diff --git a/src/xenia/ui/main_window.cc b/src/xenia/ui/main_window.cc
index 82e743a81..d1ac06260 100644
--- a/src/xenia/ui/main_window.cc
+++ b/src/xenia/ui/main_window.cc
@@ -19,7 +19,8 @@ namespace xe {
 namespace ui {
 
 MainWindow::MainWindow(Emulator* emulator)
-    : PlatformWindow(L"xenia"), emulator_(emulator) {}
+    : PlatformWindow(L"xenia"), emulator_(emulator),
+      main_menu_(MenuItem::Type::kNormal) {}
 
 MainWindow::~MainWindow() = default;
 
@@ -64,6 +65,19 @@ bool MainWindow::Initialize() {
     }
     e.set_handled(handled);
   });
+
+  // Main menu
+  // FIXME: This code is really messy.
+  auto file = std::make_unique<PlatformMenu>(MenuItem::Type::kPopup, L"&File");
+  file->AddChild(std::make_unique<PlatformMenu>(
+                MenuItem::Type::kString, Commands::IDC_FILE_OPEN, L"&Open"));
+
+  main_menu_.AddChild(std::move(file));
+
+  auto debug = std::make_unique<PlatformMenu>(MenuItem::Type::kPopup, L"&Debug");
+
+  SetMenu(&main_menu_);
+
   return true;
 }
 
@@ -75,6 +89,10 @@ void MainWindow::OnClose() {
   exit(1);
 }
 
+void MainWindow::OnCommand(int id) {
+
+}
+
 X_STATUS MainWindow::LaunchPath(std::wstring path) {
   X_STATUS result;
 
diff --git a/src/xenia/ui/main_window.h b/src/xenia/ui/main_window.h
index d8e9d739a..cfff35137 100644
--- a/src/xenia/ui/main_window.h
+++ b/src/xenia/ui/main_window.h
@@ -16,6 +16,7 @@
 // TODO(benvanik): only on windows.
 #include "xenia/ui/win32/win32_loop.h"
 #include "xenia/ui/win32/win32_window.h"
+#include "xenia/ui/win32/win32_menu_item.h"
 
 namespace xe {
 class Emulator;
@@ -26,6 +27,7 @@ namespace ui {
 
 using PlatformLoop = xe::ui::win32::Win32Loop;
 using PlatformWindow = xe::ui::win32::Win32Window;
+using PlatformMenu = xe::ui::win32::Win32MenuItem;
 
 class MainWindow : public PlatformWindow {
  public:
@@ -43,9 +45,15 @@ class MainWindow : public PlatformWindow {
   bool Initialize();
 
   void OnClose() override;
+  void OnCommand(int id) override;
+
+  enum Commands {
+    IDC_FILE_OPEN,
+  };
 
   Emulator* emulator_;
   PlatformLoop loop_;
+  PlatformMenu main_menu_;
 };
 
 }  // namespace ui
diff --git a/src/xenia/ui/menu_item.cc b/src/xenia/ui/menu_item.cc
index 86f9d525a..cd89ae4d7 100644
--- a/src/xenia/ui/menu_item.cc
+++ b/src/xenia/ui/menu_item.cc
@@ -14,6 +14,9 @@ namespace ui {
 
 MenuItem::MenuItem(Type type) : type_(type), parent_item_(nullptr) {}
 
+MenuItem::MenuItem(Type type, const std::wstring &text) :
+    type_(type), parent_item_(nullptr), text_(text) {}
+
 MenuItem::~MenuItem() = default;
 
 void MenuItem::AddChild(MenuItem* child_item) {
diff --git a/src/xenia/ui/menu_item.h b/src/xenia/ui/menu_item.h
index 72993540b..ec2c8ea07 100644
--- a/src/xenia/ui/menu_item.h
+++ b/src/xenia/ui/menu_item.h
@@ -19,20 +19,22 @@
 namespace xe {
 namespace ui {
 
-class Window;
-
 class MenuItem {
  public:
   typedef std::unique_ptr<MenuItem, void (*)(MenuItem*)> MenuItemPtr;
 
   enum class Type {
-    kNormal,
+    kPopup, // Popup menu (submenu)
     kSeparator,
+    kNormal, // Root menu
+    kString, // Menu is just a string
   };
 
   virtual ~MenuItem();
 
   MenuItem* parent_item() const { return parent_item_; }
+  Type type() { return type_; }
+  const std::wstring &text() { return text_; }
 
   void AddChild(MenuItem* child_item);
   void AddChild(std::unique_ptr<MenuItem> child_item);
@@ -43,16 +45,17 @@ class MenuItem {
 
  protected:
   MenuItem(Type type);
+  MenuItem(Type type, const std::wstring &text);
 
   virtual void OnChildAdded(MenuItem* child_item) {}
   virtual void OnChildRemoved(MenuItem* child_item) {}
 
   virtual void OnSelected(UIEvent& e);
 
