Back to School: Cute Outfits for School

Since most of our kids likely spent the summer months in a variety of mismatched athletic wear, bathing suits, and flip flops, nothing says back to school like shopping for fall fashions. While it may still be warm and balmy where you live, cooler weather is just around the corner, so now is the time to clean out the closets and stock up on everything from school uniforms to cute, casual clothing for your kids. These styles are not only guaranteed to keep your children looking fabulous and inspiring self-confidence, but are also durable and versatile making them great for both school and weekend wear.

Art & Eden Organic Clothing

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Art & Eden is not your mama’s clothing company – this is a truly unique way to get your child’s clothes delivered to your doorstep from a sustainable, eco-friendly, organic company that respects every piece of its supply chain, all the way down to the child wearing the clothing. Each piece of fashion from Art & Eden is made with GOTS-certified organic and sustainable materials, low-impact dyes, and in recycled packaging. The company prides itself on using fair business practices and supporting artists in their overseas facilities, and its processes are grounded in sustainability.

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Apart from all that, the clothes are to die for! Trendy, fashionably fresh, and comfortable, each piece is perfect to go from the classroom to the playground, allowing kids to just be kids. Organic cotton means that no toxic pesticides or chemicals will ever come in contact with your child’s skin when he or she is wearing threads from Art & Eden, and the fabrics are exceptionally durable for lots of play.

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Each piece from Art & Eden is meant to match a variety of other pieces in their line, so you can mix and match to your heart’s content. And they offer sizes from 3-6m – 10y, so if matching siblings is your thing, you can get the whole family in on coordinating outfits.

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Sometimes our little ones don’t fit the status quo. Instead of fitting into society’s boxes, they destroy them and create their own sculptures with the leftovers. For those kiddos- the ones that love coloring outside the lines- Appaman is the brand for them.


We have a few favorites for your little rockstar. For the leading lady in your life check out the Magic Conductor Slouchy Sweatshirt paired with their Vegas Gold leggings. Because let’s be honest, what girl doesn’t love a little unicorn power complimented with gold power leggings? Chilly mornings? Add on their Nikki Bomber Jacket made from a soft faux fur. The metallic finish adds a statement for your little rockstar.


Appaman has the fun, funky loving little man in your life covered too. Their Black Light Fine Line Tee with its skeleton adds some edge to their wardrobe. Their Slim Leg Denim a versitale and transitional that add a little punk rock to their wardrobe. Finally, add in their Woodland Jacket to keep them warm on those fall nights.

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For the mini fashionistas in life, there is Kidpik. This subscription service is exactly as it sounds; a style all of its’ own with kids doing the picking. Kidpik is a blast to work with from start to finish. Each shopper takes a personalized quiz to let stylists know about their favorite trends, colors, and accessories. Based on the answers of the style quiz, three outfits (think head to toe, fully accessorized outfits!) will then show up at your doorstep. That is when the fun REALLY begins!

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Because each child is entitled to their own unique personality and interest, KidPik is an opportunity for children to dress as they wish. The made to impress boxes are designed to help build kids’ confidence and boost their self esteem by matching them with outfits that are truly deserving of their personalities. Each box was also designed to play nicely with parents’ credit cards, as there are never any styling fees involved and shipping is always free! Not a fan of jeans? No problem! Have an obsession with shoes? They’ll hook you up! Because shoppers’ personalities always shine through, each box is customized to the smallest of details.

Two girls, two different styles. Sisters can have much in common without the similarity of fashion and style. One sister may prefer fancy, with a side lace up skater dress paired with velvet lace combat boots, or sequined tees paired with floral mesh tiered skirts. Another sister may live on the edge with a pleather moto jacket and diamond studded shirt, paired nicely with cheetah trouser pants and a side of matte sequin dress. No matter your style, everyone gets a free gift to keep and love.


Kidpik also offers pre-styled boxes where shoppers can select clothing styles based on there interests and be able to see exactly what is inside before it arrives. Whether you like the element of surprise or the validity of knowing what’s to come, Kidpik has adorable choices at affordable prices. It is a fun service from get get go and something kids (and parents) can look forward to well beyond the first month.


Chasing Fireflies

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Self expression is one of the first steps a child takes towards developing their own sense of identity. Often, that form of self expression first comes through in their clothing choices. And, what’s better than children’s wear that both parent and child absolutely love? With Chasing Fireflies, your child will find fashions that speak to their heart all while keeping mom happy.

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Back to school isn’t all play. For a girl that loves to dress up, Chasing Fireflies’ Blue Skies Dress is our favorite go-to. Its cotton is comfortable to wear all day, but the accented lace and ruffles makes this easy cut ever so fairy tale-like. This light weight dress is a beautiful soft baby blue, loose fit, with lace chest, pockets, and hemmed skirt. The dress is also lined to give a full skirt feel – and makes spinning even more magical. During colder seasons, this fall dress can be worn with a cardigan or a long sleeve top underneath. To top off the romantic bohemian look, we added Chasing Fireflies’ Boho Leather Booties. If the divine smell of authentic leather doesn’t wow you upon opening the box, the smile on your daughter’s face will! These perfect fall booties feature cut out details for a unique look and beautifully accentuated stitching. A small heel ups the cool factor as well, as most little girls will tell you! These transitional booties can be worn dressed up or dressed down, fitting perfectly with any look.

