Sometimes I think we feel like we always need to entertain our kids. I know, because I'm guilty of it.
Now, I'm trying to cure myself of being an "event planner" on a constant basis.
I'm always thinking my sons' need to be busy with playdates, camps, etc. The truth is - kids should be able to entertain themselves too. And it's also not a bad thing for kids to be bored, so they find something to do on their own.
When I was a kid, we made our own fun and it didn't have to cost money. Bike riding, playing with friends, playing with Barbies.