What is preppy style?

Embrace timeless elegance with our guide to classic preppy outfits! Think crisp button-downs, tailored blazers, argyle sweaters, and polished loafers – the hallmarks of this sophisticated and enduring style. Perfect for those who appreciate a refined aesthetic, preppy fashion effortlessly blends comfort with chic. Whether you're heading to brunch, a casual office setting, or simply love a polished look, discover how to layer a cable-knit over a collared shirt, pair chinos with stylish boat shoes, or add a touch of plaid to your ensemble. Elevate your everyday with these effortlessly put-together preppy looks that exude understated charm.

How do I dress in preppy style?

Explore our curated preppy outfits for inspiration. Each outfit includes AI-analyzed clothing items with direct shopping links to recreate the look.

Where can I shop preppy clothing?

Click on any outfit to find similar items from top retailers. Our AI analyzes each piece and finds matching products you can buy online.

82 Preppy Outfits For Polished Perfection

Preppy Outfits

Plaid Mini Skirt Moment: Chic & Trendy

Plaid Mini Skirt Moment: Chic & Trendy

Gucci-Inspired Chic: Preppy & Polished Street Style

Gucci-Inspired Chic: Preppy & Polished Street Style

Plaid Perfection: Plus Size Autumn Chic

Plaid Perfection: Plus Size Autumn Chic

Rainy Day Chic: Plaid, Trench & Wellies

Rainy Day Chic: Plaid, Trench & Wellies

Spring Fling Floral Wrap Dress Aesthetic

Spring Fling Floral Wrap Dress Aesthetic

White Ribbed Top with Plaid Pleated Mini Skirt

White Ribbed Top with Plaid Pleated Mini Skirt

Preppy Pastel Power Look for Campus

Preppy Pastel Power Look for Campus

Chic Collegiate Vibes: Cable Knit & Shirt Dress Combo

Chic Collegiate Vibes: Cable Knit & Shirt Dress Combo

Preppy Plaid Mini Skirt Fall Outfit

Preppy Plaid Mini Skirt Fall Outfit

Gucci-Inspired Glam: Pink Coat & Iconic Belt

Gucci-Inspired Glam: Pink Coat & Iconic Belt

Twinning in Tartan: Chic Mom & Me Plaid Power

Twinning in Tartan: Chic Mom & Me Plaid Power

Chic City Strides: Winter Edition

Chic City Strides: Winter Edition

Sabrina Spellman Vibes: Cozy Cardigan & Suede Mini

Sabrina Spellman Vibes: Cozy Cardigan & Suede Mini

Sabrina Spellman’s Signature Red Coat Look

Sabrina Spellman’s Signature Red Coat Look

Preppy-Cool Plaid Blazer & Jeans

Preppy-Cool Plaid Blazer & Jeans

Preppy Chic: Plaid & Cable Knit Combo

Preppy Chic: Plaid & Cable Knit Combo

Fran Fine Inspired Chic: Plaid Mini & Faux Fur Cuffs

Fran Fine Inspired Chic: Plaid Mini & Faux Fur Cuffs

Emma Chamberlain’s "It-Girl" Preppy Street Style

Emma Chamberlain’s "It-Girl" Preppy Street Style

Chic Collegiate Charm: White Blouse & Suspenders

Chic Collegiate Charm: White Blouse & Suspenders

Chic Parisian College Casual

Chic Parisian College Casual