40 Preppy Fall Outfits To Try Already This Autumn

By Kaia Saunders / October 4, 2017
Great prep style outfits for the fall

Rainy one day, sunny the next. Sometimes it seems like fall weather just can’t make up its mind. The upside? We get to choose between different textures and fabrics of clothing depending on the temperature or our mood. One of the most flattering styles for in-between fall days like these has to be the preppy one.

Inspired by cool co-eds on university campuses, the style is clean, uncomplicated and effortless. Why not grab your book bag and get in on the preppy trend? This is how to do it.

The Athleisure Trend Goes Preppy

The sporty look has been en vogue for several seasons now and doesn’t seem to be going anywhere soon. And with good reason: it’s the perfect mix of comfort and cool; both urban and practical at the same time.

For this fall season, give your athletic gear a preppy spin. A few accessories here, some trendy sneakers there and you’re well on the way.

Simply Does It

A quick way to sprinkle some preppy charm onto your outfit? Tie a bold red sweater around your shoulders. Keep the rest of your colors crisp and monotone, not forgetting brilliant white sneakers for an athleisure twist.Photo: Instagram/@lerazhuravleva

A quick way to sprinkle some preppy charm onto your outfit? Tie a bold red sweater around your shoulders. Keep the rest of your colors crisp and monotone, not forgetting brilliant white sneakers for an athleisure twist.

The Standard of Comfort

What’s the standard uniform of the preppy varsity girl? Here you have it: black leggings, a white T-shirt, and a blue denim jacket. Keep it casually simple by adding a pair of gray slip-on loafers and a carry-all black tote bag.Photo: somethingbeautifultheblog.com

What’s the standard uniform of the preppy varsity girl? Here you have it: black leggings, a white T-shirt, and a blue denim jacket.

Leather Goes Preppy

Preppy is by no means boring. How about slick leather leggings for a modern edge? Complement the outfit with a logo T-shirt and an oversized grey woolen coat for cooler fall days.Photo: junesixtyfive.com

Preppy is by no means boring. How about slick leather leggings for a modern edge? Complement the outfit with a logo T-shirt and an oversized gray woolen coat for cooler fall days.

Elegant Street Style

Funny what a little red lipstick can do, isn’t it? Here a slick of bright color adds some Parisienne chic to this simple ensemble of blue denim, black and white.Photo: fashion-agony.com

Funny what a little red lipstick can do, isn’t it? Here a slick of bright color adds some Parisienne chic to this simple ensemble of blue denim, black and white.

Everyday Comfort

Tapered tracksuit bottoms and sneakers are casual enough for errands, while a long camel coat adds warmth for cool weather.Photo: teetharejade.com

For days that are more focused on comfort than glamour, this workday uniform does the trick.

Wearing a Striped Top For Preppy Fall Style

Another spring trend that’s wafted into fall is the classic striped sweater which just so happens to be a stalwart of preppy style.

Think of preppy Hollywood style icons: Audrey Hepburn, Grace Kelly and Coco Chanel. These stylish dames all loved their multipurpose Breton shirts. Channel that vintage vibe in a striped tee and play the part of a preppy style star.

Cleverly Cool

This fall, the studious look is in. Co-ordinate a black and white striped top with tailored suede pants and patterned pumps for a dose of nerdy chic.Photo: theneotrad.com

This fall, the studious look is in. Co-ordinate a black and white striped top with tailored suede pants and patterned pumps for a dose of nerdy chic.

Silken Style

A silky oversized scarf makes a glamorous addition to this outfit of khaki pants, a striped top and leather jacket.Photo: extrapetite.com

A silky oversized scarf makes a glamorous addition to this outfit of khaki pants, a striped top and leather jacket.

Rainy Days and Mondays

Need a little extra cover-up for rainy weather? Dust off those trusty boots and sleeveless puffer jacket to go along with a preppy striped top and jeans.Photo: belleoftheball45.stfi.re

Need a little extra cover-up for rainy weather? Dust off those trusty boots and sleeveless puffer jacket to go along with a preppy striped top and jeans.

