Insert the setup media for windows server 2012 r2 and start the setup exe.
Windows storage server 2008 r2 upgrade path.
For example windows server 2012 r2 and windows server 2016 can be upgraded in place to windows server 2019.
Unfortunately i am pretty sure that there is no upgrade path directly from ws 2008 to ws 2016.
See upgrade paths for windows server 2008 for more information about your on premises upgrade options.
I would choose the upgrade path outlined in your second sentence above.
The process of upgrading to a newer version of windows server can vary greatly depending on which operating system you are starting with and the pathway you take.
As far as i know windows storage server 2008 is a oem manufacturer specific product and it is differente with windows server 2008 r2.
Hyper v server 2012 r2.
An in place upgrade allows you to go from an older operating system to a newer one.
Also keep in mind that the cluster migration wizard can be used but is only supported up to two versions back.
This will download the latest updates to the installer.
As you are planning your upgrade be aware of the following guidelines for the middle step of upgrading to windows server 2012 r2.
The following graphic shows the upgrade paths for windows server.
Cluster os rolling upgrade.
3 minutes to read.
If you want to keep the same hardware and all the server roles you ve already set up without flattening the server you ll want to do an in place upgrade.
From my personal understand we are unable to upgrade windows storage server 2008 to windows server 2008 r2.
Windows server 2012 r2 datacenter.
In azure you ll stay compliant become more secure and add cloud.
Windows storage server 2012 standard.
Since you re respecting downgrade rights in the intermediate steps and ending at the licensed product i don t see that being a licensing issue.
Windows server 2008 r2 datacenter with sp1.
Even in supported upgrade paths from previous retail versions to windows server 2012 r2 certain server roles that are already installed might require additional preparation or actions for the role.
For on premises servers there is no direct upgrade path from windows server 2008 r2 to windows server 2016 or later.
2 minutes to read.
Upgrade windows server 2008 r2 to windows server 2012 r2.
Upgrade windows server 2008 r2 to windows server 2012 r2.
Overview of windows server upgrades.
You can migrate your on premises windows server 2008 and windows server 2008 r2 servers to azure where you can continue to run them on virtual machines.
Instead upgrade first to windows server 2012 r2 and then upgrade to windows server 2016.