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Easy Halloween Sidewalk Chalk Obstacle Course

Published: Sep 18, 2025 by Morgan Β· This post may contain affiliate links Β·

Looking for a free, outdoor Halloween activity you can do with your kids this weekend? Here's how to set up an easy Halloween sidewalk chalk obstacle course!

I love being over the top for Halloween. I buy tons of things, I set up elaborate crafts, I build big DIY's for my yard and home.

But sometimes, the simple things can become the biggest core memories for your kiddos.

My kids love it when I make sidewalk obstacle courses for them so I had to whip up a Halloween version.

Here's everything that I included in it so you can make your own this season.

Halloween sidewalk chalk obstacle course

A Few Sidewalk Chalk Tips

My kids do a ton of sidewalk chalk, I normally don't. Here are some tips I picked up that help:

  • It takes a lot more chalk than you think. It goes quickly. Make sure you have plenty on hand!
  • You don't need to fill everything in. Thick lines can sometimes read better than filled in shapes. Plus, it saves chalk!
  • Letters and words look best if you do a thick layer - like 3 strokes thick - then a single layer of a second color on top.
Halloween Sidewalk Chalk

Easy Halloween Sidewalk Chalk Obstacle Course

Here are the elements that I included in my Halloween sidewalk chalk!

Walk the Stem

Draw a soft, zig zagging stem for kids to walk along. I added pumpkins and wrote "don't smash the pumpkins!" for more seasonal fun.

Halloween sidewalk chalk obstacle course

Jack O'Lantern Jump

This was just more like normal hopscotch, but with pumpkins. Hop to it!

Halloween sidewalk chalk obstacle course

Don't Step on the Web!

I drew a giant web and the goal is to not step on the lines. You could also add spiders and say smash the spiders or don't.

If you are intimidated to draw the web - don't be. It's a big cross with an X over it. Then, connect those lines with curves! Easy once you break it down.

Halloween sidewalk chalk obstacle course

Escape the Zombies

Zombie arms are reaching in to grab you - don't get grabbed!

Honestly, this would look better if I had colored in the shirt sleeves but I waited to come back and do that at the end and TBH I ran out of blue AND pink chalk!

Halloween sidewalk chalk obstacle course

Snake Spin

Spin sound and round with the snake! I love the red tongue, it's so fun!

Halloween sidewalk chalk obstacle course

Broom Balance

I love a balance element right after a spin! These are witch's brooms - zig zag on them and don't fall off!

Halloween sidewalk chalk obstacle course

Skeleton Dance Party

I ended it with a skelly dance party! Silly and fun, perfect for getting outside this beautiful fall and getting into the halloween spirit!

Halloween sidewalk chalk obstacle course

Happy Halloween!

🧑 Want a Shortcut to a Magical Halloween?

If you liked this guide, you’ll love my Halloween Magic Binder β€” a printable planning system designed to help busy moms make Halloween feel magical without the stress.

πŸ‘‰ Click here to grab your free Halloween Magic Binder!

Thanks for reading!

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Morgan

Hey there, I'm Morgan, the creative mind behind CelebratingWithKids.com! As a parent of two lively little ones, I've made it my mission to turn ordinary days into extraordinary adventures, sharing playful activities, thoughtful toy reviews, and delightful printables to help families celebrate every moment together. πŸŽ‰πŸ‘¨β€πŸ‘©β€πŸ‘§β€πŸ‘¦πŸŽˆ

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