Hi Misterdrewman,
Good question. We have been going to Disney off and on for about 35 years now. We have seen many changes, but one thing has never changed, we always have a great time. Below is a list of the 6 Disney World Florida resorts we have stayed at along with a ranking (1 thru 6) for each in parenthesis. We have also been to
Disneyland CA a couple of times and Disneyland Tokyo, but I didn't include those here.
(note: 3, 4 and 5 are very close and really interchangeable)
1997 Dixie Landings - Now Port Orleans (4) - Deep south feeling, nice resort
1998 CBR - (3) - as the name suggests, a Caribbean feel, very nice resort
2000 CS - (5) - kind of dry old west feel but nice layout, good food court.
2003 BC - (1) excellent pool, great location (near Epcot)
2007 PC - (6) too crowded, too noisy, not a good "feel" to the resort, still had a good time though.
2013 BWI - (2) great location (also near Epcot), two pools, beautiful room.
I think a lot will depend on your specific situation, how many people, ages of guests and how much you want to spend (you don't want to be worrying about money the whole time you are there). Obviously this is just a small sampling of the available options and of course these are just my experiences. I know others will have different opinions.
We are going to try CR next May, first time we will stay at Club Level, a graduation gift for my daughter who will (hopefully) earn her Bachelor Degree!
Another resource for your quest is the Mousesaver resort reviews page, here is a link if you are interested:
http://www.mousesavers.com/best-values-at-the-walt-disney-world-resort-hotels/