Graduated from your old prep school uniform? Trade it in for a more grown-up version that’s stylish and age-appropriate. With our roundup of sweet pleated skirts, oxford shoes, letterman jackets, and more, you’ll have a stellar style report card in no time.
Scroll through our 24 back-to-school picks now!
28.5 Embroidered Argyle Skirt ($545)
If argyle’s for nerds only, sign us up. We love the back-to-school pattern, especially in the form of this stylish skirt.
Ainea Jersey & Neoprene Ruffle Hem Dress ($341)
This color-blocked, minidress features a kicky hem for an ultra-flirtatious touch.
Reiss Luigi Fine Spot Contrast Socks ($25)
If you want to thoroughly nail the schoolgirl look, a pair of socks, which pair well with oxford shoes, are a must-have.
Carven Double Breasted Crepe Blazer ($840)
This cropped, double-breasted blazer is the ultimate ladylike cover-up.
Gaelle Bonheur Heavy Cotton Jersey Jacket ($280)
Who needs a varsity athlete to keep you warm when you can have this cool letterman jacket instead?
Gigi Burris Millinery Barbed Band ($150)
This barbed headband puts an avant-garde twist on the generally sweet schoolgirl accessory.
No Name 40MM Plato Canvas Wedged Sneakers ($115)
Dress down a skirt or dress with these canvas wedge sneakers. (Just try not to twist your ankle during gym class.)
Reiss Relaxed Tuxedo Blazer ($370)
We love the relaxed shape of this classic tuxedo blazer!
Opening Ceremony Loafers ($370)
Looking for a more playful pair of shoes? Try these fun checked oxfords.
Reiss Bea Bow Embellished Shirt ($195)
This darling bow top is so Blair Waldorf, don’t you agree?
Reiss Almira Metal Bar Skinny Belt ($95)
Use this sleek, skinny belt to belt your fall and winter coats!
Rodale's Braddock Backpack ($88)
When you’ve got a lot to carry, this backpack is a casual and convenient alternative to a shoulder bag.
Ted Baker Gumley Leather Skirt ($395)
We can totally see Sally Draper rocking this leather mini, which comes in a deep oxblood hue that’s perfect for fall.
Ted Baker Helane Embellished Collar Sweater ($225)
This sweater’s embellished collar and electrifying red color will make hitting the books or heading to work a tad more exciting.
Reiss Blanche Scallop-Edge Ankle Boots ($340)
Scallop trim lends a feminine element to these sleek ankle boots.
Ted Baker Osster Pearl Embellished Top ($195)
Pull a Peter Pan in Ted Baker’s cute collared shirt.
Vivetta Pleated Neoprene Skirt ($346)
Dress down this neoprene skirt with a t-shirt and lace-up oxfords.
Vivienne Westwood Plaid Cool Wool Capri Pants ($560)
We’re not 100 percent sure if these punchy plaid trousers are dress code-proof, but they certainly make a stylish statement.
Rodale's Marl Puzzle Dress ($90)
This staple piece has a classic, feminine shape that lends itself to multiple styling possibilities. Try it with ankle boots and a statement jacket.
Versus Safety Pin Viscose Crepe Skirt ($280)
Edgy safety pin embellishments help balance out this skirt’s sweet flared silhouette.
Saint Laurent Babies Mary Jane Shoes ($832)
The Mary Jane’s sparkly, grown-up cousin called, and she’s definitely going dancing once class is out!
Olympia Le-Tan Webster’s New World Dictionary Clutch ($2050)
Did your boss just use a word that went way over your head? We can’t help you there, but at least you can look like a vocab nut with this cheeky clutch.
Rodale's 3/4 Sleeve Wrap Top ($65)
Channel your inner ballerina in this slightly stretchy, flattering wrap top.