Windows Server 2016 End of Life: What to Do Next
Support ends 12 January 2027. Plan your move now
By Atif H., CEO, AME Enterprise
Windows Server 2016 mainstream support ended on 11 January 2022. Extended support, which still gives security updates, ends on 12 January 2027. After that date, servers running 2016 receive no security fixes.
Why it matters
- No security updates means higher risk to your data and customers.
- Audits and insurers often require supported software.
- Newer applications may not support Server 2016.
Your options
- Upgrade to Windows Server 2025: the latest version, with the longest support window.
- Move to Windows Server 2022: still supported, a safer step for older applications.
- Move workloads to the cloud: suitable when you do not want to run servers yourself.
Licensing basics
Windows Server is licensed per core, with a minimum of 16 cores per server. You also need Client Access Licences (CALs) for users or devices that connect. Standard covers two virtual machines, while Datacenter covers unlimited virtual machines. Compare Windows Server 2025 Standard and Windows Server 2025 Datacenter.
Plan the migration
- List all servers and what runs on them.
- Check that your applications support the new version.
- Back up, test the upgrade on a copy, then migrate.
Buying for a company? See our business pricing or the licensing guide for Malaysian businesses.
Frequently asked questions
When does Windows Server 2016 reach end of life?
Mainstream support ended on 11 January 2022. Extended support ends on 12 January 2027. After that there are no security updates.
What should I upgrade Windows Server 2016 to?
Windows Server 2025 is the newest and has the longest support. Windows Server 2022 is another supported option.
How is Windows Server 2025 licensed?
Per core, with a 16-core minimum per server, plus CALs for users or devices. Standard includes two virtual machines and Datacenter unlimited.
Can I upgrade Server 2016 directly to Server 2025?
Microsoft supports in-place upgrades from up to four versions back, so 2016 to 2025 is possible. Test it on a copy first and back up.
We use cookies to make this website work and, with your consent, to understand how it is used. You can accept or decline non-essential cookies. Read our Privacy Policy.