- private:
   Type type_;
   MenuItem* parent_item_;
   std::vector<MenuItemPtr> children_;
+  std::wstring text_; // Text associated with this item (typically the title)
 };
 
 }  // namespace ui
diff --git a/src/xenia/ui/win32/win32_menu_item.cc b/src/xenia/ui/win32/win32_menu_item.cc
index c2371e39c..c7dbb7cbd 100644
--- a/src/xenia/ui/win32/win32_menu_item.cc
+++ b/src/xenia/ui/win32/win32_menu_item.cc
@@ -9,12 +9,29 @@
 
 #include "xenia/ui/win32/win32_menu_item.h"
 
+#include "xenia/base/assert.h"
+
 namespace xe {
 namespace ui {
 namespace win32 {
 
+Win32MenuItem::Win32MenuItem(Type type, int id, const std::wstring& text)
+    : id_(id), MenuItem(type, text) {
+  switch (type) {
+    case MenuItem::Type::kNormal:
+      handle_ = CreateMenu();
+      break;
+    case MenuItem::Type::kPopup:
+      handle_ = CreatePopupMenu();
+      break;
+  }
+}
+
 Win32MenuItem::Win32MenuItem(Type type)
-    : MenuItem(type), handle_(CreateMenu()) {}
+    : Win32MenuItem(type, 0, L"") {}
+
+Win32MenuItem::Win32MenuItem(Type type, const std::wstring& text)
+    : Win32MenuItem(type, 0, text) {}
 
 Win32MenuItem::~Win32MenuItem() {
   if (handle_) {
@@ -24,7 +41,20 @@ Win32MenuItem::~Win32MenuItem() {
 
 void Win32MenuItem::OnChildAdded(MenuItem* generic_child_item) {
   auto child_item = static_cast<Win32MenuItem*>(generic_child_item);
-  //
+
+  switch (child_item->type()) {
+    case MenuItem::Type::kPopup:
+      AppendMenuW(handle_, MF_POPUP, (UINT)child_item->handle(),
+                 child_item->text().c_str());
+      break;
+    case MenuItem::Type::kSeparator:
+      AppendMenuW(handle_, MF_SEPARATOR, child_item->id(), 0);
+      break;
+    case MenuItem::Type::kString:
+      AppendMenuW(handle_, MF_STRING, child_item->id(),
+                  child_item->text().c_str());
+      break;
+  }
 }
 
 void Win32MenuItem::OnChildRemoved(MenuItem* generic_child_item) {
diff --git a/src/xenia/ui/win32/win32_menu_item.h b/src/xenia/ui/win32/win32_menu_item.h
index b592fbe7a..4e0e591c1 100644
--- a/src/xenia/ui/win32/win32_menu_item.h
+++ b/src/xenia/ui/win32/win32_menu_item.h
@@ -21,16 +21,23 @@ namespace win32 {
 
 class Win32MenuItem : public MenuItem {
  public:
+  Win32MenuItem(Type type);
+  Win32MenuItem(Type type, const std::wstring &text);
+  Win32MenuItem(Type type, int id, const std::wstring &text);
   ~Win32MenuItem() override;
 
+  HMENU handle() { return handle_; }
+  int id() { return id_; }
+
  protected:
   void OnChildAdded(MenuItem* child_item) override;
   void OnChildRemoved(MenuItem* child_item) override;
 
  private:
-  Win32MenuItem(Type type);
 
   HMENU handle_;
+  uint32_t position_; // Position within parent, if any
+  int id_;
 };
 
 }  // namespace win32
diff --git a/src/xenia/ui/win32/win32_window.cc b/src/xenia/ui/win32/win32_window.cc
index e3576de98..962051ac3 100644
--- a/src/xenia/ui/win32/win32_window.cc
+++ b/src/xenia/ui/win32/win32_window.cc
@@ -20,7 +20,9 @@ namespace ui {
 namespace win32 {
 
 Win32Window::Win32Window(const std::wstring& title)
-    : Window(title), main_menu_(nullptr), closing_(false) {}
+    : Window(title), closing_(false) {
+  menu_ = nullptr;
+}
 
 Win32Window::~Win32Window() {}
 
@@ -57,7 +59,7 @@ bool Win32Window::Create() {
   AdjustWindowRect(&rc, WS_OVERLAPPEDWINDOW, FALSE);
 
   // Create window.
-  hwnd_ = CreateWindowEx(window_ex_style, L"XeniaWindowClass", L"Xenia",
+  hwnd_ = CreateWindowEx(window_ex_style, L"XeniaWindowClass", title_.c_str(),
                          window_style, rc.left, rc.top, rc.right - rc.left,
                          rc.bottom - rc.top, nullptr, nullptr, hInstance, this);
   if (!hwnd_) {
@@ -65,10 +67,6 @@ bool Win32Window::Create() {
     return false;
   }
 
