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.

81 Women's Preppy Outfits For Polished Perfection

Women's Preppy Outfits

Plaid Perfection: Plus Size Autumn Chic

Plaid Perfection: Plus Size Autumn Chic

Classic Chic: Pleated Midi Skirt & White Button-Down

Classic Chic: Pleated Midi Skirt & White Button-Down

Twinning in Plaid Pinafore Dresses

Twinning in Plaid Pinafore Dresses

Preppy Chic: Boss Sweatshirt & Pleated Skirt Combo

Preppy Chic: Boss Sweatshirt & Pleated Skirt Combo

White Ribbed Top with Plaid Pleated Mini Skirt

White Ribbed Top with Plaid Pleated Mini Skirt

Preppy Chic: Plaid & Cable Knit Combo

Preppy Chic: Plaid & Cable Knit Combo

Rainy Day Chic: Plaid, Trench & Wellies

Rainy Day Chic: Plaid, Trench & Wellies

Sabrina Spellman Vibes: Cozy Cardigan & Suede Mini

Sabrina Spellman Vibes: Cozy Cardigan & Suede Mini

Preppy Pastel Power Look for Campus

Preppy Pastel Power Look for Campus

Spring Fling Floral Wrap Dress Aesthetic

Spring Fling Floral Wrap Dress Aesthetic

Chic City Strides: Winter Edition

Chic City Strides: Winter Edition

Preppy Plaid Mini Skirt Fall Outfit

Preppy Plaid Mini Skirt Fall Outfit

Navy Ruffle Sleeve Dress & Luxe Loafers

Navy Ruffle Sleeve Dress & Luxe Loafers

Pastel Pop: Striped Skirt & Turtleneck Combo

Pastel Pop: Striped Skirt & Turtleneck Combo

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

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

Fran Fine Inspired Chic: Plaid Mini & Faux Fur Cuffs

Fran Fine Inspired Chic: Plaid Mini & Faux Fur Cuffs

Emma Chamberlain Inspired Preppy-Grunge Look

Emma Chamberlain Inspired Preppy-Grunge Look

Emma Chamberlain's Preppy Plaid Power Suit

Emma Chamberlain's Preppy Plaid Power Suit

Peachy Keen Pastel Princess Core Aesthetic

Peachy Keen Pastel Princess Core Aesthetic

Classroom Chic: Effortless College Style

Classroom Chic: Effortless College Style