Discover the best preppy outfits to achieve a classic, polished look inspired by the iconic style of Gossip Girl. These timeless fashion choices will help you embody the elegance and sophistication of the Upper East Side.
When it comes to preppy fashion, Blair Waldorf and Serena van der Woodsen from Gossip Girl are the ultimate style icons. Their wardrobes are filled with chic, expensive clothing that perfectly captures the essence of preppy style. However, you don’t need to be an Upper East Sider to rock this timeless and versatile look.
Whether you’re dreaming of a future in high society or simply want to elevate your everyday style, preppy outfits offer the perfect blend of elegance and trendiness. Here are 10 preppy outfits to help you channel your inner Blair or Serena.
1. Ruffled Collars and Plaid Skirts
A plaid skirt is a must-have for any preppy wardrobe. Pair it with a beige sweatshirt and a white ruffled collar for a classic schoolgirl look. Complete the outfit with knee-high socks for an extra touch of prep.
Shop Plaid Skirt for Women with Shorts here (amazon.com)
2. Monochrome Preppy Outfits
Stick to a monochrome color palette for a sophisticated preppy vibe. Pair a black V-neck top with a black pleated skirt and a white tweed jacket. Black accessories like knee-high boots and a handbag will make the white jacket stand out as the focal point of your outfit.
Shop Casual Business Cropped Tweed Blazers Jacket here (amazon.com)
3. Cozy Cable Knit Sweaters
Embrace the cozy side of preppy fashion with a chunky cable knit sweater and a navy mini skirt. Add a baseball cap, chunky socks, and Birkenstocks for a relaxed yet stylish preppy look.
Shop Ribbed knit sweater in blue here (shoppremiumoutlets.com)
4. Ivory and Black Combinations
Elevate your outfit with a simple ivory and black color scheme. Knot a sweater over your shoulders to give the look an instant preppy vibe. Pair a white shirt with ivory pants and black accessories like a tote bag and belt for a polished finish.
5. Sweatshirts and Pleated Skirts
Combine comfort and style with a relaxed preppy outfit that pairs a graphic sweatshirt with a pleated mini skirt. Finish the look with black loafers and a shoulder bag for a casual yet chic ensemble.
Shop Grey Sweatshirt here (walmart.com)
6. Tweed Jackets for a Classic Look
A tweed jacket is a preppy staple that instantly elevates any outfit. Style a pink and white tweed jacket with a black mini skirt, a white shirt, and sophisticated accessories like a chunky pearl necklace and a bright pink bag.
Shop Pink Tweed Jacket here (etsy.com)
7. Camel Cardigans
Perfect for a cozy weekend look, a camel cardigan adds warmth and style to a white shirt and pleated skirt combo. Complete the outfit with knee-high socks and boots for an effortlessly preppy vibe.
Shop Shirin Cardigan here (zappos.com)
8. Minimalist Outfits with Pops of Red
Create a striking preppy look by adding pops of red to a neutral color palette. Red boots and a hair bow add a vibrant touch to a grey oversized sweater and white skirt outfit.
Shop Red Leather Boots here (amazon.com)
9. Mini Dresses with Preppy Flair
For a chic preppy outfit, style a black mini dress with a white scalloped collar and knee-high patent boots. Add a navy wool coat for warmth and a sophisticated finish during fall and winter.
Shop Ivy Mini Dress here (revolve.com)
10. Leather Skirts with a Preppy Edge
Add some edge to your preppy style with a black leather pleated skirt. Pair it with a blue button-down shirt and an oversized grey cardigan for a unique twist on classic preppy fashion. Finish with pointed-toe slingbacks and a black top-handle bag.
Shop Pleated Stretch Leather Miniskirt here (zappos.com)
These 10 preppy outfits will help you channel your inner Gossip Girl and bring a touch of Upper East Side elegance to your everyday wardrobe. Whether you’re dressing up for an event or keeping it casual, these looks are sure to make a statement and keep you looking chic and stylish.
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