Picture this: you’re browsing your closet, looking for something fresh to wear to an upcoming event. You’re tired of your go-to looks and want to switch things up with a new aesthetic. After some online research, you discover the preppy aesthetic. This style's chic, classic vibe speaks to you, and you can picture how your wardrobe would benefit from a little preppy stuff. But as you look for pieces that fit this new aesthetic, you quickly realize you don’t know what to look for. That’s where this article comes in. Here, you’ll learn all about preppy stuff and how to master the preppy aesthetic for a chic, elegant personal style.

WhatColors’ AI personal color analysis app can help you achieve your goals as you explore the preppy aesthetic. By uncovering your unique color palette, this tool can point you toward the hues that will look best on you as you shop for clothes and accessories.

Table of Contents

• What Is Preppy Stuff?

• Tips to Seamlessly Integrate Preppy Elements Into Your Daily Routine

• Preppy Stuff & Gifts To Impress Even The Most Blasé Girls

• 30 Best Preppy Gifts That’ll Make Anyone Feel Like Old Money

• How Can I Mix Preppy Style With Modern Trends?

• How Can I Add a Preppy Touch to My Work Attire?

• Try AI Personal Color Analysis For Free Today

What Is Preppy Stuff?

The preppy style originated from the clothing worn by the students of Northeastern prep schools, like Phillips Academy Andover and Exeter. It’s classic, conservative, and oh-so-polished. It is so polished that the look has remained virtually unchanged for decades. Instead of following fast fashion trends, preppy style focuses on:

• Timelessness

• Quality materials

• Craftsmanship
  
  

The look is also rather exclusive, as the aesthetic is often associated with the upper class and their way of life.

The Signature Style of Preppy Clothing and Accessories

When picturing preppy clothing, imagine a neat and refined ensemble that wouldn’t look out of place on a yacht or at a country club. Preppy outfits often utilize muted colors and sophisticated patterns like stripes or plaids. 

Key staples of the look include:

• Polo shirts

• Khakis

• Boat shoes
  
  

Accessories like scarves, hats, belts, and pocket squares look a traditional yet stylish feel.

Tips to Seamlessly Integrate Preppy Elements Into Your Daily Routine

Preppy style can be added to your daily outfits without a complete wardrobe overhaul. Start by choosing classic colors, like navy, hunter green, and white, and investing in staple pieces, such as:

• Polo shirts

• Cardigans
  
  

You can also mix preppy and casual wear for a laid-back take on the trend. For instance, try pairing a polo with denim shorts or layering a cardigan over a graphic tee.

How to Wear the Preppy Look: Polos

Polos are a classic preppy staple that can be styled in numerous ways for any occasion. 

Casual Chic

Pair a classic polo shirt with a pair of well-fitted jeans or denim shorts. Add sneakers or stylish flats for a comfortable, laid-back vibe. Accessorize with a casual tote bag or backpack.

Athleisure Vibes

Combine a polo shirt with high-waisted leggings or yoga pants. Slip on trendy sneakers or sporty shoes and layer with a zip-up hoodie or a bomber jacket for an athletic-inspired look.

Preppy Elegance

Tuck a fitted polo shirt into a high-waisted A-line or pleated skirt. Add a skinny belt to define the waist and create a polished appearance. Complete the look with:

• Loafers

• Ballet flats

• Ankle boots
  
  

Business Casual

Opt for a solid-colored or subtly patterned polo shirt. Pair it with tailored trousers or chinos for a business casual ensemble. Choose classic loafers or low-heeled pumps. Throw on a blazer or cardigan for a more refined touch.

Layered Sophistication

Wear a polo shirt under a sleeveless sweater or pullover. Pair it with slim-fit pants or a pencil skirt. Finish the look with ankle boots or heeled shoes.

Effortless Femininity

Tuck a polo shirt into a flowing midi skirt to balance structure and femininity. Opt for delicate jewelry like a dainty necklace or hoop earrings. Choose sandals or espadrilles to complete the breezy look.

Weekend Comfort

Combine a loose-fit polo shirt with comfortable joggers or wide-legged pants. Slip into stylish sneakers or platform shoes. Accessorize with a crossbody bag or a backpack.

Denim Delight

Tuck a polo shirt into high-waisted denim jeans for a timeless casual look. Roll up the sleeves for a relaxed vibe. Complete the outfit with ankle boots or sneakers. Experiment with colors, patterns, and accessories to personalize each look and make it your own.

Cardigans: A Cozy Essential for Spring Evenings

Cardigans have always been synonymous with preppy fashion; this spring is no exception. Their versatility allows them to integrate seamlessly into casual and more formal ensembles. Designers are embracing a mix of textures, from cable-knit to lightweight cotton, ensuring there’s a cardigan suitable for every spring occasion.

For a fresh take on the preppy cardigan, oversized and belted variations are making waves in the fashion scene. These modern twists add a touch of contemporary flair while maintaining the garment's classic, cozy essence. Paired with a crisp button-up shirt or thrown over a summer dress, the cardigan effortlessly transitions from day to night for a classic look with preppy vibes.

