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Guide to Carnivals and School Fairs in Darien

A new-to-town friend emailed me after her kids had a great time at the Hindley Happening, and was wondering what other carnivals and/or school fairs were planned and/or when they happen in town.  I figured that was something that would be useful to have all in one location, so here’s my stab at it: if you know of additional annual town festivals or community carnivals that I have left off, please add them in the Comments section.

Spring: The Hindley Happening (Hindley School)

Even when I was growing up, the Hindley Happening was THE school fair to end all school fairs: it has always had the biggest carnival rides and felt the most like an official carnival complete with cotton candy and amusement park games.  This fair happens every year on the Saturday of Mother’s Day weekend, and I know this because it was always when I would break out the blue jean cut-offs, flip flops, beaded ankle bracelet and blue flowered “hippy” tank top … I think I wore that same outfit to the Hindley Happening like 4 years in a row!! Okay, fine, I might even still have the outfit in my closet and secretly dream to wear it, yet again, to the Hindley Happening some day …

Spring: Rowayton School Carnival (Rowayton Elementary School)

Held the same weekend as the Hindley Happening, the Rowayton School carnival kicks off on Friday night offers rides and games, as well as a terrific selection of food trucks including Skinny Pines (amazing pizza!), the Melt Mobile (to die grilled cheese!), and more.

Spring: The Royle Round Up (Royle School)

The Royle Round Up is a western-themed school fair, offering pony rides, a haunted mine, a chuck wagon-style hot dog and hamburger stand, fire engine rides, a balloon launch and 45 additional fun games for all ages.  I honestly haven’t been to a Royle Round Up since I was a Royle School sixth-grader, but from what I recall it was lots of fun!

Fall: Tokeneke Pumpkin Carnival (Tokeneke School)

This Halloween-themed school fair is always festive and fun, offering such activities as “scarecrow-stuffing” in addition to inflatables (bouncy castles!) and even a few rides … add face-painting, delicious bake sale treats and family games, and you’ve got a perfect autumn family day of fun.

Winter: Holmes For the Holidays Fair (Holmes School)

Now Holmes school wasn’t open when I was growing up, so this biennial indoor holiday fair wasn’t part of my routine growing up, but as a parent I appreciate it for its fun way to get holiday shopping done while keeping the kids busy and helping the school raise money!

Which one is your favorite?

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