Fall is a style smorgasbord—the perfect transitional weather to mix together your favorites from the warm and cold months. Think; sundresses with sweaters, cozy camel coats, and the coolest, most comfortable boots with positively every outfit. And while you might be stashing away your seersucker for the season, there's no reason than all of your favorite fall staples can't bring the same level of preppy chic as your Breton stripes and boat shoes. All you need is the right signature looks to take your preppy style into a whole new season.

A Barbour jacket

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Princess Diana Archive
Barbour has been a favorite of royals, including the ever-stylish Princess Diana, for generations.

This 125 year old English brand is known not only for their comfortable, effortlessly cool, weather-busting waxed cotton jackets, but their serious royal pedigree—the royal family are such fans that the Queen, Prince Philip, and Prince Charles have each award the brand a royal warrant.

Violet Lightweight Waxed Cotton Canvas Coat
Barbour Violet Lightweight Waxed Cotton Canvas Coat
Now 50% Off
$199 at Nordstrom
Overcast Waterproof Raincoat with Hood
Barbour Overcast Waterproof Raincoat with Hood
Now 50% Off
Edith Weatherproof Waxed Cotton Jacket
Barbour x Alexa Chung Edith Weatherproof Waxed Cotton Jacket
Shoreline Water Resistant Waxed Jacket
Barbour Shoreline Water Resistant Waxed Jacket
Now 50% Off

Tartan

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Eddie Redmayne

Whether you're going for some bonafide Outlander sex appeal or aiming for a look that's classic, polished, and preppy, tartan should be your fall go-to. Bonus, this famous check is a great way to integrate some daring pops of color into your more subdued wardrobe while maintaining a comfortable level of sophistication.

Plaid Knit Moto Jacket
Vince Camuto Plaid Knit Moto Jacket
Now 40% Off
Army Green Portage Park Plaid Scarf
The Tie Bar Army Green Portage Park Plaid Scarf
Now 50% Off
Tina Lenox Tartan Shirt
Foxcroft Tina Lenox Tartan Shirt
A-Line Midi Dress in Red
Collectif x MC A-Line Midi Dress in Red



Equestrian styling

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Jackie Kennedy Onassis and John F. Kennedy, Jr.

It's really a simple equation: In the summer everyone dresses like they own a boat and in the fall everyone dresses like they own a horse. The key to pulling it off? Pair sleek, tailored pieces like slim trousers and a breezy white button-down with wear-everywhere leather knee-high boots.

Melissa Button Riding Boot
FRYE Melissa Button Riding Boot
Now 26% Off
Penny Boot
Sam Edelman Penny Boot
Now 62% Off
Steady Boyfriend Roll Tab Shirt
Sanctuary Steady Boyfriend Roll Tab Shirt
Now 37% Off
Drapey Oversize Boyshirt
MADEWELL Drapey Oversize Boyshirt
Now 25% Off



Cashmere in every hue imaginable

Colorful Jumpers
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Whether you're layering them over a white Oxford, pairing them with seasonal skirts, or using them to add a pop of color to your standard jeans and riding boots look, a cozy cashmere sweater is a fall outfit-maker that you'll appreciate season after season.

Crewneck Cashmere Sweater
Halogen Crewneck Cashmere Sweater
Now 33% Off
Crewneck Cashmere Sweater
J.Crew Crewneck Cashmere Sweater
Cashmere V-Neck Sweater
Saks Fifth Avenue Cashmere V-Neck Sweater
Now 63% Off
Everyday Cashmere Cable Crewneck Sweater
J.Crew Everyday Cashmere Cable Crewneck Sweater

Hudson Bay or Pendleton stripes

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This iconic preppy pattern deserves a spot in your heart right alongside Burberry check and gingham. More importantly, they deserve a spot in your wardrobe, adding a touch of pop art fun to your favorite accessories.

Pom Beanie Glacier Stripe
Pendleton Pom Beanie Glacier Stripe
Navy Multi-Stripe Socks
Hudson's Bay Company Navy Multi-Stripe Socks
Caribou Throw Multi One Size Multistripe
Hudson Bay Company Caribou Throw Multi One Size Multistripe

Fair Isle Sweaters

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Ingrid Bergman

Not only are they classics, but these warm, patterned sweaters add an air of playfulness to any look—perfect for balancing out more formal blazers and coats. As an added bonus, the cute patterns look adorable but not too matchy-matchy in photos for those family holiday cards.

Ragg Wool Sweater
L.L.Bean Ragg Wool Sweater
Fair Isle Crewneck Sweater
J.Crew Mercantile Fair Isle Crewneck Sweater
Signature Washable Merino Boatneck Sweater
L.L.Bean Signature Washable Merino Boatneck Sweater
1912 Heritage Sweater
L.L.Bean 1912 Heritage Sweater

Bean boots

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It doesn't matter whether you're trekking through to woods on a leaf peeping adventure or if the only distance you walk is between your front door and your waiting car; you'll be (and look) prepared for anything in these classic preppy boots.

Women's Bean Boots
L.L.Bean Women's Bean Boots
Women's Bean Boots
L.L.Bean Women's Bean Boots
Women's Bean Boots
L.L.Bean Women's Bean Boots

Camel blazers and jackets

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Ashley Olsen

From classic trenches to preppy blazers, these versatile neutral pieces will more than stand the test of time. Whether you choose to style yours with jeans and flats, or over a classic black sheath, there's really no wrong way to wear a great piece of camel outerwear.

Water Repellent Trench Coat
London Fog Water Repellent Trench Coat
Now 33% Off
Women's Schoolboy Blazer
J.Crew Mercantile Women's Schoolboy Blazer
Single Breasted Walker Coat
Lark & Ro Single Breasted Walker Coat
Cotton Canvas Cargo Jacket
AVEC LES FILLES Cotton Canvas Cargo Jacket
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Lauren Hubbard
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Lauren Hubbard is a freelance writer and Town & Country contributor who covers beauty, shopping, entertainment, travel, home decor, wine, and cocktails.