Windows Server 2019 Upgrade

Windows Server 2019 In-place Upgrade

As another part of my series for Windows Server 2019, this blog post covers the in-place upgrade feature. The in-place upgrade allows you to upgrade your existing LTSC versions of Windows Server 2012 R2 or Windows Server 2016 servers to Windows Server 2019. Windows Server 2019 In-place Upgrade will enable businesses to update to the latest version quickly. Especially if you have servers which you might need to install some dependencies for the applications. I saw a lot of customers who not have documented their server installations and neither used infrastructure as code to deploy them. For these customers, it can be hard to upgrade to newer versions of Windows Server. With the Windows Server 2019 In-Place Upgrade feature, this should get a lot easier. Especially since Windows Server 2019 brings a lot of improvements.

Upgrade Matrix

You can in-place upgrade to Windows Server 2019 from

If you run older versions of Windows Server, you might have to upgrade to Windows Server 2012 R2 or Windows Server 2016 first.

Windows Server Upgrade Path

Windows Server Upgrade Path (Image: Microsoft Docs)

To find out more about the in-place upgrade on the Microsoft Docs page.

How to in-place upgrade to Windows Server 2019

Windows Server 2016 upgrade to Windows Server 2019

To in-place upgrade to Windows Server 2019, insert the Windows Server 2019 media into the existing server, by attaching an ISO file, copying the sources, adding a USB drive or even a DVD drive and start the setup.exe.

Installing Windows Server 2019

The setup will discover the existing installation and will let you perform an in-place upgrade. The installation will run for a couple of minutes; it will take quite some time depending on the speed of your server hardware and the installed roles and features.

Microsoft MVP Didier Van Hoye did write a great blog post about Upgrade testing. In that blog post, he has a quick look at upgrading to Windows Server 2019.

You can also find an overview of what is coming new in Windows Server 2019, in my blog: Windows Server 2019 – What’s coming next.