Pretty Preppy

Preppies are the prettiest girls, especially when styled in classic Breton stripes and a frilly ruffled skirt. Accentuate the feminine effect with fine black hosiery and black leather brogues.Photo: etpourquoipascoline.fr

Preppies are the prettiest girls, especially when styled in classic Breton stripes and a frilly ruffled skirt. Accentuate the feminine effect with fine black hosiery and black leather brogues.

Urban Warrior

Add some edge to your ensemble in the preppiest of ways. Sleek leather leggings along with pointy black boots are cool and ultra-urban. On top, a long-sleeved Breton-striped top provides a classy touch.Photo: figtny.com

Add some edge to your ensemble in the preppiest of ways. Sleek leather leggings along with pointy black boots are cool and ultra-urban.

Tartan is a Prep Fall Essential

Plaid, tartan, check or gingham… whatever name you call it by, we can all agree that this classic Scottish print is a definite fall favorite. Made trendy again by English designers like Burberry and Alexander McQueen, this quintessentially English print has that easily recognizable preppy appeal.

But don’t just stop at the traditional red design. Plaid comes in a variety of gorgeous colorful shades like green, blue, yellow and the ever-sophisticated black and white pattern.

Mix and Match

Don’t be shy to make a statement by mixing your plaid patterns. A red tartan jacket is a perfect partner to blue jeans, red boots and a black and white plaid scarf.Photo: the-atlantic-pacific.com

Don’t be shy to make a statement by mixing your plaid patterns. A red tartan jacket is a perfect partner to blue jeans, red boots and a black and white plaid scarf.

Vintage Charm

Chic and elegant, this outfit makes use of classic basics to create a sophisticated effect. A plaid blazer in blue and green tones is an unexpected old-world touch.Photo: hellofashionblog.com

Chic and elegant, this outfit makes use of classic basics to create a sophisticated effect. A plaid blazer in blue and green tones is an unexpected old-world touch.

Preppy Kisses

Make tartan print the focal point of your ensemble. Wear an open plaid shirt over a backdrop of pure white skinny jeans and an easy vest. For a sporty twist, platform sneakers are cool and modern.Photo: Instagram/@_ermolaeva__

Make tartan print the focal point of your ensemble. Wear an open plaid shirt over a backdrop of pure white skinny jeans and an easy vest.

Color Spectrum

This outfit makes use of bold, daring colors plus a pop of preppy blue tartan tweed – just gorgeous!Photo: lovely-pepa.com

Fall is the ideal season to play around with patterns, prints and color all at the same time. This outfit makes use of bold, daring colors plus a pop of preppy blue tartan tweed – just gorgeous!

Classic Charm

Get the sleek look by going for black on top and bottom with a splash of plaid print in the skirt.Photo: hapatime.com

We can see a grown-up Hermione Granger in this outfit, couldn’t you? Get the sleek look by going for black on top and bottom with a splash of plaid print in the skirt.

The Best of Both Worlds

Cute yet spunky, chic yet edgy – this outfit fits all personalities. Try a high-collared Victorian style blouse in fashionable plaid for a similar modern vintage feel.Photo: thevivaluxury.com

Cute yet spunky, chic yet edgy – this outfit fits all personalities. Try a high-collared Victorian style blouse in fashionable plaid for a similar modern vintage feel.

Iconic Appeal

Black from top to toe is every true fashionista’s secret weapon. Throw in a bit of preppy appeal by wrapping up in a large plaid scarf for extra style points.Photo: notyourstandard.com

Black from top to toe is every true fashionista’s secret weapon. Throw in a bit of preppy appeal by wrapping up in a large plaid scarf for extra style points.

A Taste for

Get into that old English spirit by opting for a stylish tweed menswear blazer this fall. All that’s really needed are skinny black jeans plus sky-high stilettos for a look that’s classically sophisticated.Photo: stylelovely.com

Get into that old English spirit by opting for a stylish tweed menswear blazer this fall. All that’s really needed are skinny black jeans plus sky-high stilettos for a look that’s classically sophisticated.

A Trust For Denim In Autumn

Regardless of the season, you can bet that denim will always be a part of the equation. For a prep look, in particular, boyfriend jeans are the ideal choice to add some spunk to this serious motif. Then, to mix and match styles, throw on a pair of stilettos and create a part-glamorous, part-preppy persona.

