We stayed once before at the Boardwalk, on the Villas side but using a AP rate. Got upgraded to a one-bedroom without asking (and in fact didn't realize right away what had happened).
On baby stroller was lost by the airline and we needed to buy another. Did you know there isn't a stroller for sale in all of Disney? Anyway, one of the bellhops offered to give us a ride to the Wal-Mart. Sure, he wanted a tip, but it was a nice offer. We didn't take him up on it, but it was a very nice gesture. All of the other people at Boardwalk seemed very friendly.
BTW, this was back when Disney had the most god-awful strollers you ever saw. These old strollers forced the child to lay flat on his or her back and not be able to see anything. They were so low that the parents had to bend way down to push them, which caused a terrible backache.
We begged for a jogger stroller, but the surly park attendants refused, saying they were only for children weighing [40, 50, 60, pick one] pounds or more. I ended up grabbing an adult wheelchair, which worked just fine.
I've digressed. The Boardwalk desk and other people were very friendly on our last visit. I'm sure they will be fine on our next trip in November. And we're carrying our own stroller.