Adorable First Day of School Dresses

Have you found your first day of school dresses yet? I cannot believe in a few short weeks my girls will be back in school! One thing I love to search for is the perfect first day of school dress for each of them to wear.  We started a tradition when my oldest daughter started kindergarten. She ended up wearing her new dress on the first day of school, on picture day, and again on the last day of school. We end up putting these dresses to good use, and I plan on continuing this tradition as long as my girls will let me! I LOVE seeing how much they have grown throughout the year.  It has made for some pretty amazing comparisons from beginning to end.

Here is my oldest daughter wearing the same dress both the 1st and last days of each school year.

I wanted to share with you a few of my favorite dresses I found this year.  I haven’t decided which I will pick for my girls yet, but I better hurry! There are a lot of beautiful dresses out there.  I hope this helps you find the perfect dress for your sweet girl.  Don’t forget to subscribe to my mailing list for deals at all these stores and more. A lot of these items are already on sale, and I wouldn’t be surprised if more went on sale this weekend.

If you are feeling crafty, I will also be sharing some beautiful patterns I found. You will see them on the bottom of this post.  Shop around or pick your favorite one below to create your one-of-a-kind dress!

Keep in mind that some of the links in this post are affiliate links and if you go through them to make a purchase I will earn a small commission. I link these companies and their products because of their quality and not because of the commission I receive from your purchases. The choice is yours, and whether or not you decide to buy something is completely up to you. For more information, please check out my privacy policy and disclosure statement.

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Janie and Jack

Janie and Jack for the win this year! I love every single one of these dresses! These clothes are such excellent quality. You can bet on them to last (especially through multiple wears and washes). They are a little more expensive than other brands, but many of these dresses are going on sale. Click on your favorites and grab them while you still can!

Gymboree & Crazy 8

Gymboree is another company where I find great back to school clothes.  Be patient and do not pay full price at this store EVER. They have fantastic sales, and I usually can find awesome deals if I wait. Crazy 8  is a lot less expensive. I like to stock up on basics when I visit this store.

Shop Janie and Jack


Who doesn’t LOVE Target? I also like to stock up on t-shirts, shorts, and leggings here. If you are looking for an inexpensive dress, then Target has a lot of options. Here are a few of my favorites.

Here are a few more of my favorite places to shop for dresses!

Mini Boden


Tea Collection

J. Crew

Hanna Andersson


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DIY First Day of School Dresses

Feeling crafty enough to create your own dress? Here are some of my favorite dress patterns for back to school:

Violette Field Threads

Honestly, I love every single pattern on this site.  I just bought two of them last week, and I cannot wait to start them! Here are a few that would make a great first day of school dress.

Penelope Dress  (I just purchased this pattern. I cannot wait to try it!)

London Dress (this is a freebie!)

Luna Dress

Charlie Dress

Pixie Dress

oliver & s

cartwheel wrap dress

garden party dress

music box jumper

birthday party dress

Okay, those made me excited!  I may have just talked myself into making my girls’ dresses this year. I have a few more weeks, right? We shall see!

If you are in search of more inspiration, please click on my Pinterest boards below.  I have many beautiful clothes saved for my girls on the first board. The second board contains hundreds of sewing patterns.

Happy shopping! I hope you find something you love.

I cannot wait to create SEW MANY wonderful things with you!

~ Tara


1st Day of School Dresses



45 thoughts on “Adorable First Day of School Dresses

  1. I love all the dresses shown on this post but I have two little boys!!!! Love your tradition of wearing the same dress first day, picture day and on last day. Keep on sewing!

  2. I love the dresses you suggested! If I had any sewing skill, I would try to sew it myself. I love the idea of a dress to use for First day, picture day, and last day. Then you actually get use out of it!

  3. These are so adorable! I especially like the Janie and Jack collection. I am hoping to try out my hand at sewing some dresses in the near future. Thanks for sharing some of your favorite patterns!

  4. All the dresses are so pretty, you have a great choice. And I really found this tradition of wearing the same dress on some special days super cool. Thanks for sharing!

  5. I love all these dresses! They are so pretty and I’m sure any little one would love to wear them to school this fall.

  6. Those are adorable dresses! I love the Janie and Jack styles; I haven’t heard of that brand. I love Gymboree and Crazy 8 too but our stores here in town when out of business. 🙁 Thanks for the adorable collection. I’ll have to keep some of these in mind for my 3 girls.

  7. My goodness I’m in love! I haven’t sewn anything for the girls since last spring, and I should really take out my machine again. They’ve been asking me to make them new dresses for ever, but I have to admit I’ve been lately cutting corners and purchasing them ready-made instead.. I think I’m going to have to take a look at my fabrics thanks to you 😉

  8. What a great resource! As semi-year round homeschoolers, we don’t really do a full first day of school, but I wish we did! Maybe this year will be the year. Although we may still be in pjs instead of dresses 😉

  9. I bought my daughter a first day of co-op outfit (homeschool). Technically she picked it out. I’m not perfectly happy but she is! Lots of good options here!

  10. Oh I love that photo idea! I’m going to have to steal it for my daughter in a couple years.
    I really like Made for Mermaids patterns if you ever want to try out a new company. I’m excited to see another recommendation for VFT. I haven’t tried them yet but their stuff is adorable so I wondered.

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