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A Modern Take on the Classic Preppy Look

Purple Star emoji 20 items
The absolute top shelf items to create a preppy look. Quality and timeless vibe right here!
Sections
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Hair Accessories

All those fabulous items to keep your hair in champion condition!
 
Dixie La Pierre profile picture
You can't go wrong with grosgrain ribbons. So many colors, you'll find one to match your sweet child's outfit every day! This timeless look is so cute and preppy.
40PCS 4.5 Inch Grosgrain Hair Bows for Girls
 
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Adorable striped headbands have a secret elastic band that goes under the back of the head to make the headband not slip off. Absolutely adorable!
Preppy Striped Bow Headbands for Girls, Cute Hair
 
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These beautiful headbands are perfect for an evening out. Classic designs that drip with a preppy vibe !
Beautiful Headbands for evening wear!

Skirts

All the classic styles to complete your preppy wardrobe
 
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These basic black golf skirts are so versatile and perfect for cocktails at the club afterwards.
Basic black Golf Skirt
 
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Pretty Pink Golf Skirts are Just Perfect for Golf and Tennis!
Pink Golf Skirts
 
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These skirts in green are a preppy staple. They look great and are super easy care!
Preppy Green Golf Skort
 
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I love these pleated tennis skirts. They look so preppy, and they wash and wear so perfectly! Tons of colors to match your mood!
Womens High Waisted Pleated Tennis Skirt Preppy
 
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All different lengths and colors make these skirts an easy addition to the preppy wardrobe. Look great with boots, loafers, pumps, and even Sperry's and Keds!
Corduroy Skirts for Women - JCPenney

Shirts

Preppy Shirts that Look Classic, Fit Well, and Go With Other Preppy Pieces!
 
Dixie La Pierre profile picture
Classic preppy styled polo shirts have collars that pop easily with an iron and some starch. They come in a ton of colors and fit well!
Pink Polo Shirts
 
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This is such a good deal! Get a basic wardrobe started with preppy style by getting one of these collections of polo shirts! The colors are great, and the fit is really nice.
Polo Shirts For Women Bulk
 
Dixie La Pierre profile picture
These are so wonderfully preppy! They look amazing with your riding boots and jeans. Amazing with your tennis skirt, terrific with khakis.
NEW Polo Ralph Lauren Womens Striped Oxford Shirt!
 
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A staple of the preppy wardrobe. The basic white blouse. Ready for the Shetland sweater. Ready for the pearl necklace. Ready for the night at the club where you stayed too late and needed a shawl. This is the basic piece every preppy woman needs!
Womens White Button Down Shirts & Blouses - Tops, Clothing

Sweaters and Other Knits

All the very best sweaters, cardigans, sweater sets, vests and other knit goods
 
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Classic Argyle Sweater Is beautifully styled and looks wonderful with skirts, denim skirts and jeans. Add a pair of loafers or boots to complete the look!
Grey Lab Collared Argyle Sweater
 
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Great cable knit sweater is perfect over a polo or a silk blouse. This sweater is so cozy and preppy!
Cream Cable Knit Women's Cardigan Sweater
 
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Harlequin design sweaters have a preppy vibe that is very surprising because it is subtle and exciting at the same time. I had a red and black one when I was a teen, and I loved it so much!
Harlequin Sweater
 
Dixie La Pierre profile picture
Plaid was a very important part of the preppy fashion. It was everywhere, and it is still very in style. I had a matching sweater, belt, vest, and socks that I wore non stop!
Women's Plaid Sweaters
 
Dixie La Pierre profile picture
These beautiful Fair Isles Sweaters come in so many different colors and sizes. These are warm, cozy, and soft. I love them a lot!
Fair Isle Sweater Womens - Macy's

Footwear

All the preppy choices to cover your feet!
 
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Keds are a classic preppy staple. They come in a ton of colors. You can wash these in the machine. You can match them to outfits. They look great new or old.
Shop Women's Shoes - KEDS
 
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Sperry are one of the brands preppies who spend time on the water are very familiar with. They're well made and designed for deck use.
Top-Sider Boat Shoes & Deck Shoes for Women | Sperry
 
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K Swiss are another classic preppy brand. They have a distinct preppy vibe, very well made, and so many different options that when your shoes are completed, they feel like they're specially made for you!
Women's Classics Style Shoes | K-Swiss US