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For boys, what’s more back to school than a letter jacket? Why wait until high school for your little one to show off his football skills? The Personalized Football Jersey in red is a vintage inspired tee that your little one will love to wear. Made with ultra soft cotton, the tee gives you the option to personalize the back with your child’s name and age or favorite number. Paired with Boys Slim Jeans, your son will be comfortable and stylish heading back to school. The Slim Jeans, by Appaman, are soft and stretchy, and also feature a hidden adjustable waistband. And even though they may be on the slim side in terms of fit, they still offer plenty of room to play comfortably all day long. Lastly, be sure to throw on your son’s new Personalized Varsity Letter Jacket. Just like the real deal, this jacket comes personalized with your child’s name and letter, as well as a quilted inside, ribbed trim, and angled pockets – just like yours back in the day! The Varsity Letter Jacket is available in various colors, for both boys and girls.

Chasing Fireflies-2404 Chasing Fireflies-2401 Chasing Fireflies-2400With the changing of the seasons right around the corner, back to school also means thinking ahead in terms of warmer clothing. While the Football Jersey and Letter Jacket will keep your son warm this fall, we love the long sleeve dresses that Chasing Fireflies has to offer for our girls! The Denim and Lace Dress is a must in every girl’s closet. A denim chambray dress adorned with ruffles on the chest, a collar, and button details on both the chest and sleeves is made even better with the addition of a lace underskirt featuring a high-low hem. The top offers a sophisticated look, while the skirt provides a lot of whimsy. We paired this dress with the Woodland Friends Sweater Tights to add even more whimsy. These pima cotton-nylon-spandex tights feature bright colors and knit-in patterns and designs. Going back to school has never looked so good!Chasing Fireflies-2446


Nununu Backpack

nununu takes back to school basics to a whole new level. They specialize in minimalistic style without fancy colors or crazy designs. These clothes are for the little one that wants statement pieces that express their own style. Black and white create a blank slate that allows for the child to create the message they send.

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The edgy black skull mask backpack takes the bore out of everyday backpacks. Paired with the black mini skull lunch box with the best ghostly skull mask look available. However, they are more than just edgy pieces they are well-made pieces that will be perfect for the upcoming school year.

The backpack is water resistant and also has insulated side pockets for holding drinks and snacks. What could be cooler than a skull backpack? Well, it also comes with a secret compartment and hood that rolls out for rainy day protection.

The black mini skull lunch box boasts many rad features of its own. This smartly designed lunchbox has microwave safe inserts that keep continents separate. The outer sleeve helps to keep food fresh. And one more thing you can toss it into the dishwasher for easy cleaning- trendy and effortless.

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Don’t worry the skull patterns don’t end in the lunchroom. Dress from head to toe with a don’t mess with me look. The black skull robot sweatshirt to take your average outfit up a notch. The shirt has features to make it stand out such as watercolor outline, a high-low hemline, and deconstructed look. This cozy sweatshirt is sure to become a favorite piece this year.

The black french terry skull robot patch baggy pants are another comfy piece your kiddo will love. Made of 100% cotton with an elastic waistband, these extra comfy baggy pants will be ones that your child will never want to take off. They can go from play to classroom, to lounging with ease.

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eden & zoe


Picking the perfect back to school outfit can be challenging. But with eden & zoe the choice is easy because all of their close posses elegance, class, and style. They are more than just pretty clothes they are smartly-made, inspired and stylish just like little girls themselves.

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Wow the back to school crowds with the Freya lace skirt and Gwen lace pullover combo. Classic and clean with a modern twist. The skirt is adorned with an intricate lace outer layer made complete with a comfy cotton lining and elastic waistband. The Gwen pullover is detailed with the same beautiful lace as the Freya skirt. Your little girl will love this beautiful, soft blend of cashmere and merino wool; making them the perfect combination for an elegant first impression.


The Azalea dress is another inspiring piece for that first day or another special event. This classic style is perfect for all seasons and occasions. Bow detailing on the shoulders adds a touch of pizzazz to a perfectly simple class look. The dress is the utmost in comfort made from a blend of cashmere and silk.

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Freya lace skirt | Gwen lace pullover | The Azalea dress

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Old Navy Uniforms

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Private or public, many schools are now moving to a uniform dress code and as parents, we can’t necessarily say that we mind! Uniforms are cost effective for most families and make getting ready in the mornings a breeze. Uniforms also make the back to school shopping list pretty short, and with Old Navy, purchasing quality uniform pieces at a good price is incredibly easy!

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While some Old Navy stores sell their uniforms on site, shopping online makes it entirely effortless. By simply selecting Uniforms by Color, you can narrow your search of uniform pieces by your child’s school colors, compare and contrast prices on various shirt and pant styles, and purchase in a matter of minutes. And not only is shopping easy, but the quality of their pieces are top-notch. Old Navy knows that these uniforms need to last all year, so they made sure to include stain resistant fabric such as the Stain-Resistant Uniform Shorts for Boys and the Moisture-Wicking Uniform Polo for Boys. The Stain-Resistant Pique Polo for Boys is also a favorite of ours – because, art class – and the Built-In Flex Twill Straight Uniform Shorts for Boys for extra durability that is sure to outlast a year’s worth of recess.

