{"id":11949,"date":"2018-07-19T15:00:34","date_gmt":"2018-07-19T19:00:34","guid":{"rendered":"https:\/\/southjerseytechies.net\/blog\/?p=11949"},"modified":"2025-11-03T15:44:02","modified_gmt":"2025-11-03T20:44:02","slug":"how-to-delete-windows-old-on-server","status":"publish","type":"post","link":"https:\/\/southjerseytechies.net\/blog\/how-to-delete-windows-old-on-server\/","title":{"rendered":"How to Delete WINDOWS.OLD on Server"},"content":{"rendered":"<p>After performing an in-place upgrade on a Windows machine, you will find a\u00a0<span class=\"skimlinks-unlinked\">WINDOWS.OLD<\/span>\u00a0folder in the root of C:. This folder will have a backup of your old program files, appdata and Windows folder\u2026 just in case you need to revert back or recover something that might have been lost during the upgrade. When you try to delete it though you are told you don\u2019t have permissions.\u00a0<span id=\"more-1687\"><\/span>Just a small point here, it is generally not recommended to do in-place upgrades on servers. In fact there are some products (e.g. Exchange, ConfigMgr) that explicitly state they do not support upgrading the Operating System. There is of course a difference between \u201cwhat works\u201d and \u201cwhat is supported\u201d, but we do suggest where possible you do a clean Server install and migrate your application to the new server. Anyway, let\u2019s assume you\u2019ve understand all the risks and have done a successful in-place upgrade, you now find the old\u00a0<span class=\"skimlinks-unlinked\">WINDOWS.OLD<\/span>\u00a0folder of several GB in size sitting there. If all is well, then you might as well just delete it.<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-11963\" src=\"https:\/\/southjerseytechies.net\/blog\/wp-content\/uploads\/2018\/06\/delete.png\" alt=\"\" width=\"179\" height=\"179\" srcset=\"https:\/\/southjerseytechies.net\/blog\/wp-content\/uploads\/2018\/06\/delete.png 400w, https:\/\/southjerseytechies.net\/blog\/wp-content\/uploads\/2018\/06\/delete-150x150.png 150w, https:\/\/southjerseytechies.net\/blog\/wp-content\/uploads\/2018\/06\/delete-300x300.png 300w\" sizes=\"auto, (max-width: 179px) 100vw, 179px\" \/><\/p>\n<h2><strong>SOLUTION<\/strong><\/h2>\n<p>On Desktop OS version, you can just use the disk cleanup tool to remove it, but that is not\u00a0available (by default) on Servers, so there are a couple of approaches.<\/p>\n<h3><strong>Command line tools to take ownership and delete the folder. Make sure to \u201crun as administrator&#8221;<\/strong><\/h3>\n<p><strong>How can I delete the windows.old from an upgraded Windows Server?<\/strong><\/p>\n<p>For a client OS that&#8217;s upgraded, the Disk Cleanup utility can be used to delete the very large windows.old folder containing the old OS. This isn&#8217;t available on a server OS without installing the Desktop Experience feature.<\/p>\n<p>To delete, it is necessary to take ownership of the folder, give administrators full control, then delete. This can be done with the commands below:<\/p>\n<ul>\n<li>\u00a0takeown \/F c:\\Windows.old\\* \/R \/A \/D Y<\/li>\n<li>\u00a0cacls c:\\Windows.old\\*.* \/T \/grant administrators:F<\/li>\n<li>\u00a0rmdir \/S \/Q c:\\Windows.old<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n<h2><strong>Or you can add the \u201cDesktop\u201d features to provide the Disk Cleanup tool:<\/strong><\/h2>\n<p>Step By Step Guide to Enabling &#8220;Disk Cleanup Utility&#8221;<\/p>\n<h4>1. Open The Roles and Features Wizard<\/h4>\n<p>To open the roes and feauture wizard. Lauch the &#8220;server manager&#8221; by pressing the Windows key<\/p>\n<p>and clicking on the server manage please see Screenshot as shown.<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter size-full wp-image-11952\" src=\"https:\/\/southjerseytechies.net\/blog\/wp-content\/uploads\/2018\/06\/diskcleanup2.jpg\" alt=\"\" width=\"400\" height=\"404\" srcset=\"https:\/\/southjerseytechies.net\/blog\/wp-content\/uploads\/2018\/06\/diskcleanup2.jpg 400w, https:\/\/southjerseytechies.net\/blog\/wp-content\/uploads\/2018\/06\/diskcleanup2-297x300.jpg 297w\" sizes=\"auto, (max-width: 400px) 100vw, 400px\" \/><\/p>\n<p>Personally, the command line option is less messy and saves having to add features to your server that don\u2019t really need to be there.<\/p>\n<h4>2. Click on Add role and Feature<\/h4>\n<p>Click on add role and feture to launch the add role and feature wizard.<\/p>\n<h4>3. \u00a0Choose installation Type<\/h4>\n<p>Choose rolebase or feature based installation to install to local machine.<\/p>\n<h4>4.