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It looks like I can determine the DNS server IP addresses by typing "ipconfig /all" at a command prompt. I'll try this with the internet working and with the service down to try to determine if it's a problem with my ISP's servers or with the W2K machines's handling of DNS.

I'm really leaning towards a fault with W2K's DNS handling because it seems like the Win9x clients would also experience DNS errors if it was the ISP's servers, no?

You need to talk to your ISP. I assume they provided the router with the DSL service. It is very possible that the W2K machines are working correctly to a point. Your ISP'S DNS server may be rejecting the DNS queries from your W2K machines or your router may be refusing to pass the queries out. I know that some of the big guys (AT&T, Sprint, etc) will start blocking DNS queries from some customers if they are not accepting time outs. Have your tech support look at your router and their system logs to see if they can determine anything.