DD just turned 6 and is 44 pounds. Normally she walks but her feet do still get tired so in wdw we proudly sport a Maclaren Quest. I bought it just before last summer's wdw trip, used it again in wdw in March, here at home for a festival last weekend and happily anticipate getting to use it again during this summer's wdw trip.
My oldest is 29 so I never imagined that an umbrella style stroller would one day cost well over $100 but I can honestly say it is worth EVERY penny to me. It pushes without effort even on rougher surfaces, turns easily with one hand, folds compactly and is light to carry, has a basket, an adjustable seat w/canopy, a rain cover that snaps on in mere seconds while still looking tidy, and a pocket on the back of the seat large enough to fit both my wallet and a diet coke into since there's no cup holder.
We bought it new on ebay from a powerseller and I think shipped it was still under $130. At Babies-r-robbing-us the same stroller was selling for $229 at the time so there are deals to be had out there.
We've used a stroller fan for years but always lugged along a full size evenflo stroller. I was concerned about where the fan would clip on the mac quest and how it'd stay in place so the air flow would be directed to DD but it was not a problem.
Our clip on fan is one we bought from one step up when DD6 was a baby. It's was very reasonable and simple. We've always traveled to wdw in the summer months though for DD17's dance nationals. DD6's first trip was when she was 5 months old and I remember being very concerned about keeping her cool and comfortable while still keeping up with the older kids. Our clip on fan worked great for that, especially in conjunction with the stroller's rain cover. During rain storms people around us would always look at the stroller and say they wished they had one. There she'd be napping all cool and dry with the fan circulating "her" air while we pushed, dodging puddles and dripping.