\u00a0Click Next all the way to features<\/h4>\n<p>Click &#8220;next&#8221; all the way to features. Locate\u00a0&#8220;User Interface and Infrastructure&#8221;. Click on &#8220;Desktop Experience&#8221;<\/p>\n<p>and install additional required feature.<\/p>\n<h4>5.\u00a0\u00a0Proceed with the installation and Reboot<\/h4>\n<p>Make it sure that you reboot the system<\/p>\n<h4>6.\u00a0\u00a0Verify that the Utility\u00a0is indeed installed<\/h4>\n<p>Ready to run diskcleanup. See screen shot below.<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter size-full wp-image-11950\" src=\"https:\/\/southjerseytechies.net\/blog\/wp-content\/uploads\/2018\/06\/diskcleanup.jpg\" alt=\"\" width=\"400\" height=\"281\" srcset=\"https:\/\/southjerseytechies.net\/blog\/wp-content\/uploads\/2018\/06\/diskcleanup.jpg 400w, https:\/\/southjerseytechies.net\/blog\/wp-content\/uploads\/2018\/06\/diskcleanup-300x211.jpg 300w\" sizes=\"auto, (max-width: 400px) 100vw, 400px\" \/><\/p>\n<h2>Disk Cleanup in Action<\/h2>\n<p>Below is a sample snapshot of disk cleanup in action.<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter size-full wp-image-11951\" src=\"https:\/\/southjerseytechies.net\/blog\/wp-content\/uploads\/2018\/06\/diskcleanup1.jpg\" alt=\"\" width=\"400\" height=\"485\" srcset=\"https:\/\/southjerseytechies.net\/blog\/wp-content\/uploads\/2018\/06\/diskcleanup1.jpg 400w, https:\/\/southjerseytechies.net\/blog\/wp-content\/uploads\/2018\/06\/diskcleanup1-247x300.jpg 247w\" sizes=\"auto, (max-width: 400px) 100vw, 400px\" \/><\/p>\n","protected":false},"excerpt":{"rendered":"<p>After performing an in-place upgrade on a Windows machine, you will find a\u00a0WINDOWS.OLD\u00a0folder in the root of C:. This folder will have a backup of your old program files, appdata and Windows folder\u2026 just in case you need to revert &hellip;<\/p>\n<p><a href=\"https:\/\/southjerseytechies.net\/blog\/how-to-delete-windows-old-on-server\/\">Continue Reading<span class=\"meta-nav\">&rarr;<\/span><\/a><\/p>\n","protected":false},"author":219,"featured_media":9614,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"jetpack_post_was_ever_published":false,"_jetpack_newsletter_access":"","_jetpack_dont_email_post_to_subs":false,"_jetpack_newsletter_tier_id":0,"_jetpack_memberships_contains_paywalled_content":false,"_jetpack_memberships_contains_paid_content":false,"footnotes":"","jetpack_publicize_message":"","jetpack_publicize_feature_enabled":true,"jetpack_social_post_already_shared":true,"jetpack_social_options":{"image_generator_settings":{"template":"highway","default_image_id":0,"font":"","enabled":false},"version":2},"_links_to":"","_links_to_target":""},"categories":[211,1664,352,45,142,478,103,16,1986,674],"tags":[],"class_list":["post-11949","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-laptops","category-microsoft","category-pcs","category-quick-reference-guides","category-security","category-servers","category-tips-info","category-windows","category-windows-7","category-windows-8-1"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v27.2 - https:\/\/yoast.com\/product\/yoast-seo-wordpress\/ -->\n<title>How to Delete WINDOWS.OLD on Server<\/title>\n<meta name=\"description\" content=\"On Desktop OS version, you can just use the disk cleanup tool to remove it, but that is not\u00a0available (by default) on Servers.\" \/>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/southjerseytechies.net\/blog\/how-to-delete-windows-old-on-server\/\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Delete WINDOWS.OLD on Windows Server\" \/>\n<meta property=\"og:description\" content=\"After performing an in-place upgrade on a Windows machine, you will find a\u00a0WINDOWS.OLD\u00a0folder in the root of C:. This folder will have a backup of your old program files, appdata and Windows folder\u2026 just in case you need to revert back or recover something that might have been lost during the upgrade.\" \/>\n<meta property=\"og:url\" content=\"https:\/\/southjerseytechies.net\/blog\/how-to-delete-windows-old-on-server\/\" \/>\n<meta property=\"og:site_name\" content=\"South Jersey Techies\" \/>\n<meta property=\"article:publisher\" content=\"https:\/\/www.facebook.com\/sjtechies\" \/>\n<meta property=\"article:published_time\" content=\"2018-07-19T19:00:34+00:00\" \/>\n<meta property=\"article:modified_time\" content=\"2025-11-03T20:44:02+00:00\" \/>\n<meta property=\"og:image\" content=\"https:\/\/southjerseytechies.net\/blog\/wp-content\/uploads\/2018\/06\/windows-old-thumb.jpg\" \/>\n\t<meta property=\"og:image:width\" content=\"400\" \/>\n\t<meta property=\"og:image:height\" content=\"300\" \/>\n\t<meta property=\"og:image:type\" content=\"image\/jpeg\" \/>\n<meta name=\"author\" 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