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Shopping for back to school outfits for toddlers can be so much fun, especially if you know where to look. Here is a roundup of some cute school-themed options so your littles are ready to rock the first day.

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Get Ready for Back To School

When it comes to shopping for back to school outfits for toddlers, the key is to START EARLY! Don’t wait until a few weeks before the first day to try to hit the stores or order things online.

In order for a seller to ship items in time, many monogrammed or smocked items need to be ordered in advance. Some shops even offer pre-orders for seasonal-specific clothing to ensure everything is delivered way before the first day of school.

DOWNLOAD YOUR FREE BACK TO SCHOOL CHECKLIST FROM MY FREEBIE LIBRARY BY JOINING MY EMAIL LIST HERE.

Below are some of my favorite back-to-school outfit options for the upcoming year.

SHORTS AND SHIRT | JON JON | DRESS

Back to school season is officially in session, and the Bailey Boys have got you covered with their trendy and stylish sibling sets. Whether your little ones are heading to preschool or elementary, these matching outfits will have them looking their best.

From classic shorts and tees to cute jon jons and dresses the Bailey Boys have a variety of options to choose from.

These sibling sets not only make for adorable photo ops, but also promote a sense of unity and togetherness among siblings.

So why not start the school year off right with clothing that’s as cute as it is practical? Check out the Bailey Boys’ back to school collection and give your little ones an extra boost of confidence on their first day back.

More Back to School Outfits for Toddlers

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One of my favorite companies for reasonably priced and adorable kid’s clothes is Cecil and Lou. This back-to-school-themed dress and this ABC short set are both great for the first day of school.

Their entire back-to-school line is currently on sale for pre-order so make sure you get your orders in now! Here are more of my favorites from the line.

I love these cotton monogrammed dresses for a cute but casual everyday dress. They come in both red and navy for under $35.

For boys, I love to pair a school-themed tee with shorts. This dump truck with the school supplies shirt is so cute as well as these handwritten notebook tees with the blue shorts. If you want something a little dressier, try a plain collard shirt with your son’s initials.

A cute sibling set is one of my all-time favorite things! I absolutely love this ABC set from Etsy for boys and girls.

This apple-of-my-eye hand-smocked dress is absolutely adorable and under $35. The scalloped collar reminds me of dresses from The Proper Peony and is so beautiful for a little girl! Don’t forget to pair it with a matching bow!

DOWNLOAD YOUR FREE BACK TO SCHOOL CHECKLIST FROM MY FREEBIE LIBRARY BY JOINING MY EMAIL LIST HERE.

Apple Themed Back To School Outfits

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Nothing screams back to school like apple print outfits. All ten of these looks fall into this category and would be perfect not only for back to school but all year long.

Three adorable back to school toddler girl outfits are this short sleeve apple dress, this tie-back dress, and this pink apple and pencil applique dress.

Another dress option is a collared apple one which would be perfect well into the fall and winter with some stockings or knee-high socks.

You can’t forget about the little boys’ outfits! This adorable personalized apple appliques shirt and this ABC checkered set are both perfect depending on the age of the child.

Finally, this Chambray Apple Cross Back set might be my favorite. I think it is so adorable for a little girl and perfect for playing outside on a hot day. There is also a similar option in this bubble style which is perfect for younger girls.

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If you’re a busy mom, chances are the beginning of the year is hectic. Check out some of my other back-to-school content for tips and tricks to make the transition a little easier!

Don’t forget to get what you can do now to make back to school time as stress-free as possible. Your future self will thank you!

DOWNLOAD YOUR FREE BACK TO SCHOOL CHECKLIST FROM MY FREEBIE LIBRARY BY JOINING MY EMAIL LIST HERE.

This post was all about back to school outfits for toddlers.

Thanks so much for reading!

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