10 Best Preppy Style Blogs

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October 28, 2025

Dressing preppy is sometimes associated with pink polos and khaki pants, but the preppy style is so much more than that. Here are out of the box bloggers who see prep in an elevated and updated way for 2019 and the future.

This blog is all about the prep but focuses more on menswear, so bookmark it whenever you man needs a wardrobe update.

  • Menswear | 10 Best Preppy Style Blogs | Her Beauty
  • Menswear blog | 10 Best Preppy Style Blogs | Her Beauty

This blog is gorgeously written, and the author’s ancestors signed the Declaration of Independence. They also graduated from Princeton. Ivy league attitude oozes form the writing but her style is effortlessly chic.

  • Chic | 10 Best Preppy Style Blogs | Her Beauty
  • Chic blog | 10 Best Preppy Style Blogs | Her Beauty

The photos are dreamy on Carly’s blog – her style is adorable and quaint, giving us endless inspiration for preppy looks. A top notch resource for understated college girl style.

  • Carly's blog | 10 Best Preppy Style Blogs | Her Beauty
  • Carly | 10 Best Preppy Style Blogs | Her Beauty

We swoon from the timeless classics that are crossover preppy wardrobe musts. From long duster coats to pinstriped suits, this style queen has preppy options with a bit of edge.

  • Preppy wardrobe | 10 Best Preppy Style Blogs | Her Beauty
  • Preppy wardrobe blog | 10 Best Preppy Style Blogs | Her Beauty

Classy Girls With Pearls brings a lot of pep with a little country twist. New England coastal style blends Nantucket cute with a timeless prairie aesthetic.

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  • Classy Girls With Pearls | 10 Best Preppy Style Blogs | Her Beauty
  • Classy Girls With Pearls blog | 10 Best Preppy Style Blogs | Her Beauty

This is the blog to send your boyfriend, written by F.E. Castleberry, who you’ll wish was your boyfriend, straight out of an NYC Gossip Girl universe.

  • F.E. Castleberry blog #1 | 10 Best Preppy Style Blogs | Her Beauty
  • F.E. Castleberry blog #2 | 10 Best Preppy Style Blogs | Her Beauty

Who said that preppy style was confined to the wardrobe? Design Darling posts everything beautiful from interior design duds to Mackenzie Horan’s personal outfit picks.

  •  Mackenzie Horan’s personal outfit picks | 10 Best Preppy Style Blogs | Her Beauty
  •  Mackenzie Horan’s personal blog | 10 Best Preppy Style Blogs | Her Beauty

This blogger posts cute, casual outfits that are versatile but memorable. She often wears navy, red, and muted neutrals in the cooler months.

  • Casual outfits | 10 Best Preppy Style Blogs | Her Beauty
  • Casual outfits blog | 10 Best Preppy Style Blogs | Her Beauty

This blogger is known for her full and flouncy dresses, which come in everything from off white to dramatic floral prints. Most of her looks are available to shop, which makes visiting this page quite dangerous.

  • Flouncy dresses | 10 Best Preppy Style Blogs | Her Beauty
  • Flouncy dresses blog | 10 Best Preppy Style Blogs | Her Beauty

Preppy divas might be scared to rock one too many prints, but Kendi Skeen shows that prints can be fabulous in a range of contexts, offering unusual OOTD inspiration, usually with a flawless French tuck.

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