http://bugs.winehq.org/show_bug.cgi?id=6095
--- Comment #44 from Shader shadersplace@gmail.com 2008-07-25 07:46:25 --- I found a way to play without crashing while trying to render the MOTD... Go to your /cstrike directory and open the motd_temp.html file with a text editor. (If it does not exist, create one and make it read only. That's it, you are good to go.)
Erase everything in it(simplify the html code) save it, and make it a read-only file. This is it, when you join a server your client won't be able to save the servers MOTD html code which crashes you. It will show your empty MOTD instead.
I know this is not a solution for this bug but it's a good trick to escape from it if you just want to play the game.