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Binaries

Windows

OSGeo4W
OSGeo4W is a binary distribution of a broad set of Open Source geospatial software for Win32 environments (Windows XP, Vista, etc). OSGeo4W includes GDAL/OGR, GRASS, MapServer, OpenEV, uDig, as well as many other packages (about 70 as of summer 2008).
MS4W
MapServer for Windows from MapTools.org. If you are a beginner looking for a complete MapServer solution on the Windows platform, or an advanced user looking to avoid compiling your own, this is what you’re looking for. MS4W is a complete Web Server/MapServer/MapScript package. MS4W includes several flavors of MapScript (PHP, C#, Python, Java), and additional dlls for SDE and Oracle support. Several popular Web applications are also available for download, which are pre-configured for MS4W.
FWTools
A collection of Open Source GIS tools provided by Frank Warmerdam. This goes beyond your basic web mapping tools and include many useful utilities for creating, manipulating, and serving geo-spatial data.

Linux

FGS
The FGS Linux Installer is a self-extracting file that will install MapServer with PHP/MapScript and all of their dependencies on your Linux system. It provides a stand-alone environment with all the required software (incl. Apache and PHP) to run PHP/MapScript webmapping applications. The bundled version of Apache can be configured to run on any port so it will not interfere with previous installations of Apache or other web servers on your system.
DebianGIS
DebianGIS provides a number of packages including MapServer, PostGIS, GDAL, QGIS, and GEOS. It sometimes lags a little bit behind the absolute latest release, but DebianGIS provides a solid integration environment for a giant slug of Open Source GIS software.

Mac OS X

Kyng Chaos
William Kyngesburye provides excellent, up-to-date packages for Mac OS X. Most of the Open Source GIS stack is provided, including GEOS, GDAL, QGIS, and PostGIS.