Wineskin, which also uses Wine to run Windows applications, is a porting tool. It even provides options to install special dependencies. It also uses an online database of scripts to apply for different programs, and a manual installation can be performed if the script is not available. It provides wrapper shell scripts to specify the configuration of Wine for any particular software.
It simplifies the installation of Windows apps and (especiall)y games on GNU/Linux by auto-configuring Wine. PlayOnLinux is a graphical front-end for Wine compatibility layer. PlayOnLinux is a nice alternative for both (if you are on Mac, skip to the next one). Now while Wine and CrossOver provides support for many applications and with Wine, you need to customize settings for the particular app, and for CrossOver you have to fork out money for it. Though Wine is a free alternative, CrossOver, provided by CodeWeavers, is a better choice for professionals and organizations who want to run particular software on Linux or Mac OS X. On top of that you can also play popular games like Counter Strike, Half Life, Diablo, StartCraft, World of Warcraft on it.
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