We all have a lot of back-to-school stress to deal with this year, more than the usual frantic gathering of school supplies, figuring out afternoon pickup and getting your kids back on a regular weekly schedule. Figuring out what to wear shouldn’t be yet another stressor on your list. That’s why we did the work for you and pulled together 30 stylish outfits to get your family through the first month of school in style, whether that means in the classroom or over video calls.
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Fuel her scientific dreams in style.
Annie the Brave dress ($35); Native shoes ($40); Co. Protect face mask ($11 for set of ten)
Keep things simple but vibrant with a variety of primary hues.
Primary T-shirt ($14; $7); Gap jeans ($40; $24); Vans sneakers ($35); Nordstrom face mask ($18 for set of four)
As much as we want there to be a sudden need for cozy knits and miniature flannels comes September 1, realistically temperatures are still pretty high in most parts of the country. White shoes feel more fall-appropriate when paired with dark colors, like royal purple or navy blue.
Hanna Anderson dress ($42; $21); Salt Water Sandals by Hoy sandals ($41); Piccolina Kids face mask ($10)
It’s the coordinating hat that really makes this adorable ensemble.
Flap Happy hat ($65 for set of four); Scotch & Soda T-shirt ($34); Old Navy shorts ($20; $15); Bloch Kids face mask ($19)
Take all the work out of trying to pair up mismatched tops and bottoms with one adorable pattern from head to toe.
Boden shirt ($28) and leggings ($24); Converse sneakers (from $35); Crewcuts face mask ($17 for set of two)
Yes, this summer trend is still going strong as we head into fall. The trick is to pick tie-dye in darker hues, like blues greens, grays and purples and leave the pink and orange for warmer weather.
Lands’ End sweatshirt ($25; $15); Tucker + Tate top ($22); Gap jeans ($40; $24), overalls ($50; $25) and face mask ($15 for set of three)
Rather than dress her in a daisy-covered blouse and jeans, flip things around and try denim up top and Liberty prints down below.
Boden dress ($44) and leggings ($24); Old Navy face mask ($13 for set of five)
Wearing a button-up doesn’t have to look prim and proper. Layer a patterned shirt over a colorful tee for a more casual, skate-approved vibe.
Primary shirt ($24; $9) and T-shirt ($14); Abercrombie Kids jeans ($50; $25); Vans sneakers ($60); Cubcoats face mask ($15 for set of two)
Be honest, you’d 100 percent wear this look yourself, too.
H&M jacket ($30) and leggings ($10); Adidas sneakers ($55); Busy Bees face mask ($16)
Add some fun to two basic staples—khaki and denim—with a cheeky T-shirt.
H&M top ($30 for set of five); The Children’s Place jacket ($30; $15); Gymboree shorts ($33; $20); Crewcuts face mask ($17 for set of two)
Bridge the gap between summery florals and fall-ready boots with a pair of light gray tights.
Garnet Hill dress ($34; $32) and tights ($28; $19); Cat & Jack boots ($20); Garnet Hill backpack ($50; $25); Mino face mask ($45 for set of three)
Jogger pants help a structured shirt and sweater combo feel less formal. As does a knit puppy dog, of course.
Janie and Jack sweater ($56), shirt ($36) and pants ($42); Olukai sneakers ($55); Cat & Jack face mask ($4 for set of two)
Dorothy of Kansas gets a 2020 makeover.
J.Crew cardigan ($40), T-shirt ($20), leggings ($25; $19) and shoes ($50); Hatch face mask ($20 fort set of two)
Opt for sneakers in a color that matches one from his T-shirt to finish off this simple, but adorable, outfit.
Tea T-shirt ($25); Janie and Jack pants ($39); Converse sneakers ($50); Nordstrom face mask ($18 for set of four)
She loves a good game of dress-up, but sequins for school is a bit much…unless you pair them with a cozy sweatshirt, that is.
H&M sweatshirt ($18) and skirt ($20); Disney Pixar face mask ($20 for set of four)
A no-fuss look for your busy kid.
Sasha + Lucca T-shirt ($25); overalls ($40); Keds sneakers ($30); Carter’s face mask ($3)
Mix and match different colored socks and frocks until you find a duo that’s as cheery as your daughter herself.
Primary j acket ($38) and dress ($18; $16); Bombas socks ($48; $44 for set of eight); Converse sneakers ($50); Crayola face mask ($30 for set of five)
Rainy days don’t have to be gloomy ones. Get him a pair of waterproof shoes that aren’t your typical rain boots and a graphic rain jacket to brighten foul weather.
Cat & Jack jacket ($25); The Children’s Place T-shirt ($11; $5); Old Navy jeans ($30; $15); UGG shoes ($75; $45); Jaanuu face mask ($25 for set of five)
Pile on a multitude of basics in coordinating hues for one vibrant color-blocked look.
Paskmlna hat ($10); Primary T-shirt ($14) and shorts ($24; $9); Old Navy face mask ($13 for set of five)
This super-cool jacket also comes with a removable hood so you can switch things up with just a few snaps.
Abercrombie Kids jacket ($70); Boden T-shirt ($16); Volcom jeans ($43); Vans sneakers (from $40); Sanctuary face mask ($25 for set of five)
Proof that rainbows, bubblegum pink and sunshine yellow aren’t just for beach days.
Rockets of Awesome sweater ($30) and pants ($30); Nativ shoes (from $35); Cat & Jack face mask ($4 for set of two)
Not every kid want to dress like a bag of Skittles, and that’s a-OK.
Art Class shirt ($15); Cat & Jacket jeans ($13; $10); Gap Factory hat ($15; $8) Kenneth Cole shoes ($59); Alex + Nova face mask ($20)
Use tall printed socks to make wardrobe basics pop.
Tea dress ($37); Primary leggings ($15); Gap socks ($15; $7 for set of three); Dr. Martens boots ($46); Christy Dawn face mask ($30 for set of five)
A sort of modern take on a classic school uniform (even if school doesn’t require one).
Crewcuts shirt ($40), polo shirt ($37; $30) and shorts ($35); Seavees sneakers ($42); Disney face mask ($20 for set of four)
Multi-colored knits and Minnie Mouse-approved polka dots are sure to brighten, not just her day, but everyone in her class’s day, too.
Boden sweater ($40) and dress ($44); Adidas sneakers (from $45); Oso & Me face mask ($16 for set of two)
We’re loving these patterned layers.
Tea Collection hoodie ($36) and T-shirt ($25); OshKosh pants ($32); Jaanuu face mask ($25 for set of five)
Gym class, here we come!
Athleta Girl top ($34) and face mask ($25 for set of three); Abercrombie Kids leggings ($35)
For the budding sneakerhead in the family.
Nike T-shirt ($20; $15); Uniqlo hoodie ($15; $6); Rockets of Awesome joggers ($30); Vans sneakers ($35); Class Club face mask ($20 for set of three)
So she never forgets that girls can do anything they set their minds to.
Piccolina Kids T-shirt ($28; $25); OshKosh leggings ($16; $7); Keds sneakers ($36); Shoshanna face mask ($18)
Boden shirt ($50); H&M pants ($10) and sneakers ($30); Our Green House face mask ($23)
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