HIGHLIGHTS • Microsoft has included an SSH client in Windows 10 and 11 for managing remote Linux systems. However, it is not installed by default. • To install the SSH client, go to Settings ...

Scroll down the list to see if “OpenSSH Client” is listed. If not, click the plus sign next to “Add a feature”, select OpenSSH Client, and click “Install”. For Windows 10 & 11 Press the Windows key or ...

So, I ended up installing the Windows version of OpenSSH on a set of Windows Server 2003 64-bit machines. After configuring the OpenSSH service, and tested things out with Putty.

Was able to ssh to my Mac and Linux boxes with no problem, just couldn't go to my Windows/cygwin box, didn't matter if I tried the cyg_server or htpc account.