diff --git a/src/include/86box/win.h b/src/include/86box/win.h
index 0bbc99642..4fb6a7d00 100644
--- a/src/include/86box/win.h
+++ b/src/include/86box/win.h
@@ -217,6 +217,7 @@ extern int	MediaMenuHandler(HWND hwnd, UINT message, WPARAM wParam, LPARAM lPara
 extern HWND	hwndRebar;
 extern void	ToolBarCreate(HWND hwndParent, HINSTANCE hInst);
 extern void	ToolBarLoadIcons();
+extern void	ToolBarUpdatePause(int paused);
 
 
 /* Functions in win_dialog.c: */
diff --git a/src/win/win_toolbar.c b/src/win/win_toolbar.c
index aa1d60cd6..b4ebab0c6 100644
--- a/src/win/win_toolbar.c
+++ b/src/win/win_toolbar.c
@@ -17,14 +17,14 @@ static wchar_t		wTitle[512] = { 0 };
 static WNDPROC		pOriginalProcedure = NULL;
 
 static TBBUTTON buttons[] = {
-    { 0,	IDM_ACTION_PAUSE,		TBSTATE_ENABLED,	BTNS_BUTTON,	{ 0 }, 0, 0 },	// Pause
+    { 1,	IDM_ACTION_PAUSE,		TBSTATE_ENABLED,	BTNS_BUTTON,	{ 0 }, 0, 0 },	// Pause
     { 0,	0,				TBSTATE_INDETERMINATE,	BTNS_SEP,	{ 0 }, 0, 0 },
-    { 1,	IDM_ACTION_RESET_CAD,		TBSTATE_ENABLED,	BTNS_BUTTON,	{ 0 }, 0, 0 },	// Ctrl+Alt+Del
-    { 2,	IDM_ACTION_CTRL_ALT_ESC,	TBSTATE_ENABLED,	BTNS_BUTTON,	{ 0 }, 0, 0 },	// Ctrl+Alt+Esc
-    { 3,	IDM_ACTION_HRESET,		TBSTATE_ENABLED,	BTNS_BUTTON,	{ 0 }, 0, 0 },	// Hard reset
-    { 4,	0,				TBSTATE_INDETERMINATE,	BTNS_BUTTON,	{ 0 }, 0, 0 },	// ACPI shutdown
+    { 2,	IDM_ACTION_RESET_CAD,		TBSTATE_ENABLED,	BTNS_BUTTON,	{ 0 }, 0, 0 },	// Ctrl+Alt+Del
+    { 3,	IDM_ACTION_CTRL_ALT_ESC,	TBSTATE_ENABLED,	BTNS_BUTTON,	{ 0 }, 0, 0 },	// Ctrl+Alt+Esc
+    { 4,	IDM_ACTION_HRESET,		TBSTATE_ENABLED,	BTNS_BUTTON,	{ 0 }, 0, 0 },	// Hard reset
+    { 5,	0,				TBSTATE_INDETERMINATE,	BTNS_BUTTON,	{ 0 }, 0, 0 },	// ACPI shutdown
     { 0,	0,				TBSTATE_INDETERMINATE,	BTNS_SEP,	{ 0 }, 0, 0 },
-    { 5,	IDM_CONFIG,			TBSTATE_ENABLED,	BTNS_BUTTON,	{ 0 }, 0, 0 }	// Settings
+    { 6,	IDM_CONFIG,			TBSTATE_ENABLED,	BTNS_BUTTON,	{ 0 }, 0, 0 }	// Settings
 };
 
 
@@ -98,6 +98,19 @@ ToolBarLoadIcons()
 }
 
 
+void
+ToolBarUpdatePause(int pause)
+{
+    TBBUTTONINFO tbbi;
+
+    tbbi.cbSize = sizeof(tbbi);
+    tbbi.dwMask = TBIF_IMAGE;
+    tbbi.iImage = pause ? 0 : 1;
+
+    SendMessage(hwndToolbar, TB_SETBUTTONINFO, IDM_ACTION_PAUSE, (LPARAM) &tbbi);
+}
+
+
 void
 ToolBarCreate(HWND hwndParent, HINSTANCE hInst)
 {
diff --git a/src/win/win_ui.c b/src/win/win_ui.c
index 0c1fbc930..099540ccb 100644
--- a/src/win/win_ui.c
+++ b/src/win/win_ui.c
@@ -1630,6 +1630,9 @@ plat_pause(int p)
     if (enable_discord)
 	discord_update_activity(dopause);
 
+    /* Update the toolbar */
+    ToolBarUpdatePause(p);
+
     /* Send the WM to a manager if needed. */
     if (source_hwnd)
 	PostMessage((HWND) (uintptr_t) source_hwnd, WM_SENDSTATUS, (WPARAM) !!dopause, (LPARAM) hwndMain);