If edgy ripped denim is more your style, there’s a preppy twist for you too. Slip-on moccasins and suede loafers may be just the fall switch-up you’re looking for.

Boyfriend Goes Prep

Boyfriend jeans can be preppy if worn the right way. Layer a button-down shirt under a sweater and military parka for a fall look that’s bang on trend.Photo: jessannkirby.com

Fast becoming every fashionista’s staple item, even boyfriend jeans can be preppy if worn the right way. Layer a button-down shirt under a sweater and military parka for a fall look that’s bang on trend.

Basics

A must-have for fall weather is a statement coat that can be dressed up or down. For a preppy effect, style it simply with skinny jeans, a black sweater and heels.Photo: lateafternoonblog.com

A must-have for fall weather is a statement coat that can be dressed up or down. For a preppy effect, style it simply with skinny jeans, a black sweater and heels.

Patented Preppy

A pair of patent leather moccasins will see you comfortably through the fall season. Recreate this look easily with your favorite blue denims and a dark duffle coat.Photo: ellenclaesson.metromode.se

A pair of patent leather moccasins will see you comfortably through the fall season. Recreate this look easily with your favorite blue denims and a dark duffle coat.

Crisp Collar Style

Small details like a collar turned over a high-neck sweater can make all the difference to an outfit. Add this preppy touch to boyfriend jeans and a gray coat for superb style this season.Photo: stylelovely.com

Small details like a collar turned over a high-neck sweater can make all the difference to an outfit. Add this preppy touch to boyfriend jeans and a gray coat for superb style this season.

Shaded Preppy Appeal

Faded black skinny jeans and a long gray cardigan turn this streetwear ensemble into an effortlessly stylish feat.Photo: stylelovely.com

A trick to preppy fashion is to wear varying shades from the same color palette – in this case, gray.

Moccasin Magic

A pair of suede moccasin loafers is the ultimate preppy style staple. Here it fits perfectly alongside fitted charcoal skinny jeans and a wide-lapelled pale pink jacket.Photo: theivorylane.com

A pair of suede moccasin loafers is the ultimate preppy style staple. Here it fits perfectly alongside fitted charcoal skinny jeans and a wide-lapelled pale pink jacket.

Mix It With Military

Navy blues, charcoal grays, khaki greens and intense blacks… that’s the color palette that preppy fall fashion encapsulates.

We love the old-world Victorian charm that this style brings. Straight out of a Charles Dickens or Emily Brontë novel, this style will be your new go-to look for upcoming overcast days.

An Ode to Masculinity

Here is an outfit of masculine items worn in an elegantly feminine, preppy way. Get the same effect by wearing slim-fitting jeans and high-heeled boots under layered fabrics on top. A long military-style coat is the perfect sophisticated touch to polish it all off.Photo: wendyslookbook.com

Here is an outfit of masculine items worn in an elegantly feminine, preppy way. A long military-style coat is the perfect sophisticated touch to polish it all off.

Sailor Salute

Get in on the trend by wearing a double-breasted navy blue blazer over cropped blue jeans and a simple white vest.Photo: lacouleurdumoment.com

Get in on the trend by wearing a double-breasted navy blue blazer over cropped blue jeans and a simple white vest.

Gothic Glam

Let the near-wintry weather inspire your fashion choices. Black, gray and deep navy blue combines beautifully into superb fall preppy style.Photo: fashioninflux.co.uk

Let the near-wintry weather inspire your fashion choices. Black, gray and deep navy blue combines beautifully into superb fall preppy style.

Beautiful Belle

Still have that bell-sleeved top from the spring? Give it a preppy fall update by layering it underneath a military coat. Blue jeans and black booties accentuate the look perfectly.Photo: akerstromsblog.com

Still have that bell-sleeved top from the spring? Give it a preppy fall update by layering it underneath a military coat. Blue jeans and black booties accentuate the look perfectly.

