The Real Chic Life

In the spring we published The Real Chic Guide to Preppy Style, and it was surprisingly one of our most popular articles to date. For those who are fans of the preppy aesthetic, we wanted to give our guide a seasonal update. Fall is the season when classic style truly shines—cozy knits, tailored layers, and polished details all come together to create timeless looks that feel both fresh and sophisticated. If you’ve ever admired the effortless elegance of New England autumns, Ivy League campuses, or a Ralph Lauren ad campaign, then you’ve tapped into the essence of preppy fall style. This season, it’s about leaning into heritage pieces, luxe textures, and versatile staples that elevate everyday dressing.

Here’s your Real Chic guide to building a preppy wardrobe that carries you through crisp fall days with polish and ease (click the photos to shop).

1. The Essential Preppy Color Palette

Preppy style is rooted in classic, seasonless colors—navy, camel, cream, and hunter green—with fall calling for deeper tones like burgundy, rust, and chocolate brown. Pairing neutrals with pops of rich autumn hues keeps your look cohesive yet dynamic. Add accents like a plaid scarf in classic tartan or a leather bag in oxblood to bring instant fall charm to your outfit.

2. Polished Knits and Layering Pieces

Nothing says fall prep quite like a well-placed sweater. Think cable-knit crewnecks, collegiate-inspired cardigans, and chic half-zip pullovers. Layer them over crisp button-down shirts or turtlenecks for a polished yet cozy vibe. Or drape a knit sweater casually over your shoulders with the sleeves tied in front—an iconic preppy detail that doubles as a practical layering piece.

3. Tailored Bottoms and Heritage Prints

Classic tailoring is at the heart of preppy style. Plaid skirts, houndstooth trousers, and pleated pants bring instant sophistication. For a simple and chic look, opt for a pair of high-waisted plaid trousers and tuck in a white oxford shirt—polished enough for the office, yet comfortable for weekend brunch.

4. Preppy Outerwear Staples

Fall is prime season for iconic outerwear pieces. Trench coats, quilted jackets, and structured blazers embody timeless prep. Tweed, wool, and camel-hair coats are also investment-worthy picks that never go out of style. A navy blazer with gold buttons can take you from work to weekend effortlessly—layer it over jeans, trousers, or even a sweater dress.

5. Footwear with Heritage Appeal

From loafers to riding boots, preppy fall style leans on shoes that are polished yet practical. Think leather loafers, suede ankle boots, or penny loafers paired with chic socks. Quality leather loafers can be worn with everything from cropped jeans to skirts, and they instantly refine your look.For weekends, clean white sneakers add a fresh twist to the preppy uniform.

6. Accessories That Elevate

Preppy accessories are understated yet impactful. Think structured handbags, pearl earrings, silk scarves, and leather belts. In lieu of a structured handbag, a monogrammed tote brings subtle personality while staying true to the preppy aesthetic.

7. Modern Ways to Make It Your Own

While preppy fall style is classic, it doesn’t have to feel outdated. Modernize it by mixing textures—pair a traditional plaid blazer with leather pants, or layer a cozy cardigan over a sleek slip skirt. Add trendy details like chunky gold jewelry or a bold lip color to keep your look current.

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Preppy fall style is all about timeless sophistication with a cozy twist. With the right mix of polished staples, classic colors, and luxe accessories, you can create outfits that look chic and put-together every single day.

Xo, Courtney