Recently I wrote a post about ClusterSSH which I found very handy to use when dealing with a bunch of similar servers for doing same thing on all of them in parallel. Today I was asked by my colleague if there is anything similar to that, but for Windows (controlling multiple SSH/Telnet clients from Windows desktop) and after a bit of googling I found PuTTYSC: a small, but very handy tool for controlling multiple instances of PuTTY ssh/telnet clients. Just specify which running instances you want to control and send a command to all of them at ones.
I haven’t personally tested this software as I don’t have Windows running somewhere near me, but I checked the screenshots on Google Images and the think looks pretty nice and easy to use.