I develop software running laptops from various companies. The employees are allowed to bring these laptops home or on holidays. I want to be able to reliably detect whether the laptops are in the office or not. The laptops are connected to the company network via some kind of VPN (though various solutions are used), so I cannot say that if they can access internet, they are in the office. To make this question even more interesting, please notice that a company might have multiple locations.
Edit: I need to detect this on the laptop.
I think the answer from Rob is close but maybe you should take into account the gateway used by the NIC.
And if you have time enough a tracert to a known server in your office.
That will give you the route and the intermediate NIC's between the laptop and the known server.
You only have to make sure in that case that on the office location the route to the VPN concentrator is different but that should be possible with a clever dns/dhcp setup.
You might try a more specific question on serverfault.com