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September Windows Server updates break Remote Desktop Services

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Why This Matters

A botched Patch Tuesday update is knocking out Remote Desktop Services on multiple Windows Server versions, cutting off remote access for organizations that rely on Terminal Servers for daily work. Admins are being forced to choose between hard resets, rolling back the patch, or leaving systems unpatched, which is a security tradeoff no one wants. It's another reminder of how fragile monthly patch cycles can be for critical infrastructure.

Key Takeaways
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Windows admins report that the September 2026 cumulative updates are causing Remote Desktop Services (RDS) failures on Windows Server 2019, 2022, and 2025 systems, preventing users from connecting and, in some cases, requiring a hard reset to restore functionality.

The problems appear after installing this month's Microsoft September 2026 Patch Tuesday cumulative updates, with many admins reporting on Reddit [1, 2, 3] that RDS servers work normally for a few hours before connections start failing.

Once a server starts failing, existing Remote Desktop sessions may not be able to disconnect or log off properly. New connection attempts can also hang during the connection process and eventually fail.

Hanging Remote Desktop connection

Source: Reddit

BleepingComputer has also received reports from readers who say their Terminal Servers began experiencing similar problems after installing the September updates.

"All terminal servers in our environment are failing (sessions dropping, no new connections possible, only solution is a hard reset) within a day," one reader posted to our Patch Tuesday article.

Another reader said Remote Desktop Services initially worked normally after installing the September update but began failing after users logged out.

"We've had issues with Remote Desktop Services post September update. It works initially, but after the first log out, services crash and no further users can sign in," a Windows admin posted.

For them, restarting the server did not resolve the problem. However, rolling back the September update resolved the issues they were having.

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