How to Wear the Preppy Look: Cardigans

Casual Comfort

Pair an oversized or chunky cardigan with skinny jeans or leggings. Add a basic tee or a tank top underneath. Complete the look with ankle boots or sneakers for a relaxed vibe.

Workplace Chic

Choose a fitted or slightly oversized cardigan in a solid color. Layer it over a button-down shirt, blouse, tailored trousers, or pencil skirt. For a polished office look, opt for classic pumps or loafers.

Preppy Layers

Combine a classic cardigan with a collared shirt and cuffed jeans or chinos. For a preppy touch, finish the look with loafers or ballet flats.

Weekend Vibes

Pair a cardigan with a graphic tee and distressed jeans for a laid-back weekend look—style with sneakers or casual slip-on shoes.

Dressy Elegance

Choose a lightweight, fitted cardigan over a sleeveless or short-sleeved dress. Add heels or ankle boots to elevate the outfit for a semi-formal occasion.

Effortless Layers

Wear a cardigan over a basic top and leggings or jeggings. Accessorize with a statement necklace or scarf. Slip into ankle boots or knee-high boots for a chic layered look.

Monochromatic Ensemble

For a monochromatic look, opt for a cardigan in the same color family as your top and bottom. Break up the solid colors with contrasting accessories like a belt or handbag.

Smart Casual

Layer a long cardigan over a button-down shirt and tailored trousers. Complete the look with loafers or oxfords for a smart and casual outfit.

Experiment with different lengths, textures, and colors of cardigans to create diverse looks.

Sportswear-Inspired Chic: Elevating Athletic Aesthetics

Designers are infusing sportswear elements into preppy fashion for Spring 2024, drawing inspiration from collegiate sports. Sporty influences can be seen in:

• Bold stripes

• Athletic cuts

• Breathable fabrics
  
  

Think tennis skirts, varsity jackets, and sneakers seamlessly incorporated into the preppy wardrobe.

Sporty Preppy

This playful fusion of preppy and sportswear creates a more dynamic and energetic aesthetic. Pairing a tennis-inspired skirt with a crisp white polo or a varsity jacket as an outer layer adds a youthful and sporty vibe to the traditionally refined preppy look.

How to Wear the Preppy Look: Sportswear Chic

Polo Dress and Sneakers

Wear a polo-style dress in a classic color like navy or white. Pair it with clean white sneakers for a sporty touch. Add a belt to define the waist and complete the preppy look.

Track Pants and Pullover

Opt for tailored track pants in a neutral tone. Tuck in a crisp button-down shirt or polo shirt. Layer with a pullover or quarter-zip sweater for a sporty-chic vibe. Finish the look with loafers or low-profile sneakers.

Tennis Skirt and Sweater

Choose a pleated tennis-style skirt in a preppy color like pastel or plaid. Pair it with a lightweight knit sweater or a classic cable-knit pullover. Complete the ensemble with tennis shoes or loafers.

Varsity Jacket and Chinos

Combine a varsity jacket with tailored chino pants. Wear a simple tee or a polo shirt underneath. Finish the look with clean, classic sneakers or loafers.

Cropped Hoodie and High-Waisted Shorts

Pair a cropped hoodie with high-waisted shorts in a coordinating color. For a sporty edge, add:

• A baseball cap

• Sneakers
  
  

Athletic-Inspired Jumpsuit

Opt for a jumpsuit with sporty details like racing stripes or a drawstring waist. Layer it with a tailored blazer or cardigan for a preppy touch. Complete the look with sleek sneakers or loafers.

Sweatshirt Dress and Ankle Boots

Choose a sweatshirt dress in a neutral color. Pair it with ankle boots or stylish sneakers. Add a belt to cinch the waist and create a more polished silhouette.

Striped Rugby Shirt and Wide-Leg Pants

Wear a classic striped rugby shirt. Tuck it into wide-leg trousers or chinos. Finish the look with loafers or slip-on sneakers.

Cropped Polo and High-Rise Jeans

Opt for a cropped polo shirt in a bold color. Pair it with high-rise jeans or wide-leg pants. Add loafers or boat shoes to complete the preppy-sporty ensemble.

Tailored Track Jacket and Culottes

Choose a tailored track jacket in a solid color. Pair it with wide-leg culottes or cropped trousers. Complete the look with:

• Low-profile sneakers 

• Slip-on shoes
  
  

Mix and match sporty and preppy elements, combining athletic silhouettes with classic patterns, colors, and accessories to create a cohesive and stylish sportswear-inspired preppy look.

Zip-Up Sweaters: Effortless Layering for Transitional Weather

Spring often brings unpredictable weather, and zip-up sweaters are the perfect solution for those transitional days. This season’s preppy trend embraces zip-up sweaters in various colors and textures, offering a versatile layering option for both men and women.

Whether worn over a collared shirt or casually thrown over a T-shirt, zip-up sweaters effortlessly marry comfort and style. The beauty of this piece lies in its adaptability – zip it up for a polished look or leave it open for a more relaxed vibe. 

