If you are going in October, consider going to the Halloween Party and maybe take advantage of one of the many Food & Wine Festival dinners, although these are both extra $$'s, but would be different. Also, the Jellyrolls night club over by the Boardwalk hotel and the Irish Pub, Ragland Road (at 9p there is a live band and step dancer, food is good here as well) are lots of fun too.
Last year when I talked my brother and his family into going at the end of August because of the free dining offer, my brother really didn't want to go, but after years of badgering by me, he finally gave in for the sake of the kids. The last time he was there was about 20 years ago, so he couldn't comprehend all that was down there now. I had planned out the entire week with all our dinner sit down meals at my favorite restaurants (Le Cellier, Chef de France, Brown Derby, CRT for the princess breakfast for my 5 yr old niece, Chef Mickey's, Crystal Palace). He couldn't believe there was so much down there and was amazed at the detail that went into the attractions, in particular the American Adventure (he's history buff) and how good all the food was. We saw and did quite a bit in the week we were there considering it was August which is hot and a bit crowded, but both he and my sister in law realized that you need to do planning in order to have a good trip because there is so much to see and do. He now talks about going back.