Is there any way to have an iPad auto update its date and time?
It seems that the setting is only available on the 3G model.
It does not exist on the latest version of iOS (4.2.1) on the Wi-Fi model.
It should update automatically by default (Settings → General → Date & Time).
Are you running the latest iPad OS (3.2.2)? I have a vague recollection of a bug in the iPad that caused the time to go out of sync that might have been fixed in a software update. I can't seem to find any info about it, but you might want to update the software just in case.