Spring 2024’s take on zip-up sweaters features:

• Bold patterns

• Unexpected color combinations

• Some retro-inspired designs
  
  

How to Wear the Preppy Look: Zip-Up Sweaters

Crisp White Shirt and Jeans

Layer a zip-up sweater over a classic white button-down shirt. Pair it with well-fitted jeans or tailored trousers. Add loafers or ankle boots.

Polo Shirt and A-Line Skirt

Under the zip-up sweater, wear a collared polo shirt. Pair it with an A-line skirt in a solid color or classic pattern. Wear knee-high boots or loafers.

Cropped Zip-Up and High-Waisted Shorts

Choose a bright-colored cropped zip-up sweater. Pair it with high-waisted shorts in a complementary shade or pattern. Add boat shoes or sneakers.

Tailored Trousers and Oxford Shoes

Tuck a simple blouse into high-waisted, tailored trousers. Layer the zip-up sweater over the blouse. Complete the look with classic oxford shoes or loafers.

Cable Knit Zip-Up and Plaid Skirt

Opt for a cable-knit zip-up sweater in a neutral tone. Pair it with a plaid or tartan skirt for a classic touch. Wear knee-high boots or Mary Jane flats to enhance the preppy feel.

Preppy Dress Shirt and Denim Skirt

Wear a dress shirt with a zip-up sweater over a denim skirt. Add a belt to define the waist. Finish the look with loafers or ankle boots.

Layered with a Blouse and Trousers

Combine a lightweight, solid-colored zip-up sweater with a collared blouse. Tuck both into tailored trousers or chinos. Choose classic loafers or pumps.

Striped Zip-Up and White Jeans

Pair a striped zip-up sweater with crisp white jeans. For a nautical preppy look, add a pair of espadrilles or loafers.

Gingham Shirt and Khaki Pants

Under the zip-up sweater, wear a gingham or checkered shirt. Pair with khaki pants or chinos. Complete the ensemble with classic sneakers or loafers.

Monochromatic Elegance

Opt for a zip-up sweater in a neutral color. Pair it with pants or a skirt in a similar shade for a monochromatic look. Add classic accessories like a leather belt and pumps.

Pay attention to fabric choices and accessories to enhance the classic and preppy feel of the outfit. Mixing and matching textures, patterns, and colors will help you achieve a timeless and sophisticated appearance.

Striped Button-Ups: A Nautical Twist to Classic Preppy Style

Stripes have perennially been associated with preppy fashion, and this spring, the focus is on the timeless charm of striped button-up shirts. Nautical-inspired stripes in varying widths and colors take center stage, offering a fresh and breezy feel reminiscent of coastal getaways.

These striped button-ups effortlessly pair everything from tailored shorts to capri pants, providing a polished yet laid-back look. The versatility of this piece makes it a must-have for women looking to infuse a touch of maritime elegance into their spring wardrobe.

How to Wear the Preppy Look: Striped Button-Ups

Nautical Vibes with White Jeans

Pair a navy and white striped button-up with crisp white jeans. Roll up the sleeves for a casual touch. Add boat shoes or loafers to enhance the nautical feel.

Tucked into High-Waisted Trousers

Tuck a striped button-up into high-waisted tailored trousers. Add a skinny belt to define the waist. Complete the look with classic pumps or loafers.

Layered with a Sweater Vest

Wear a striped button-up under a solid-colored sweater vest. Pair with chinos or a pleated skirt. Finish the ensemble with knee-high boots or loafers.

Preppy Skirt and Cardigan Combo

Tuck a striped button-up into a pleated or A-line skirt—layer with a V-neck cardigan in a coordinating color. Choose ballet flats or loafers to complete the preppy look.

Casual Half-Tuck with Denim Shorts

Half-tuck a striped button-up into denim shorts. Roll up the sleeves for a relaxed vibe. Add canvas sneakers or espadrilles for a casual yet preppy look.

Blazer and Trousers Ensemble

Wear a striped button-up with tailored trousers—layer with a structured blazer for a polished appearance. Opt for loafers or oxford shoes to complete the outfit.

Preppy Layered Sweater Look

Layer a striped button-up under a V-neck sweater. Pair with chinos or skinny jeans. Complete the look with loafers or ankle boots.

Knotted at the Waist with High-Waisted Pants

Knot a striped button-up at the waist and pair it with high-waisted pants. Add a statement belt for extra flair. Choose classic pumps or loafers.

Crisp White Skirt and Ballet Flats

Tuck a striped button-up into a crisp white pencil skirt. Add a pair of ballet flats or low-heeled shoes. Keep accessories simple with a delicate necklace or bracelet.

Mix and match different elements, experiment with accessories, and pay attention to details like tucking, rolling sleeves, and layering to achieve that classic and preppy aesthetic.

Capri and Cropped Pants: Embracing Playful Lengths

Capri and cropped pants are making a bold comeback in Spring 2024, adding a playful and youthful dimension to preppy fashion. This season, designers experimented with various fabrics and cuts, from tailored capris to wide-legged cropped trousers.

