
--- a/src/main/java/org/jvnet/hudson/test/HudsonTestCase.java
+++ b/src/main/java/org/jvnet/hudson/test/HudsonTestCase.java
@@ -553,6 +553,7 @@ protected ServletContext createWebServer() throws Exception {
         context.setClassLoader(getClass().getClassLoader());
         context.setConfigurations(new Configuration[]{new WebXmlConfiguration()});
         context.addBean(new NoListenerConfiguration(context));
+        context.setServer(server);
         server.setHandler(context);
         JettyWebSocketServletContainerInitializer.configure(context, null);
         context.getSecurityHandler().setLoginService(configureUserRealm());
diff --git a/src/main/java/org/jvnet/hudson/test/JenkinsRule.java b/src/main/java/org/jvnet/hudson/test/JenkinsRule.java
index f705a4d33..40d318630 100644
--- a/src/main/java/org/jvnet/hudson/test/JenkinsRule.java
+++ b/src/main/java/org/jvnet/hudson/test/JenkinsRule.java
@@ -859,6 +859,7 @@ public static Server _createWebServer(
         context.setClassLoader(classLoader);
         context.setConfigurations(new Configuration[]{new WebXmlConfiguration()});
         context.addBean(new NoListenerConfiguration(context));
+        context.setServer(server);
         server.setHandler(context);
         JettyWebSocketServletContainerInitializer.configure(context, null);
         context.getSecurityHandler().setLoginService(loginServiceSupplier.get());