I think I would go for the Oregon over the Dakota, because it has a larger screen with more pixels and a few additional functions.
The Oregon 300 has 1GB internal memory, a compass and an altimeter. The Oregon 200 has no internal memory, no compass and no altimeter. The altimeter won't be of much use in the pines, and personally I don't use the compass on mine - you need to hold it flat and it also drains your batteries faster. The lack of memory on the Oregon 200 is not an issue since you can add a card (although that costs a few bucks if you don't already have one).
So I guess it comes down to how important $50 is to you and whether you want the added features. The Dakota 10 doesn't have a compass or altimeter either. But if you want the City Navigator maps for driving, then the "bike and hike" bundle is a nice deal.
All of these options will work with the new "custom maps" I've been uploading at GPSFileDepot.