Khaki Cute

Cover up in the season’s trendiest color: khaki green. For a preppy collegiate feel, wear it with chunky-heeled burgundy boots.Photo: rebelrosefashion.com

Cover up in the season’s trendiest color: khaki green. For a preppy collegiate feel, wear it with chunky-heeled burgundy boots.

Fabrics First

It’s time to dig out all of those thick, luxurious woolen fabrics for the upcoming cold weather. For an urban meets preppy effect, wear your knits with khaki camo-colored pants.Photo: basicsandco.fr

It’s time to dig out all of those thick, luxurious woolen fabrics for the upcoming cold weather. For an urban meets preppy effect, wear your knits with khaki camo-colored pants.

Throwback to the 90s

This look is the epitome of 90’s schoolgirl cool. A black miniskirt, black tights and Doc Martin boots – an outfit straight out of *, 90210*!Photo: jannideler.com

This look is the epitome of 90’s schoolgirl cool. A black miniskirt, black tights and Doc Martin boots – an outfit straight out of , 90210!

In the Navy

This look means business. Give your blue jeans a preppy upgrade with a striped polo neck top and a no-nonsense double-breasted coat.Photo: thevivaluxury.com

This look means business. Give your blue jeans a preppy upgrade with a striped polo neck top and a no-nonsense double-breasted coat.

That Classic Collegiate

Move over, Blair Waldorf. We’re stealing your Gossip Girl style. Short miniskirts, opaque stockings and cover-up coats are all you need to wrap yourself in the chicest of all preppy styles.

So, what if your college days are over? You can still look the part of a stylish Upper East Sider with these preppy style essentials.

Leggy Leanings

Just because the weather is cooling down doesn’t mean you can’t still show some leg. Try this preppy ensemble of a tweed miniskirt, black stockings and leopard-print heels.Photo: seamsforadesire.com

Just because the weather is cooling down doesn’t mean you can’t still show some leg. Try this preppy ensemble of a tweed miniskirt, black stockings and leopard-print heels.

New York Cool

This urban look would be ideal for the city streets of New York, London or Tokyo. Pair a white T-shirt with your favorite denim accessories and obligatory long gray coat – both preppy and cool!Photo: Instagram/@tlnique

This urban look would be ideal for the city streets of , or . Pair a white T-shirt with your favorite denim accessories and obligatory long gray coat – both preppy and cool!

Pleats Please

Style up a pair of shiny patent leather brogues with a cute pleated mini skirt and a cream-colored woolen sweater.Photo: fashionquite.com

Style up a pair of shiny patent leather brogues with a cute pleated mini skirt and a cream-colored woolen sweater.

Accessory Master Class

Start with a canvas of basic black and add on accessories of different textures, weights and colors. The true style winner here is an olive green round-brimmed hat – a preppie fall must!Photo: brooklynblonde.com

Not sure how to spruce up a fall outfit? Start with a canvas of basic black and add on accessories of different textures, weights and colors. The true style winner here is an olive green round-brimmed hat – a preppie fall must!

French Mystique

Timeless stylistic charm: wear a black miniskirt, patterned stockings and thigh-high boots with pale gray woolen extras.Photo: lolitamas.com

Timeless stylistic charm: wear a black miniskirt, patterned stockings and thigh-high boots with pale gray woolen extras.

A Preppy Style Statement

This ensemble is edgy and cool with that varsity college twist. Get the look by going for leather separates in glossy autumnal shades.Photo: ella-lapetiteanglaise.com

This ensemble is edgy and cool with that varsity college twist. Get the look by going for leather separates in glossy autumnal shades.

Dungaree in Demand

Wear a dungaree dress with cheeky knee-high boots and a chunky polo neck sweater for the cutest preppy appealPhoto: trendytaste.com

If you invest in one item this fall, make it a dungaree dress. Wear it with cheeky knee-high boots and a chunky polo neck sweater for the cutest preppy appeal.

Draped for Comfort

Wrapped in coziest fabrics: grab your softest woolen knits and layer them in a most fashionable wayPhoto: mafaldacastro.com

Wrapped in coziest fabrics: grab your softest woolen knits and layer them in a most fashionable way. A preppy twist? Wear shuffle socks with your ankle boots for a quirky effect.