The fairs here seem to bracket summer vacation. There's one very near the beginning of summer vacation and one just before school starts in September. The one at the end of June is new - I think it's only been around for the past few years. I much prefer it to the one in late August which is overpriced and has few rides and games. It used to be the big event, the harvest fair, with the livestock and agriculture shows, rides, games and fun, but has dwindled over the years until it is a weak shadow itself.
The community fair is more centrally located and has free entry to the grounds. I lucked out with free parking too (bonus). The only thing you really need to shell out for is the ride coupons. (well and the food if you dare). I now insist on bringing a friend along for Aliya so they can enjoy the rides together - I'm at the age where the whirlies bring on the hurlies, but I still like the thrill rides. I didn't get a chance to try the Freak Out but Aliya and her friends rode it twice and proclaimed it "awesome". This year instead I prowled the grounds and took tons of photos. I've always liked the color and frenzy of fairs and there are many opportunities for interesting shots. I really like the decorative details you find on some of the rides.
And no trip to the fair is complete without the commemorative tattoo (oh - airbrushed of course ;) ).