We stayed at the Wilderness Lodge and absolutely loved it! I highly recommend it- a great value. We went in the beginning of December which is a great time to go. Christmas decor without the crowds of later Dec. I think that Dixie Landings is also nice- the amenities are better there but I prefer to be in a hotel and not walk all over the place. It rains often in Orlando and we had to run through some horrible lightning storms to eat!
This past May , we stayed at the Contemporary, which I didn't like. Was not worth the mega bucks we paid. I didn't like the decor although my kids did. Pool area was sorry. Wish I had been at the Polynesian. Even more , I wish that I had stayed at Wilderness Lodge but we have too many children (4) for one room. I am disappointed that with all that we paid, the deluxe resorts don't have better pool areas. Having the monorail is nice but I don't know that it made a difference. In fact, it was faster sometimes to walk to Magic Kingdom! And for $300 per night, they can't provide coffee and a coffee pot.
As a teen in the 80's, we stayed at the Contemporary and we liked it. We also stayed in the Villas on the golf course. My favorite in those times were the TReehouse Villas! It had this cool tub. I remember my grandmother making me turn off the water, but I could've filled it up to my neck! I remember going every summer and would like my kids to have that too, but Disney must have been a lot cheaper back then!!!
I love, love to stay on site but with Disney no longer having Early Entry, we are going to maybe stay offsite the next time we go for a long time. But before that we are going for a short trip and staying at Fort Wilderness. Newbee