Windows Server Remote Desktop Services disruption after September 2026 cumulative updates
Service Disruption
Summary
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Windows Server Remote Desktop Services is experiencing a service disruption after the September 2026 cumulative updates, leaving some systems unable to accept new connections and causing sessions to hang. The affected scope includes Windows Server 2019, 2022, and 2025 installations, and some administrators report that only a hard reset restores functionality. Rolling back the update has restored service for some environments, but that also removes the month's security fixes.
Related Happenings
Windows 11 24H2 Home and Pro end-of-updates upgrade advisory
Advisory/Mitigation
H score25
First: 19.08.2026 12:10
Last: 19.08.2026 12:10
Sources 1
About this happening:
Microsoft told customers that Windows 11 24H2 Home and Pro will reach end of updates on October 13, 2026, leaving affected devices without monthly security and non-s...
Windows 11 24H2 Home and Pro end-of-updates upgrade advisory
Advisory/MitigationAbout this happening: Microsoft told customers that Windows 11 24H2 Home and Pro will reach end of updates on October 13, 2026, leaving affected devices without monthly security and non-s...
Windows 10 KB5120249 cumulative update (August 2026 Patch Tuesday)
Security Patch Release
H score26
First: 11.08.2026 21:26
Last: 11.08.2026 21:26
Sources 1
About this happening:
Microsoft released Windows 10 KB5120249 for versions 22H2 and 21H2, making it a mandatory Patch Tuesday update for supported systems. The release fixes security...
Windows 10 KB5120249 cumulative update (August 2026 Patch Tuesday)
Security Patch ReleaseAbout this happening: Microsoft released Windows 10 KB5120249 for versions 22H2 and 21H2, making it a mandatory Patch Tuesday update for supported systems. The release fixes security...
Microsoft Windows 10 KB5099539 extended security update
Security Patch Release
H score16
First: 14.07.2026 21:49
Last: 14.07.2026 21:49
Sources 1
About this happening:
Microsoft released Windows 10 KB5099539, a security update bundle for Windows 10 ESU that rolls in July 2026 Patch Tuesday fixes for 570 vulnerabilities. The p...
Microsoft Windows 10 KB5099539 extended security update
Security Patch ReleaseAbout this happening: Microsoft released Windows 10 KB5099539, a security update bundle for Windows 10 ESU that rolls in July 2026 Patch Tuesday fixes for 570 vulnerabilities. The p...
Windows 11 KB5101650 and KB5099414 cumulative updates
Security Patch Release
H score27
First: 14.07.2026 20:41
Last: 14.07.2026 20:41
Sources 1
About this happening:
Microsoft released Windows 11 KB5101650 and KB5099414 cumulative updates for 25H2/24H2 and 23H2, delivering the July 2026 Patch Tuesday fixes for 571 vul...
Windows 11 KB5101650 and KB5099414 cumulative updates
Security Patch ReleaseAbout this happening: Microsoft released Windows 11 KB5101650 and KB5099414 cumulative updates for 25H2/24H2 and 23H2, delivering the July 2026 Patch Tuesday fixes for 571 vul...
Microsoft extends Windows Server 2022 Hotpatch support through October 2027 for enrolled Azure Edition servers
Security Tool/Service
H score11
First: 29.06.2026 20:11
Last: 29.06.2026 20:11
Sources 1
About this happening:
Microsoft has extended Windows Server 2022 Hotpatch support through October 2027, preserving monthly security updates without restarts for enrolled servers and reducin...
Microsoft extends Windows Server 2022 Hotpatch support through October 2027 for enrolled Azure Edition servers
Security Tool/ServiceAbout this happening: Microsoft has extended Windows Server 2022 Hotpatch support through October 2027, preserving monthly security updates without restarts for enrolled servers and reducin...
Timeline
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10.09.2026 23:34 1 articles · 1h ago
Windows Server Remote Desktop Services disruption after September 2026 cumulative updates
Initial DisclosureSeptember 2026 cumulative updates began triggering Remote Desktop Services failures on Windows Server systems. Early reports centered on connection failures, hung sessions, and environments where a hard reset was needed to recover.
Show sources
- September Windows Server updates break Remote Desktop Services — www.bleepingcomputer.com — 10.09.2026 23:34