For women, capri pants can be paired with a tucked-in blouse or a fitted polo, creating a chic and polished ensemble. You can incorporate cropped pants into your wardrobe by teaming them with boat shoes and a classic button-up shirt. The key is confidently embracing the cropped trend, allowing the ankles to take center stage.

How to Wear the Preppy Look: Capri & Cropped Pants

Classic Polo and Capri Pants

Pair Capri pants with a classic polo shirt in a solid color. Tuck in the polo for a polished appearance. Finish the look with:

• Loafers

• Boat shoes
  
  

Button-Up Shirt and Cropped Trousers

Tuck a crisp button-up shirt into tailored cropped trousers. Add a skinny belt to define the waist. For a timeless touch, choose classic flats or loafers.

Nautical Stripes and Capris

Wear a navy and white striped top with Capri pants in a complementary color. Add a braided belt for a nautical touch. Finish with:

• Espadrilles

• Boat shoes
  
  

Preppy Sweater and Cropped Pants Combo

Combine cropped pants with a lightweight knit sweater. For a touch of elegance, opt for a V-neck or boatneck. Complete the look with:

• Loafers

• Ballet flats
  
  

Structured Blouse and Culottes

Tuck a structured blouse into high-waisted culottes. Add a statement belt for a polished look. Choose:

• Pointed-toe flats

• Low-heeled pumps
  
  

Gingham Print with Cropped Trousers

Pair a gingham-printed top with solid-colored cropped pants. Tuck in the top for a neat appearance. Finish the look with:

• Classic sneakers

• Loafers
  
  

Chambray Shirt and Capris

Wear a chambray shirt with contrasting-colored Capri pants. Roll up the sleeves for a relaxed yet polished look. Add:

• Loafers 

• Slip-on shoes
  
  

Cropped Pants and Boat Neck Top

Pair cropped pants with a boat neck top for a chic and classic ensemble. Tuck in the top and add a thin belt for definition. Finish with:

• Ballet flats

• Pointed-toe pumps
  
  

Twin Set with Cropped Pants

Choose a coordinated twin set (matching top and cardigan) with cropped pants. Tuck in the top for a clean and put-together appearance. Wear with:

• Loafers

• Low-heeled sandals
  
  

Blazer and Capri Pants

Wear a tailored blazer over a tucked-in blouse with Capri pants. Add a belt for a polished touch. Finish with:

• Classic heels

• Loafers
  
  

Play with colors, patterns, and accessories to add your personal touch. Classic and preppy style often involves clean lines, tailored fits, and a well-coordinated color palette. Accessorize with statement belts, pearls, or structured handbags to enhance the overall preppy look.

Lady Jackets: Refined Outerwear for Spring Evenings

A stylish yet practical outer layer is essential as temperatures fluctuate during spring evenings. Enter the lady jacket – a refined and tailored option that complements the preppy aesthetic. This season, lady jackets come in:

• Various pastel shades

• Lightweight fabrics

• Flattering silhouettes.
  
  

Whether you opt for a cropped blazer, a trench-inspired coat, or a classic peacoat, the lady jacket adds a touch of sophistication to any preppy ensemble. Drape it over the shoulders for a casual and effortlessly chic look, or button it up for a more polished appearance—the lady jacket is a versatile and timeless piece for spring.

How to Wear the Preppy Look: Lady Jackets

Pearl Necklace and Shift Dress

Pair a lady jacket with a simple shift dress in a classic color. Add a string of pearls for a timeless touch. Finish the look with:

• Closed-toe pumps 

• Loafers
  
  

Striped Blouse and Tailored Trousers

Under the lady jacket, wear a striped button-up blouse. Pair it with well-tailored trousers or chinos. For a polished finish, choose:

• Classic heels

• Loafers
  
  

A-Line Skirt and Turtleneck Sweater

Combine a lady jacket with an A-line skirt and a turtleneck sweater. Tuck in the shirt for a neat appearance. Wear with:

• Knee-high boots

• Classic pumps
  
  

Crisp White Shirt and Cropped Pants

Tuck a crisp white shirt into cropped trousers. Add a lady jacket for a sophisticated touch. Finish with:

• Pointed-toe flats

• Low-heeled pumps
  
  

Preppy Blouse and Pleated Skirt

Pair a preppy blouse with a pleated skirt. Choose a lady jacket in a coordinating color. Add:

• A thin belt for definition

• Classic heels
  
  

Tweed Lady Jacket and Shift Dress

Opt for a tweed lady jacket paired with a shift dress. Add:

• Opaque tights

• Ankle boots
  
  

Silk Scarf and High-Waisted Pants

Wear a silk scarf with a tucked-in blouse and high-waisted pants. Layer the lady jacket over the blouse. Finish with:

• Loafers

• Kitten heels
  
  

Cropped Pants and Loafers

Pair lady jackets with cropped tailored pants. Add a tucked-in blouse or knit top. For a classic and comfortable look, choose:

• Loafers

• Oxfords
  
  

Cropped Cardigan and Pencil Skirt

Combine a lady jacket with a cropped cardigan and a pencil skirt. Tuck in the cardigan and blouse for a sleek appearance. Wear with:

• Classic pumps

• Pointed-toe flats
  
  

Twin Set with Capri Pants

Choose a coordinated twin set with Capri pants. Layer the lady jacket over the twin set. Complete the look with pointed-toe flats or heels.