-  main_menu_ = CreateMenu();
-  AppendMenu(main_menu_, MF_STRING, 0, L"TODO");
-  SetMenu(hwnd_, main_menu_);
-
   // Disable flicks.
   ATOM atom = GlobalAddAtom(L"MicrosoftTabletPenServiceProperty");
   const DWORD_PTR dwHwndTabletProperty =
@@ -137,7 +135,7 @@ bool Win32Window::set_title(const std::wstring& title) {
 
 void Win32Window::Resize(int32_t width, int32_t height) {
   RECT rc = {0, 0, width, height};
-  bool has_menu = main_menu_ ? true : false;
+  bool has_menu = menu_ ? true : false;
   AdjustWindowRect(&rc, WS_OVERLAPPEDWINDOW, has_menu);
   if (true) {
     rc.right += 100 - rc.left;
@@ -151,7 +149,7 @@ void Win32Window::Resize(int32_t width, int32_t height) {
 void Win32Window::Resize(int32_t left, int32_t top, int32_t right,
                          int32_t bottom) {
   RECT rc = {left, top, right, bottom};
-  bool has_menu = main_menu_ ? true : false;
+  bool has_menu = menu_ ? true : false;
   AdjustWindowRect(&rc, WS_OVERLAPPEDWINDOW, has_menu);
   Window::Resize(rc.left, rc.top, rc.right, rc.bottom);
 }
@@ -168,6 +166,13 @@ void Win32Window::OnClose() {
   }
 }
 
+void Win32Window::OnSetMenu(MenuItem* menu) {
+  Win32MenuItem* win_menu = reinterpret_cast<Win32MenuItem*>(menu);
+  if (win_menu) {
+    ::SetMenu(hwnd_, win_menu->handle());
+  }
+}
+
 LRESULT Win32Window::WndProc(HWND hWnd, UINT message, WPARAM wParam,
                              LPARAM lParam) {
   switch (message) {
@@ -197,9 +202,9 @@ LRESULT Win32Window::WndProc(HWND hWnd, UINT message, WPARAM wParam,
              TABLET_DISABLE_TOUCHSWITCH | TABLET_DISABLE_SMOOTHSCROLLING |
              TABLET_DISABLE_TOUCHUIFORCEON | TABLET_ENABLE_MULTITOUCHDATA;
 
-    case WM_COMMAND:
-      switch (LOWORD(wParam)) {
-        // TODO(benvanik): dispatch to menu.
+    case WM_COMMAND: {
+        OnCommand(LOWORD(wParam));
+        break;
       }
       break;
   }
diff --git a/src/xenia/ui/win32/win32_window.h b/src/xenia/ui/win32/win32_window.h
index af6d26965..4e1f6a7dd 100644
--- a/src/xenia/ui/win32/win32_window.h
+++ b/src/xenia/ui/win32/win32_window.h
@@ -13,6 +13,7 @@
 #include <string>
 
 #include "xenia/ui/win32/win32_control.h"
+#include "xenia/ui/win32/win32_menu_item.h"
 #include "xenia/ui/window.h"
 
 namespace xe {
@@ -38,13 +39,14 @@ class Win32Window : public Window<Win32Control> {
   bool Create() override;
   void OnClose() override;
 
+  void OnSetMenu(MenuItem*) override;
+
   LRESULT WndProc(HWND hWnd, UINT message, WPARAM wParam,
                   LPARAM lParam) override;
 
  private:
   void EnableMMCSS();
 
-  HMENU main_menu_;
   bool closing_;
 };
 
diff --git a/src/xenia/ui/window.h b/src/xenia/ui/window.h
index 311c60319..11618a4ed 100644
--- a/src/xenia/ui/window.h
+++ b/src/xenia/ui/window.h
@@ -15,6 +15,7 @@
 #include "xenia/base/delegate.h"
 #include "xenia/ui/control.h"
 #include "xenia/ui/ui_event.h"
+#include "xenia/ui/menu_item.h"
 
 namespace xe {
 namespace ui {
@@ -45,6 +46,12 @@ class Window : public T {
     on_closed(e);
   }
 
+  virtual void SetMenu(MenuItem* menu) {
+    menu_ = menu;
+
+    OnSetMenu(menu);
+  }
+
  public:
   Delegate<UIEvent> on_shown;
   Delegate<UIEvent> on_hidden;
@@ -74,7 +81,11 @@ class Window : public T {
 
   virtual void OnClose() {}
 
- private:
+  virtual void OnSetMenu(MenuItem* menu) {}
+
+  virtual void OnCommand(int id) {}
+
+  MenuItem* menu_;
   std::wstring title_;
 };