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First Day of School Outfits – Home or Classroom Edition

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Kids Back to School PJs
Kids Crayons Long Sleeve PJs
Kids Alphabet Friends PJs
Kids ABC PJs
Kids Big Apples PJs
Kids Back to School Hair Bow
Kids Bus to School PJs
Pencil Hair Bow
Kids Rainbow ABCs PJs
Kids Pink & Green Apples Nightgown
Kids Pink School Days PJs
Kids Felt Apple Hair Clip
Kids Apple & Worm PJs
Kids Yellow Stripes Shorts PJs
Kids Education Express PJs
Kids Numbers Shorts PJs
Kids Happy Face Slippers
Kids Shorts PJ set in school buses
Kids Long Sleeve Apple Dress
Kids White Converse Shoes
Kids Star Low Top Sneaker
Kids Pull On Joggers
Pencil Glitter Foam Hair Clip
Kids Button Up Shirt – School Theme
Kids Red Leather Sandals
Kids Pink Sequin Apple Dress
Kids Brown Boat Shoes
Kids Pointelle Cotton Cardigan
Kids Unisex Smiley Tee
Kids Glitter Yellow Hunter Boots
Kids Nap Dress in Swedish Floral
Kids Pencil Tee
Kids Apple Socks
Kids Rainbow Pencil Apple Charm Bracelet
Kids Varsity Denim Hoodie Jacket
Kids Embroidered Apple Dress
Kids Red Apple Striped Shirt
Kids Apple Skirt
Kids Raglan Sleeves Shirt
Kids Canvas Velcro Shoes
Kids Printed Leggings
Blue Seersucker Apple Short Romper
Scalloped Edge Grosgrain Bow
  1. Back to school knit pajamas 
  2. Crayons Long Sleeve Set 
  3. Colorful alphabet
  4. ABC Kickee Pants
  5. Big Apples 
  6. Hair Bow
  7. Bus to school pjs
  8. Pencil Hair Bow
  9. Rainbow ABCs
  10. Pink & Green Apples Nightgown
  11. Pink School Days
  12. Felt Apple Clip
  13. Apple pants set
  14. Yellow stripes
  15. Happy Face slippers
  16. Education Express
  17. Numbers Shorts Set
  18. School Buses Shorts Set

I started this series on first day of school outfits when we were all locked down in 2020, and incorporated pajamas and other fun items, and it has become a tradition now to tie in fun items for both wearing at home and school. My older kids wear a uniform, so I now love having the fun school themed items in small ways and pajamas. Hopefully you find something festive and fun in this post.

 

This post may contain affiliate links.

 

First Day of School Outfits

 

If you are a mom with school aged kids, then you probably encountered the last day of school photo issue this past spring…and here we are again still trying to navigate the world that is just so far from normal.

 

boy and girl first day of school

 

I am a firm believer in celebrating back to school – no matter what that looks like for your family, and will be sharing some ideas and resources to tackle the school year for ALL families as the next month goes on.  I am hoping that as a community we can all come together to really support every family in the choice they make (OR are forced to make) in what this fall looks like for their family.

 

For first day of school outfits I tried to share some great traditional looks as well as some more casual stay at home looks!

 

First Day of School Outfits – At Home Addition

 

So when it comes to being at home – I don’t think you necessarily have to embrace things ‘normally’.  I think sometimes the joy comes into leaning into the abnormal, and finding the small wins that way.

 

This round up contains so many gorgeous outfits, but it also contains some really inexpensive play clothes versions, and lots of pajamas.  Let’s face it – the pandemic has normalized lazy clothes and pajamas, so why not make them festive.

 

first day of school pajamas

 

No matter if you go festive like one of the options in this post or you go stay in pajamas to homeschool- looking back on how much your kids have grown over the year is so fun, so snap the picture.  

 

I’ll start with the back to school clothes – both casual with some shorts and joggers- and a bit more festive with bows and the cutest kids’ varsity jacket I’ve ever seen.

 

back to school clothes

 

Shop Back to School Clothes

 

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  1. Varsity Denim Hoodie Jacket – The perfect denim jacket with a cool retro feel. 
  2. Embroidered Apple Dress – I love the scalloped collar on this dress. 
  3. Red Apple Shirt – The little embroidered apple is just so cute!
  4. Apple Skirt – I love how easy this pull on skirt is to get on and all of the colorful apples are just adorable.
  5. Raglan Sleeves – Such a great classic look for boys and girls.
  6. Canvas velcro shoes – These pair easily with so many looks. 
  7. Print Leggings – These come in so many prints and are a great staple.
  8. Short Romper – These have the option to add a personalized monogram.
  9. Scalloped Edge Grosgrain Bow – I love the scalloped edges and these come in so many colors.
  10. Bracelet – this is DARLING.  Plus there are personalization options too!
  11. Apple socks – I love how subtle these are.
  12. Pencil tee – Great price point!
  13. Kids Nap Dress – Such a comfy and cute way to do a mommy and me look.
  14. Hunter Rain Boots – Say goodbye to soggy sneakers!
  15. Cardigan – Comes in several sweet colors.
  16. Boys shoes– An affordable Sperry alternative.
  17. Unisex Smiley Tee – I love the colors on this one!
  18. Pink Sequin Apple Dress– great deal!
  19. Red Shoes – We have and love these!
  20. School Collared Shirt – You have to zoom in on this. It has small beakers and science equipment on it – so cute!
  21. Pencil Hair Clip – I love cute themed accessories like this.
  22. Toddler joggers – Joggers are the perfect fall preschooler pants.
  23. Gold Star Sneakers – I love this rose gold color.
  24. White converse tennis shoes – I love a good plain shoe option that can pair with anything above. 
  25. Long sleeve red apple dress – The apple socks above would love so darling with this dress.

