As an Amazon Associate I earn from qualifying purchases from

40 Cute Preppy Outfits That Put Gossip Girl To Shame

*Disclosure: This post may contain affiliate links, which means that I get a commission if you decide to make a purchase through my links, at no cost to you. Read my disclaimer for more info.

Have you always wanted to look like a private schoolgirl with their cute outfits? If so, here are the cutest preppy outfits that you can recreate!

When we talk about preppy outfits, we think of Blair Waldorf and Serena van der Woodsen – the iconic queens of preppy outfits. In the world of Gossip Girl, it’s all expensive clothing – after all, private schools are exclusive, preppy, and chic. You can’t help but be a little envious at their outfits too: a little plaid skirt goes a long, long way.

Preppy outfits usually include plaid in any form – skirts, trousers, blazers, even hats. This aesthetic also includes sweater vests, sweaters, pleated skirts, pencil skirts, turtlenecks, button-down shirts, long-sleeve blouses, blazers, and sometimes hoodies.

It’s also important to note that preppy outfit colors are mostly understated, so if you want to go for a preppy look, it’s best to go with classy colors like beige, cream, brown, and black.

Of course, you can add pops of color but make sure they are on the pastel-ish side. It’s also safe to play around with patterns like plaid, argyle, and animal prints, just don’t go overboard1

The outfits featured below are completely shoppable, so if one (or two… or three!) has caught your eye, just click on the photo and it will take you right to the website to order.

Let’s go and build your preppy outfit!


The Cutest Preppy Outfits



Get this set on Storets


Beige sweater vest with plaid skirt


Get this on Princess Polly


Cute preppy outfit with purple sweater vest and tennis skirt


Get this skirt on Storets


Cute pink preppy outfit with tweed skirt and jacket set


Get this set on Love Shack Fancy


Tweed skirt and blouse


Get this on YesStyle


Cute and preppy grey sweater vest outfit with thigh high boots


Get this sweater on Storets


Cream knitted sweater with white shirt and skirt


Get this on YesStyle


Michigan tee and white pleated skirt


Get this on Princess Polly


Light blue houndstooth preppy outfit with jacket


Get this jacket on Storets


Cute beige knit vest outfit


Get this knit vest at Storets


Cute preppy houndstooth dress


Get this dress at Anthropologie


Grey hoodie with plaid pleated skirt


Get this on Princess Polly


Argyle print sweater and black pleated skirt


Get this on YesStyle


Long pink tweed jacket


Get this coat at LoveShackFancy


Cute pink preppy tweed skirt and jacket set


Get this set at Pink Lily


Cute preppy houndstooth pinafore dress


Get this dress at In The Style


Long pink plaid coat


Get this coat at Lulus


Cute argyle sweater look


Get this sweater at Storets


White tank crop with green plaid pleated skirt and jacket


Get this on Princess Polly


Cute red and green preppy plaid dress


Get this plaid dress at Red Dress


Black and white tee with pleated skirt


Get this on YesStyle


White crop top with pleated plaid skirt and sneakers


Get this on Princess Polly


White long sleeve button shirt with printed sweater vest


Get this on Princess Polly


Cute Thanksgiving outfit with plaid tweet skirt and knee high boots


Get this skirt & outfit at Pink Lily


Beige blazer and pleated skirt and blouse outfit set


Get this outfit set on YesStyle


White ribbed sweater


Get this on Princess Polly


Cute preppy Christmas outfit with red plaid skirt


Get this skirt at Red Dress


Cute preppy outfit with brown plaid cardigan


Get this sweater at Pink Lily


Cute pink preppy tweed dress


Get this dress at Shein


White long sleeve collared top with black pleated skirt


Get this on Princess Polly


Cute grey pinafore dress


Get this on Pink Lily


Cute preppy taupe tweed dress


Get this dress on Red Dress


Cute beige tweed coat


Get this coat on LoveShackFancy


Ribbed bodycon dress with dark brown blazer


Get this on Princess Polly


Yellow blazer with white turtleneck and white pants


Get this on Princess Polly


Blue and white sweater vest with white pleated skirt


Get this on Princess Polly


Cute pink tweed dress


Get this on Red Dress


Brown argyle sweater with white pleated skirt


Get this on YesStyle


Cute preppy outfit with pleated skirt


Get this set on Storets


White blouse with bow and black skirt


Get this on YesStyle


Have you found your next outfit from this list? Let us know in the comments section! If you’re still looking for more fashion inspo, check the posts down below.


Get More Fashion Ideas

47 Jaw-Dropping Baddie Outfits For The Ultimate Cool Girl Look

17 Best Over The Knee Boots Outfits To Get Inspired By This Year

40 Stunning Boho Outfits To Complete Your Carefree Look

Browse All Fashion Posts

Source link

Enable registration in settings - general
Compare items
  • Total (0)
Shopping cart