C.M.
we have ours the Sat after Labor Day, as most people are home for the summer at that point. A flier was delivered door to door, someone knows a dj who works for tips. We don't organize the food part every one does their own. My neighbor solicits a few gift certificate donations and we play Mom's musical chairs, kids musical chairs, tug o' war, everyone brings water balloons for a water ballon toss, the kids decorate their bikes for a bike parade and we had the firs dept. send out a firetruck for the kids to explore. Someone brings the bean bag game and others bring ladder ball. I would suggest you stay away from the bouncy - jumpy things it is hard to control so many kids and keep a safe number on their at one time. We don't deal with any collection of money. Some people offer up some sort of entertainment on their own dime if they choose to.
It is a lot of fun! So make a flier pass it out and it will get bigger and better every year! Good Luck!