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Does anyone know a site that details webserver usage statistics in the form of how many websites run Apache, how many IIS, how many Apache on Windows and how many on Linux?

I think it should be possible because AFAIK it is written in the HTTP header returned by the webserver or otherwise HTTP error / index pages may give a clue.

Addendum: what about the Operating System part?

Thanks for the Netcraft site, it is perfect for the Apache / IIS distribution.

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Sure, Netcraft has been doing this for a long time...

Here's the latest: http://news.netcraft.com/archives/2009/08/31/august%5F2009%5Fweb%5Fserver%5Fsurvey.html

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Netcraft August 2009 Web Server Survey

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For OS: leb.net/hzo/ioscount/data/r.9904.txt –  Van Gale Sep 7 '09 at 22:11
    
The OS data from April 1999 might be a little dated, though. ;-) –  Stobor Sep 8 '09 at 1:33
    
Possibly! :) Problem is this is the kind of survey companies want to charge for, not make available for free on the net. –  Van Gale Sep 8 '09 at 7:28

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