Hi
the problem is in the plugin and in the fact that widgets can
not be managed natively in the editor page.
for the image widget you can fix it adding in your function.php:
wp_enqueue_style( 'thickbox' );
wp_enqueue_script( 'compat_page_layout', WP_PLUGIN_URL.'/image-widget/image-widget.js',array('thickbox'), false, true );