diff --git a/jetty-core/jetty-session/src/main/java/org/eclipse/jetty/session/AbstractSessionManager.java b/jetty-core/jetty-session/src/main/java/org/eclipse/jetty/session/AbstractSessionManager.java
index 9ff7ed5bec1..8fab13497b3 100644
--- a/jetty-core/jetty-session/src/main/java/org/eclipse/jetty/session/AbstractSessionManager.java
+++ b/jetty-core/jetty-session/src/main/java/org/eclipse/jetty/session/AbstractSessionManager.java
@@ -239,9 +239,9 @@ public abstract class AbstractSessionManager extends ContainerLifeCycle implemen
         _context = ContextHandler.getCurrentContext();
         _loader = Thread.currentThread().getContextClassLoader();
 
-        // ensure a session path is set for non root contexts
+        // ensure a session path is set
         String contextPath = _context == null ? "/" : _context.getContextPath();
-        if (!"/".equals(contextPath) && getSessionPath() == null)
+        if (getSessionPath() == null)
             setSessionPath(contextPath);
 
         // Use a coarser lock to serialize concurrent start of many contexts.
diff --git a/jetty-ee10/jetty-ee10-servlet/src/test/java/org/eclipse/jetty/ee10/servlet/SessionHandlerTest.java b/jetty-ee10/jetty-ee10-servlet/src/test/java/org/eclipse/jetty/ee10/servlet/SessionHandlerTest.java
index cbb868a144e..65f3b0b496b 100644
--- a/jetty-ee10/jetty-ee10-servlet/src/test/java/org/eclipse/jetty/ee10/servlet/SessionHandlerTest.java
+++ b/jetty-ee10/jetty-ee10-servlet/src/test/java/org/eclipse/jetty/ee10/servlet/SessionHandlerTest.java
@@ -299,7 +299,7 @@ public class SessionHandlerTest
     @Test
     public void testSimpleSessionCreation() throws Exception
     {
-        String contextPath = "";
+        String contextPath = "/";
         String servletMapping = "/server";
 
         Server server = new Server();
@@ -339,7 +339,8 @@ public class SessionHandlerTest
             client.start();
 
             //make a session
-            String url = "http://localhost:" + port + contextPath + servletMapping + "?action=create";
+            String path = contextPath + (contextPath.endsWith("/") && servletMapping.startsWith("/") ? servletMapping.substring(1) : servletMapping);
+            String url = "http://localhost:" + port + path + "?action=create";
 
             //make a request to set up a session on the server
             ContentResponse response = client.GET(url);
@@ -347,8 +348,9 @@ public class SessionHandlerTest
 
             String sessionCookie = response.getHeaders().get("Set-Cookie");
             assertTrue(sessionCookie != null);
+            assertThat(sessionCookie, containsString("Path=/"));
 
-            ContentResponse response2 = client.GET("http://localhost:" + port + contextPath + servletMapping + "?action=test");
+            ContentResponse response2 = client.GET("http://localhost:" + port + path + "?action=test");
             assertEquals(HttpServletResponse.SC_OK, response2.getStatus());
         }
         finally
diff --git a/jetty-ee9/jetty-ee9-nested/src/test/java/org/eclipse/jetty/ee9/nested/SessionHandlerTest.java b/jetty-ee9/jetty-ee9-nested/src/test/java/org/eclipse/jetty/ee9/nested/SessionHandlerTest.java
index f476ad1d80b..df054d810f7 100644
--- a/jetty-ee9/jetty-ee9-nested/src/test/java/org/eclipse/jetty/ee9/nested/SessionHandlerTest.java
+++ b/jetty-ee9/jetty-ee9-nested/src/test/java/org/eclipse/jetty/ee9/nested/SessionHandlerTest.java
@@ -60,6 +60,7 @@ public class SessionHandlerTest
     private Server _server;
     private LocalConnector _connector;
     private SessionHandler _sessionHandler;
+    private ContextHandler _contextHandler;
 
     @BeforeEach
     public void beforeEach() throws Exception
@@ -67,15 +68,15 @@ public class SessionHandlerTest
         _server = new Server();
         _connector = new LocalConnector(_server);
         _server.addConnector(_connector);
-        ContextHandler contextHandler = new ContextHandler();
-        _server.setHandler(contextHandler);
+        _contextHandler = new ContextHandler();
+        _server.setHandler(_contextHandler);
 
         _sessionHandler = new SessionHandler();
         _sessionHandler.setSessionCookie("JSESSIONID");
         _sessionHandler.setUsingCookies(true);
         _sessionHandler.setUsingURLs(false);
         _sessionHandler.setSessionPath("/");
-        contextHandler.setHandler(_sessionHandler);
+        _contextHandler.setHandler(_sessionHandler);
 
         _sessionHandler.setHandler(new AbstractHandler()
         {
@@ -283,6 +284,10 @@ public class SessionHandlerTest
     @Test
     public void testCreateSession() throws Exception
     {
+        _server.stop();
+        _sessionHandler.setSessionPath(null);
+        _contextHandler.setContextPath("/");
+        _server.start();
         LocalConnector.LocalEndPoint endPoint = _connector.connect();
         endPoint.addInput("""
             GET / HTTP/1.1
@@ -301,6 +306,8 @@ public class SessionHandlerTest
 
         response = HttpTester.parseResponse(endPoint.getResponse());
         assertThat(response.getStatus(), equalTo(200));
+        String setCookie = response.get("SET-COOKIE");
+        assertThat(setCookie, containsString("Path=/"));
         String content = response.getContent();
         assertThat(content, startsWith("Session="));
         String id = content.substring(content.indexOf('=') + 1, content.indexOf('\n'));