3 Back to School Traditions We Love - Kailee Wright
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3 Back to School Traditions We Love

Kailee Wright OshKosh back to school clothes for kids

in partnership with ShopStyle Collective and Oshkosh B’Gosh 

harper’s top + skirt  ||  houston’s top + jeans

Have your kids gone back to school yet?! My big kids headed back last week, but these two littles and I are soaking up the last couple of days until they are back too!! They cannot wait!! When it comes to back to school,  at our house, we  have some fun traditions we all love and look forward to!  So today I thought I’d share some of those with you and how you can buy now and pay later at OshKosh with Afterpay!

Kailee Wright OshKosh back to school clothes for kids


When it comes to Back to School shopping, I have found it is a lot easier if I try and tackle most of it myself. I can find pieces that are timeless, transitional, and versatile without too many distractions. And I can spread it out throughout the summer instead of taking one big monster trip.

While I tend to do most of the shopping myself, one of our very favorite Back to School Traditions is our one on one shopping dates. Each of the little people gets to plan a date, just the two of us. They pick where we go to eat and where we shop and they get to pick out one outfit they love that is totally their personality.

This year we took both Houston and Harper to OshKosh B’Gosh and they were in love!! I was having all the feels because I remember shopping there with my mom as a kid too! We are big fans of their timeless + versatile pieces at affordable prices. I love that Harper can wear this cute top + skirt outfit in the Fall and Spring, and pair it with some tights and a long sleeve shirt for winter. And these jeans are some of the only ones that fit tiny Houston well. Right now you can shop their Buy 1 Get 2 Jeans sale too, which is a great time to stock up!! They also offer Afterpay also makes it easier to shop for the upcoming school year by paying a bit now and the rest later!

Of course, we finish the date with a treat too! It has been so special  just to have that time talking with them one on one. They feel more open to talk about all the excitement they have for the upcoming school year and even worries too. It is something I really look forward to all year, and I know they do too!


Kailee Wright OshKosh back to school clothes for kids


I would still consider this one a “work in progress” tradition, but something we all love! We started the tradition  a couple of years ago and it was a hit!  I love that you can make it as big or as simple as you want. So, if life is crazy, maybe your back to school dinner tradition is takeout. You do you and what works. You are basically just taking your dinner the night before school starts and adding a little flare. To give you a taste of real life, this year our “meal” was leftover spaghetti, but it was still just as fun and special!

If you want to decorate, I’ve seen quite a few dollar sections that have some adorable school supply banners + die cuts for simple decorations. Or you could tie some balloons to their chair. One friend just put their new backpacks on the back of their chairs with little name strips at each plate. So easy with things you already have but it means so much to them. You can make their favorite meal, or even get takeout from their favorite place. I love how simple it is but will be such a fun memory and something for them to look forward to. It is a special time for them to talk about things they nervous or excited about, new teachers and friends, and of course what they want to wear!


Our last Back to School tradition before the big day is Father’s Blessings. We do these every year on the Sunday before school starts. It is such a special time for us to talk one on one with them about what they are nervous about or would like help with that year, and Joe is able to give them a blessing of comfort.

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I hope these back to school traditions give you some fun ideas to incorporate with your family too!! Don’t forget that Afterpay makes back to school shopping even easier. Just select Afterpay at checkout as your payment method!

Kailee Wright OshKosh back to school clothes for kidsKailee Wright OshKosh back to school clothes for kids


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