As a DLR vet and AP holder who just went to WDW for the first time this June here are a few of my thoughts:
If you have small children, I think DLR would be a lot easier because of the smaller area and not having to take a bus anywhere.
One thing that stood out to us is that at DLR you have all choices of rides, shows, and restaurants available to you each day. You can park hop back and forth several times and eat lunch at DTD all in one day. At the WDW parks we kind of got to the point on our second day in that park where we had done almost everything. There were fewer rides in each park. We saw all the little shows and big ones (except American Idol -don't watch that show and some sort of pirate thing that I think was just for kids, but not sure). We had a ton of fun, but we sometimes found ourselves wanting to go a ride that was in another park. But on the flip side, WDW has more to do out of the parks!
It was really fun to compare parks! It was fun to see which version of a ride we liked better (we have favorites on both coasts). So fun to have new rides we had never seen before! And I have to admit, Cinderella's castle is amazing and beautiful! I never really understood why WDW vets always got so hung up on the size of Sleeping Beauty castle, but now I do. It also helped me find my way in the park.

But, don't over look the DL castle- you can actually walk up in to it.
I loved Epcot but we were rather sad at the early closing time. 9pm in the summer is very early! And then, there were attractions that closed even earlier at 7pm. We would have loved to stay later.
I always tell people to do 5 days at DLR. Don't let the compact size fool you. There is so much to do packed into a small space. When we have APs, we stay for a week. We always take afternoon naps so we can do rope drop and late nights.
You can also stay off site walking distance for a fraction of the price as the on property hotels. We stay a week at Candy Cane Inn for the price of a few days on property. It takes us 8 minutes to walk to the parks in the morning. Way faster than taking the bus to the parks at WDW. But, I have to say that we stayed at POFQ and LOVED it. LOVE LOVE LOVE! We payed more than we do when going to DLR, but I can't say enough good things about it.
As you can see, I go back and forth a lot.

We now love both DLR and WDW. We look for the best at each place and enjoy what it offers.
Oh, but sorry, DLR wins in the weather department.
