Upgrade planner
Where can I upgrade from Windows Server 2008?
Supported upgrade options use CompatHub lifecycle status. Compatibility and vulnerability context appear only when evidence already exists — missing data is never treated as a negative conclusion.
You are on Windows Server 2008
End of lifeEND OF LIFE
- EOL
- 14 January 2020
- Latest release
- 2008
No vulnerabilities currently recorded by CompatHub.
Supported upgrade options
Newer version lines that are not end-of-life, ranked by remaining support then version. CompatHub does not mark a single option as recommended.
- Windows Server 2025View Windows Server 2025 →SupportedSTANDARD SUPPORT
- EOL
- 14 November 2034
- Latest release
- 2025 · 1 November 2024
- Upgrade distance
- 17 major versions newer
- Support difference
- ~178 months more support
No vulnerabilities currently recorded by CompatHub.
- Windows Server 2022View Windows Server 2022 →SupportedSTANDARD SUPPORT
- EOL
- 14 October 2031
- Latest release
- 2022 · 18 August 2021
- Upgrade distance
- 14 major versions newer
- Support difference
- ~141 months more support
No vulnerabilities currently recorded by CompatHub.
- Windows Server 2019View Windows Server 2019 →SupportedEXTENDED SUPPORT
- EOL
- 9 January 2029
- Latest release
- 2019 · 13 November 2018
- Upgrade distance
- 11 major versions newer
- Support difference
- ~107 months more support
No vulnerabilities currently recorded by CompatHub.
- Windows Server 2016View Windows Server 2016 →SupportedEXTENDED SUPPORT
- EOL
- 12 January 2027
- Latest release
- 2016 · 15 October 2016
- Upgrade distance
- 8 major versions newer
- Support difference
- ~83 months more support
No vulnerabilities currently recorded by CompatHub.