Accessorize with classic pearls, structured handbags, and elegant watches to enhance the classic and preppy aesthetic. Pay attention to fit and choose well-tailored pieces for a sophisticated appearance. 

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Preppy Stuff & Gifts To Impress Even The Most Blasé Girls

Thoughtful and stylish gifts are essential for that special someone with discerning tastes. If your loved one has a preppy aesthetic, they will appreciate gifts that align with their sophisticated style. The modern preppy aesthetic is all about class and elegance, with a touch of vintage and nostalgia. 

So, what exactly do you get a preppy aesthetic lover? Here’s a list of 10 stylish gift ideas that will have them smiling from ear to ear.

A Gorgeous Tennis Tote

Playing tennis at a private, exclusive club in NY is THE preppy girl's outdoor activity. She will have a collection of lovely tennis totes, and this Tory Burch bag will be a great addition to the group.

Cheap and Fun What Would Blair Do Pencils

Back in the day, we used to write more than we typed. Those days are gone, but how charming are these hot pink pencils? It’s a fun and super cheap gift that every preppy girl would love.

A Cute-Chic Preppy Dress

This take-me-to-Paris champagne jacket dress is the ultimate cute chic preppy dress. It will become a staple piece in any preppy girl’s wardrobe because it suits all seasons, from Spring to Winter.

A Bottle Of Original French Champagne With a Preppy Ice Jacket

The Clicquot widow would have been a preppy girl, and the brand is.

A Cute Texas Velvet Bow headpiece

Because it’s all about looking polished and perfect but cute.

A Vintage-Inspired Merino Cardigan

She can wear this vintage-inspired Light Academia cardigan from the golf course to class.

A Classy Faux Pearl Bracelet

Pearls are classic, and you can’t go wrong with this impressive but affordable bracelet.

A Fancy Pair Of Preppy White Gucci Socks

I dislike strict rules because the World is not black and white. Whoever said socks are an awful gift is unaware of these ridiculously preppy Gucci socks.

Color Analysis Tool

WhatColors helps you find what colors to wear based on your skin tone. Thanks to our patented color match technology, you can get your season based on your skin tone. Avoid colors that are a definite no. Based on your skin, eye, and hair color, find the perfect nail colors with our WhatColors nail color generator. 

Download our app for free today on the App Store or Google Play store.

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30 Best Preppy Gifts That’ll Make Anyone Feel Like Old Money

It's hard to pinpoint precisely why preppy stuff is so appealing. Maybe it’s the way they manage to look both classic and fresh at the same time. Perhaps it’s because of their inherent wealth cues, which evoke images of the Ivy League and summering in Nantucket. Or maybe it’s just that they look massively appealing. 

Whatever the reason, preppy gifts will surely delight just about anyone on your holiday shopping list—especially if they’ve had their eye on the items for a while.

1. Kate Spade Heart of Gold Bangle

Preps could always use another gold bangle, and this best-selling one from Kate Spade is a cut above the usual ones. It’s inscribed with the phrase "heart of gold" as a reminder of how much you love them.

2. Boden Embellished Yoke Cardigan

We can almost guarantee your cozy giftee will be obsessed with this holiday-ready cardigan's ruffled collar and beaded fair isle pattern.

3. Mejuri Bold Pearl-Drop Earrings

Pearls have long been associated with preppy style, meaning your giftee probably has a strand or two sitting around—perfect for pairing with these delicate gold-and-pearl earrings from internet-beloved brand Mejuri.

4. Lele Sadoughi Bardot Ribbon Headband

Any outfit that couldn’t benefit from a velvet headband adorned with the perfect bow? We think not.

5. Mark & Graham Small Cabana Stripe Travel Jewelry Case

Add a monogram—this eye-catching jewelry case has eight style font options for your jet-setting best friend. After all, you can never go wrong with a personalized gift.

6. Zkptops Spa Headband Set

TikTok’s skincare side is obsessed with these puffy pink headbands, which elevate beauty routines to just the right extra level. If you need a gift for tweens, you won’t find anything more viral or budget-friendly.

7. Lilly Pulitzer Tumbler With Straw

Forget Stanley tumblers—if you want to make a preppy person’s day, go for a loud Lilly Pulitzer pattern instead.

8. Ellen Merchant Pickleball Game

Whether they’ve got several pickleball outfits to choose from or are brand-new to the sport, this gorgeous set of paddles will inspire them to hit the court immediately.

9. Kule Small Tennis Club Tote

Kule’s sporty tote bag features a detachable shoulder strap and plenty of room for tennis rackets—but it’s also a perfect everyday bag, for that matter.

10. Lacoste L1212 Piqué Polo

Every guy could use another crisp polo shirt in his wardrobe, and Lacoste’s iconic option is the best. (It beats a plain white T-shirt any day.