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For girls, the ultra durable Twill Uniform Skort is made with style to include button tabs on the sides and built in shorts, perfect for gym, recess, and the classroom. Paired with the super soft Uniform Pique Polo for Girls, your girl will be comfortable all day long. For girls that love to wear dresses, we love the Uniform Jumper for Girls paired with the same Pique Polo. During the colder months, pair the Jumper with a coordinating Uniform Crew Neck Cardi for Girls and a pair of the Knee High Uniform Socks for a great preppy look!

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Uniforms don’t have to be boring or bland. Your child can still express their personality and sense of fashion with great quality pieces – and who knows fashion better than Old Navy?

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Finn + Emma


Back to school may conjure images of elementary or middle school age children heading off every morning on a big yellow bus, but in this modern day with working parents on the rise, children of all ages are likely spend their days in a classroom. From infant rooms to preschool and beyond, learning in a safe, comfortable, and kind environment is so important for our children. When it comes to our littlest loves, although their back-to-school gear may not include pencils and notebooks, the need for practical necessities to get them through their day still remains. From clothing to bottles and diapers, babies heading off to daycare or preschool have a laundry list of items for school and as parents we always want to provide the best.


Just in time for this upcoming school year, the Basics Wardrobe Collection from Finn + Emma is a parent’s dream come true. With Mix and Match solids available for boys, girls, or in neutral shades, this super soft, 100% organic cotton collection could not be more perfect for your baby’s sensitive skin. Easy to pair with other solid color pieces, these ethically made, generously fitting pieces are simple and classic allowing them to be worn for so many occasions.


Available in multi-packs, we love the 2 piece Zipper Footie Set for the upcoming season. Not too hot and not too cold, these wonderful footie sets will keep baby comfortable both in and outside. Ideal for both sleep and play, your little one will be snug and safe in his crib while also able to easily move and explore when on the floor for tummy time. These versatile outfits with simple zip and snap closures will allow busy parents to easily transport a sleeping infant to and from daycare, no changes needed.


Perfect for pairing with any of the basics collection outfits are Finn + Emma’s new bandana bibs. Available in a 2 piece set of solid colors these bibs are both useful and trendy. Ideal for keeping your littlest teether from soaking his shirt or your brand new nosher from coating his clothing in sweet potatoes, these simple sets are a necessity for your quickly developing infant.


While new parents everywhere likely dread the very idea of leaving their little one, it takes a village to raise a child and introducing your baby to the world outside of you is a good thing. Ensuring quality care and a safe environment are key, along with creating a comfortable, cozy and cheerful experience.

Sophie & Sam Clothing

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We’re going to let you in on a little secret: Zulily is the only place you can get Sophie & Sam clothing, and this brand is pretty much the bee’s knees. Offering one of the widest ranges of children’s clothing that we’ve ever seen, with timeless pieces that have trendy twists, there is sure to be something that both you and your child will fall in love with this back-to-school season.

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This stripe and polka dot A-line dress is incredibly versatile and comfortable. It will take your daughter from the playground to the classroom, soft enough to not hold her back from play and still perfectly fancy for any dress-loving girl. And. It. Has. Pockets. Could you wish for anything more in a dress? We think not!

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The mock neck side zip sweatshirt is the perfect piece for your son who loves to be comfortable, but also look stylish at the same time. Featuring a front pocket for whatever he wants to carry around (Rocks! Sticks! Frogs!), and a classy contrasting trim around the wrists and waist, this is a timeless top with an updated twist.


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And Zulily has way more to offer for back-to-school than simply Sophie & Sam. Check out their entire back-to-school shop here.



Navy & Pink Stripe Polka Dot Contrast-Pocket A-Line Dress | Navy Side-Zip Sweatshirt


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Moms know our kids need to be comfortable and cozy in order to concentrate and these cute styles are sure to keep your little ones focused on their schoolwork rather than itchy tags or too tight waistbands. From pre-school to “big school” we know you will love some of these cute Fall styles for your little ones that will keep them looking their best and feeling great from the classroom to the playground this academic year.

Whether this is your child’s 1st year of pre-school or you are a time-honored member of the PTA, make sure to check out our School section this year for tips, tricks, and tons of information on childrearing and education.

Fall Fashions For The Stylish Mom-3



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Kristin dePaula
Kristin dePaula
Kristin is a Montessori Mama who spends her days working as a lawyer with at-risk youth and her nights chasing her 4 boys on their latest adventure. She spends a significant amount of time in the kitchen creating healthy, organic, and delicious meals for her family, reading books with her boys, and at the soccer fields. Aspiring to make a difference in lives of others one child at a time, Kristin is passionate about social justice, early literacy, and early childhood education. While she loves scarves and boots, Kristin lives at the world's most famous beach with her husband, kids, extended family, and enough pets to open a zoo.

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