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I'm having trouble to figure out something that Microsoft changed from Win 2003->2008 VPN. This is my setup:

office #1

subnet #1: 192.168.0.0/255.255.255.0  
subnet #2: 10.202.0.0/255.255.0.0
Windows 7 as VPN client

office #2

subnet #1: 10.11.0.0/255.255.255.0

Problems:

  1. A Windows 2008 Server with VPN/RRAS installed is in office #2. After connecting from office#1/subnet#1 to office #2/subnet#1 I cannot ping or access anything in office#1/subnet #2 from office#1/subnet#1 route print shows that a route 10.0.0.0/255.0.0.0 is added

  2. Windows 2003 Server VPN/RRAS installed in the office #2: everything works fine

Any idea how to make it work?

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2 Answers 2

See KB254231.

This is how Windows unfortunately now handles routes when given an IP via PPP. It decides to put a route in by its self and guess the subnet mask based on the old clasful system. Terrible pain the rear this is.

Cheers, Gavin.

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It looks like your VPN config is pushing a route for 10.0.0.0/255.0.0.0 to the clients. This means that all of your traffic for office 1 subnet 2 is attempting to traverse your VPN instead of staying local. To fix this, you should configure the route being pushed to your clients to be 10.11.0.0/255.255.255.0 so that it matches the subnet at the remote site.

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