11. Lonedream Stuff Makeup Bag

Yes, this makeup bag looks similar to Stoney Clover Lane's style—but at a fraction of the cost. Thanks, Amazon!

12. Lake Pima Long-Long Weekend Set

While your entire list might be set on preppy clothes, what about cute pajamas? This set features a print inspired by The Nutcracker, meaning it’s a standout holiday gift.

13.Take Ivy by Shosuke Ishizu

This landmark book, first published in Japan in 1965, captures the sartorial genius of students at elite American universities as they forged the look now known as the Ivy style. It’s a must-read for anyone with a penchant for prep.

14. Gap CashSoft Crewneck Sweater

This striped sweater looks like something you might have seen in a J.Crew ad 20 years ago—and that’s just about the highest compliment we can give a jumper.

15. BaubleBar On Repeat Custom Blanket

This bold monogram blanket does double duty as a customized gift and a cozy home décor piece. It is a perfect present for college students who love the preppy aesthetic.

16. Ware of the Dog Puffer Jacket

While you might struggle to shop for people with everything, you can impress them with a present for their pets. This adorable puffer—in a heritage plaid print, no less—will keep their pup warm all winter.

17. Barbour Cascade Flight Bag

Even if a full Barbour coat isn’t in the budget, you can still grace my giftee with a treat from the English heritage brand. Everyone can use a compact crossbody, and that little embroidered logo makes it better.

18. Banana Republic Fair Isle Mock-Neck Sweater

No one should take on cold weather without at least one great fair isle sweater, which looks especially great while sipping a cocktail in a ski chalet. This one is 70% alpaca, meaning it’s exceptionally soft.

19. Caton’s Wharf Hemstitched Cocktail Napkins

Make their nightly cocktail that much more special with this set of monogrammed napkins, which will turn any amateur bartender into a full-blown mixologist.

20. Katie Kime Après Ski Toile Robe

Can’t decide on the right preppy Christmas gifts? Treat your favorite prep to this eye-catching robe featuring a toile print inspired by a ski lodge.

21. Catbird Yellow Gold Baby Cygnet Ring

A signet ring is always a hit, and this take from Catbird—an internet-beloved brand specializing in dainty jewelry—is just the kind of unique gift that your wife or best friend deserves.

22. Jo Malone London Orange Blossom Cologne

We’ll tell you a secret: This Jo Malone perfume is Kate Middleton’s go-to fragrance. Anyone on your list who’s obsessed with the royals will be proud to own a bottle.

23. By Anthropologie City Sweatshirt

A great sweatshirt is a pillar of preppy style, and this one from Anthropologie (available in cities like Philly, Paris, and London) is just about perfect.

24. Free People Petite Bow

Bows are currently everywhere—just peep these fall fashion trends—so there’s more reason than ever to lean into Blair Waldorf styling with this satin barette that’s perfect for holiday parties.

25. Papier Into the Garden Writing Paper Set

The perfect gift for the writer or hostess in your life, this personalized stationery makes every letter or shopping list feel like the most essential thing in the world.

26. American Needle Après Cord Baseball Hat

Young giftees will appreciate the mix of new and old in this corduroy cap: retro lettering and a nod to après-ski culture are entirely classic, while the color combination takes things in a more fun direction.

27. Aerie Hometown Holiday Quarter-Zip Sweatshirt

The appeal of a super-soft fleece pullover is universal, but the heritage-inspired print and quarter-zip design are catnip for the preps among us.

28. Maile x BonBonWhims Candy House Slippers

A spa day is always in order—even at home. Treat your favorite teenager to some necessary self-care with these Terry House slippers, then throw in a few sheet masks for good measure.

29. Hermès Tutti Twilly Eau de Parfum Gift Set

Any fragrance collector worth their salt probably loves Twilly already, but have they had a chance to test out the just-released Tutti Twilly? This gift set includes the floral, fruity scent, travel-size perfume bottles, and body lotion.

30. Tory Burch Robinson Gold-Tone Bracelet Watch

Need a showstopper of a birthday gift or anniversary present? Look no further than this gold-tone watch from Tory Burch, which features a bracelet strap that’s all the rage.

How Can I Mix Preppy Style With Modern Trends?

The preppy aesthetic isn’t going anywhere. The classic look is back in style and has been redefined for 2024 with:

• Brighter colors

• More inclusivity

• Casual touches
  
  

Generation Alpha leads the charge, showing their preferences on social media and redefining the look. The preppy style is now cooler than ever.

Is the Preppy Aesthetic Still In Style?

In short, Yes, the preppy aesthetic is still in style, but with adaptations to modernize it with current trends. Here are 3 reasons why the preppy aesthetic remains popular: 

Timelessness

The classic preppy style is rooted in clothing that has stood the test of time. Think:

• Oxford shirts

• Chinos

• Blazers

• Loafers

• Polo shirts
  
  

Some may consider these pieces necessary for any put-together wardrobe.

Versatility

On that same note, preppy clothing is versatile and easy to style in different ways. It can seamlessly transition from casual to more dressy settings and be a transitional item between seasons.

