Until I dropped my iPad2 (another story), either my wife or I used it every day, and it makes relatively frequent plane trips all the more bearable. I would say, if you plan to use it a lot, the current offering is a great product, and you wont' be sorry. Sure, iPad3, or whatever will be even better, but that's just the way things go with any kind of electronics. Your iPad2 will still be a great product that you can use for years to come!
Heck, I still have my iPhone 3GS, which I can't upgrade on a whim, as it's issued to me for work (I use it for personal stuff too - not about to carry two phones). While I LOVE what Apple has done w/ the most recent versions, and would certainly upgrade if it was my personal choice .... my 3GS is still extremely handy, and is still quite the amazing machine.
Same for the iPad2, and that won't change even when iPad4GS2squared is out!