 

And now for the back to school pajamas! Whether you’ll be homeschooling or just celebrating the back to school season, these cozy options will get your family in the school spirit!

 

back to school clothes

 

Shop Back to School Pajamas

 

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  1. Back to school knit pajamas 
  2. Crayons Long Sleeve Set 
  3. Colorful alphabet
  4. ABC Kickee Pants
  5. Big Apples 
  6. Hair Bow
  7. Bus to school pjs
  8. Pencil Hair Bow
  9. Rainbow ABCs
  10. Pink & Green Apples Nightgown
  11. Pink School Days
  12. Felt Apple Clip
  13. Apple pants set
  14. Yellow stripes
  15. Happy Face slippers
  16. Education Express
  17. Numbers Shorts Set
  18. School Buses Shorts Set
1

Varsity Denim Hoodie Jacket

Kids Varsity Denim Hoodie Jacket
2

Embroidered Apple Dress

Kids Embroidered Apple Dress
3

Red Apple Striped Shirt

Kids Red Apple Striped Shirt
4

Apple Skirt

Kids Apple Skirt
5

Raglan Sleeves Shirt

Kids Raglan Sleeves Shirt
6

Canvas Velcro Shoes

Kids Canvas Velcro Shoes
7

Printed Leggings

Kids Printed Leggings
8

Blue Seersucker Apple Short Romper

Blue Seersucker Apple Short Romper
9

Scalloped Edge Grosgrain Bow

Scalloped Edge Grosgrain Bow
10

Rainbow Pencil Apple Charm Bracelet

Kids Rainbow Pencil Apple Charm Bracelet
11

Apple Socks

Kids Apple Socks
12

Pencil Tee

Kids Pencil Tee
13

Nap Dress in Swedish Floral

Kids Nap Dress in Swedish Floral
14

Glitter Yellow Hunter Boots

Kids Glitter Yellow Hunter Boots
15

Unisex Smiley Tee

Kids Unisex Smiley Tee
16

Pointelle Cotton Cardigan

Kids Pointelle Cotton Cardigan
17

Boat Shoes

Kids Brown Boat Shoes
18

Pink Sequin Apple Dress

Kids Pink Sequin Apple Dress
19

Red Leather Sandals

Kids Red Leather Sandals
20

Button Up Shirt

Kids Button Up Shirt – School Theme
21

Pencil Glitter Foam Hair Clip

Pencil Glitter Foam Hair Clip
22

Pull On Joggers

Kids Pull On Joggers
23

Star Low Top Sneaker

Kids Star Low Top Sneaker
24

White Converse Shoes

Kids White Converse Shoes
25

Long Sleeve Apple Dress

Kids Long Sleeve Apple Dress
26

Back to School PJs

Kids Back to School PJs
27

Crayons Long Sleeve PJs

Kids Crayons Long Sleeve PJs
28

Alphabet Friends PJs

Kids Alphabet Friends PJs
29

ABC PJs

Kids ABC PJs
30

Big Apples PJs

Kids Big Apples PJs
31

Back to School Hair Bow

Kids Back to School Hair Bow
32

Bus to School PJs

Kids Bus to School PJs
33

Pencil Hair Bow

Pencil Hair Bow
34

Rainbow ABCs PJs

Kids Rainbow ABCs PJs
35

Pink & Green Apples Nightgown

Kids Pink & Green Apples Nightgown
36

Pink School Days PJs

Kids Pink School Days PJs
37

Felt Apple Hair Clip

Kids Felt Apple Hair Clip
38

Apple & Worm PJs

Kids Apple & Worm PJs
39

Yellow Stripes Shorts PJs

Kids Yellow Stripes Shorts PJs
40

Happy Face Slippers

Kids Happy Face Slippers
41

Education Express PJs

Kids Education Express PJs
42

Number Shorts PJs

Kids Numbers Shorts PJs
43

Shorts PJ set in School Buses

Kids Shorts PJ set in school buses

Hopefully this gave you some great ideas for that first day!  I am going to continue to share great resources for this fall on Instagram (@arinsolange) and Tik Tok – so be sure you are subscribed for my emails and following along and don’t miss a thing.

Other Posts You’ll Love

Backpacks  |  More Backpacks  |  Weekly Routine

Pin the Photo Below for Later

Pin the photo below to find these first day of school outfits for later, and let me know if you have any questions in the comments below.  Hopefully this fall proves to show blessings in disguise for all of us and we are able enjoy what the season brings!

back to school clothes

xoxo, Arin
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