Adaptability

The preppy aesthetic incorporates modern trends and influences while remaining true to its core elements. This adaptation can include:

• Fabric choices

• Colors

• Patterns

• How outfits are styled and accessorized
  
  

While the specific manifestations of preppy style may evolve, its core elements still appeal to fashion enthusiasts seeking a polished, classic look that they can personalize to fit their style preferences.

What Is Preppy in 2024?

The preppy style evolved while keeping its classic roots. 

In 2024, Generation Alpha redefined the preppy aesthetic to be:

• Brighter

• More inclusive

• More casual
  
  

Silhouettes

Modern preppy style often embraces traditional silhouettes such as:

• Blazers

• Chinos

• Oxford shirts

• Loafers
  
  

In contrast, Generation Alpha reinterprets the aesthetic with styles that reflect current fashion trends, preferring contemporary brands such as:

• Loveshackfancy

• Lululemon
  
  

Colors and Patterns

The traditional preppy style leans towards classic colors like navy, white, and pastels, often featuring:

• Stripes

• Plaids

• Argyle patterns
  
  

Generation Alpha experiments more boldly with colors and patterns, incorporating:

• Brighter hues

• Graphic prints

• Unconventional color combinations
  
  

Think floral patterns, neon hues, bows, and smiley faces.

Inclusivity and Individuality

While classic preppy style has sometimes been associated with a more exclusive, homogeneous look, Generation Alpha values and embraces:

• Inclusivity 

• Individuality
  
  

They may mix preppy elements with other trends, personalizing their outfits to reflect their own:

• Identities

• Interests
  
  

Casual and Comfortable

Generation Alpha blurs the lines between formal and casual by pairing preppy clothing items with more relaxed items such as:

• Denim jackets

• Athleisure

• Sneakers
  
  

Conversely, the modern preppy aesthetic embodies a more formal American prep school style characterized by clean-cut and traditional clothing choices.

Preppy Accessories

When creating an up-to-date preppy outfit, young women add items and accessories that recall the world of colleges and universities, such as:

• The iconic white socks

• Stockings

• Tights often worn under a pleated miniskirt to give the baby one more time vibe.
  
  

A preppy look, whether chic or casual, can only be completed by adding the right accessories: laces and ribbons, both on the hair and around the neck, pearls, scarves, and striped scarves in winter and Ray-Ban Wayfarer-inspired shades in spring and summer.

For women with a classic style, a bag iA bag is a crucial accessory for crucial accessory, and preppy lovers know how to make it the center of their outfits. Replicas of the iconic 2.55 by Chanel or the Kelly by Hermes have always been in high demand and became a real preppy trend in 2024.

Shoes and Outerwear for Preppy Style

As with bags, shoes can make or break the whole aesthetic. Mary Jane style flats, ballet flats, moccasins, loafers, and golf or tennis shoes made in canvas or leather are all the go-to for the next season.

Everything worn on top is necessary to recreate a preppy look in the cold seasons when fashionistas like to have the most fun. Preppy-style outerwear is classic, of course, but it’s about the classic pieces that only young people would wear. It’s more daring, allowing one to experiment with colors and textures while maintaining its feminine, fun, and comfortable features. 

Blazer Choices

Blazers—in all shapes and forms and in all shades—perfectly fit into a preppy outfit, especially those navy-blue showstoppers with golden buttons. Double-breasted blazers are also an evergreen piece. With perfect geometries and adaptability to different physiques, they suit everyone while also landing a posh, refined look.

Classic-cut beige trench coats, university-style bomber jackets, and single-color or checked cloth coats are also chosen to elevate the look and hint at the style's British heritage.

Logo Mania

A discussion of the top preppy trends of 2024 would only be complete by mentioning the massive comeback of logos that are now sought-after, especially by younger customers, to mimic the initials of a school or fraternity typical of school uniforms in the US.

Modern Preppy

In 2024, this style differs from what can be seen in TV shows from the 2000s. It still brings a classic flair inherited from old-school British garments. It pushes the boundaries for a chic and transgressive result: 

• Sporty touches

• Colors

• Mix-and-match

• Unexpected details
  
  

Like in old fashion, logos adorn the back or front of hoodies and sweaters and the pockets of polo shirts, but they can also become a full-on pattern to create unique pieces inspired by the street style.

Related Reading

• Preppy Colors
• Preppy Girl Aesthetic
• Preppy Skin Care
• Pink Preppy
• Aesthetic Preppy
• Preppy Definition
• Preppy Nail Colors
• Preppy Braces Colors
• Preppy Hair Colors
• What Colors Are Preppy
• Preppy Room Colors
• Pink Preppy Wallpaper
• Preppy Meaning
• Preppy Wallpaper Laptop
• Hailey Bieber Hair
• Cute Nail Inspo

How Can I Add a Preppy Touch to My Work Attire?

