In Place Upgrade From Windows Server 2016 To Windows Server 2019

In this article, I’ll show you how to do an In-place upgrade to from Windows Server 2016 to Windows Server 2019 using the new In place feature. place Upgrade

Windows Server 2019 comes with a new In place upgrade feature that was released with build 17639 and allows upgrade from Windows Server 2012 R2 and Windows Server 2016 with the ability to retain settings and Installed features.

supported Versions:
  • Windows Server 2012 R2 Standard and Datacenter
  • Windows Server 2016 Standard and Datacenter

Get Started

In my case, I’m doing an in-place upgrade from Windows Server 2016 to 2019.

Below you can see the ISO image for Server 2016 In my D drive.

When starting the upgrade process, we have the option to either download the latest updates before starting the actual upgrade.

Next, I’ll enter the license key

In the select image page, I have the option to either upgrade to the same version with the desktop experience or without it which will use server core.

In the screen below, I’ll select to keep all files and apps

I also have the option to select what to keep and confirm

In the upgrade process will 10 – 15 minutes and at the end the server will reboot

Once done, My server has the latest Windows Server 2019 build

What’s new In Windows Server 2019

Performance history for Storage Spaces Direct – Data available via Project Honolulu

Shielded virtual machines: Offline mode, Alternate HGS, VMConnect and Shielded Linux support

Failover Cluster removing the use of NTLM authentication – Failover Clustering will use Kerberos and Certificate-based authentication

Windows Defender ATP Exploit Guard – new host intrusion prevention capabilities

Windows Defender Advanced Threat Protection – Provide deep platform sensors, visibility to memory and kernel level attacker protection

Extending your Clusters with Cluster Sets – New Clustering In the cloud technology

Long and Semi-Annual Channel

As Announced back In early 2017, Windows Server will be available in two release modules.

  • Long-Term Servicing channel – This Is the current and most familiar module where a new operating system version is released every 2-3 years with 5 years support cycle.
  • Windows Server 2019 will be released as part of the Long-Term Channel.
  • Semi-Annual Channel – This new module will offer two new releases every year with new features and roles, support will be available for 18 months.


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