Chic Tweed Bow Dress Workwear Look 

The Tweed Bow Dress is an ideal workwear staple due to its preppy look that’s polished and sophisticated. This Tuckernuck tweed bow dress is perfect for a chic, preppy workwear look because it has the essence of a blazer or suit jacket (even down to the bowtie!), but it’s:

• Looser structured 

• More feminine
  
  

Tuckernuck Options

It comes in three colors and patterns: 

• Light blue

• Jacquard, and tan. So, Tuckernuck has something for everyone, whether you’re a color queen, print princess, or neutral noble. Wear gold bow heels and a few pieces of simple gold jewelry to style it. Sunglasses add good contrast to prevent it from looking too buttoned-up. 
  
  

Add your favorite Gucci handbag and maybe a few pearl accessories—you’re ready for the day! (If you like this Tuckernuck look, find more workwear/office outfits from them HERE.) 

Effortlessly Classy M.M.LaFleur Black Double-Breasted Dress

All-black outfits are flattering and can be effortlessly styled on every body type. If you struggle with what goes together, all-black looks are the best. The How to Style All Black Outfits post explains how to assemble black outfits. For this all-black office look, start with the double-breasted trench coat dress. 

Everything from the tailoring to the belt to the color to the length creates a sophisticated, corporate look that’s still sexy and chic. Pair it with your favorite black heels and sunglasses, and polish it with gold and crystal stud earrings. Simple and stylish!

Transitional Colorblock Tunic Dress and Blazer

This look can go from work to weekend in an instant! Start with this colorblock tunic dress and nude heels. As is, the look is preppy, but it isn’t professional enough for the workplace. Add a blazer, pearl earrings, and a Citizen watch to get it there. For shoes, you could wear heels or even white sneakers. 

(Here’s more on how to wear a dress with sneakers.) When you leave work on Friday, remove the jacket and grab your favorite raffia handbag for a weekend look fit for any occasion, whether it be a date night or wine in the park with your girlfriends. This is the best of the best for transitional style!  (For more ways to style this dress, read this post).

Fun Print Dress with a Pop of Color for Work

You can wear prints to the office. This black, white, and magenta dahlia dress is gorgeous and functions as a workwear dress. The print has fun colors and timeless femininity but is also refined. 

For the rest of the look, carry your Carlton Bow Bag (it's a great size for work), add a gold bracelet, and rock some pink shoes to bring out those dahlias. If you like a pop of color, this workwear outfit is definitely for you!

High-End Gucci Wool Dress Fall Workwear Look

Preppy looks often involve high-end, quality pieces. This outfit is no different! This Gucci wool dress has a lot of:

• Texture

• Structure

• Color

• Bold visual interest
  
  

That means this luxury piece does all the work for the outfit! All you need to do is echo those gold tones with a few understated jewelry pieces. Then, for shoes, opt for black, white, or gold heels.

Striped Shirtdress Summer Workwear Outfit 

Stripes are in every preppy girl’s closet. And a striped shirt dress? A preppy girl is essential! A striped shirt dress can work for a number of summer occasions, including work. The dress in this look has a belt to cinch in the waist to give the outfit a more sophisticated shape. 

For accessories, neutral colors elevate the outfit best. Depending on your workplace dress code, you could ditch the heels for my go-to espadrilles brand or white sneakers!

Belted Sweater Dress Fall Office Look 

For a fall preppy workwear look, you can’t go wrong with this emerald sweater dress from Nordstrom. (If you didn’t know, Nordstrom has some of the best workwear! Check out this post on Nordstrom work outfits for more.) The dress is perfect for that transition between summer and fall, where the mornings are crisp and the afternoons are still warm. 

Add neutral and gold accessories of your choice to assemble a whole look! Additionally, I recommend you wear a belt with this one because it draws attention to the beautiful ribbing on the dress. For cool fall mornings, add a trench coat! It’ll fit with the neutral accents and add to the overall look instead of distracting from it.

Asymmetrical Midi Dress Workwear Look

Playing with traditional corporate shapes is fun to jazz up a workwear look. For this one, grab the tailored crepe asymmetric pleated dress in camel and pair it with heeled boots or nude/black heels. The dress is preppy with the classic pleated skirt and blazer combo. In true Style Charade fashion, the dress turns the traditional look on its head to create something fresh! 

Keep all your accessories minimal; though they come in multiple colors, stick with neutrals for work. The shape is wild enough, but the color on top of that would be distracting for the workplace. Those shades are great for a date night or evening out but not for the office. But, hey, you could always buy more than one! The dress is incredible.

Tweed Jacquard Blazer and Dress Set for the Office

This look feels like it stepped straight out of Gossip Girl, and I love that! The black-and-white jacquard dress and blazer are polished, feminine, and definitely chic. 

It’s comfortable and easy to style, too! Nude or black shoes, simple gold jewelry, and a black handbag will draw it together for a perfect preppy workwear dress look.

Black Dress Simple Workwear Outfit

If you want something preppy but straightforward, a black long-sleeved, square-neck dress like this one is right for you. It’s preppy, effortlessly stunning, and versatile even beyond workwear looks. Go all black as we did with the trench dress, or sprinkle in some nude/natural tones. Either way, it’ll make you feel beautiful and confident! 

Like the tunic dress outfit, you could easily transition this look from work to weekend. You may even have an LBD in your closet that you have yet to consider repurposing as a work dress.

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