16 Cute Preppy Outfits

Looking cute is high on most girls’ lists and here are some of the cutest preppy outfits to have you looking as such.

Some of us when we think about preppy outfit ideas go back to “Gossip Girl” our main girl is Blair Waldorf. That show was popular in the early 2000s and she was one of my favorite characters. Before “Gossip Girl” We have “Clueless” which never gets old also. Cher and Dionne are the preppy icons.

You can picture yourself being a part of that exclusive group of friends with all the expensive wardrobes.

There are many variations of preppy looks for all ages women. The preppy aesthetic includes plaid, vests, sweaters, button-downs, long sleeve shirts, skirts, and let us not forget blazers.

Preppy outfit colors are mainly neutrals with a mix of dark green, red, and navy blue. Althought these are not rules set in stone try to avoid neon and other bright colors.

If you are feeling for colors go with pastel and your main pattern is plaid. The outfit listed will be both shoppable and serve as an inspiration guide. If you see something you like you can click on the images or the buy link from trusted online retailers.

What is the preppy aesthetic called?

The preppy aesthetic is often referred to as “preppy” or “prep.” This style is typically associated with classic and conservative clothing choices such as collared shirts, chinos, and boat shoes, and is often characterized by its use of bright colors and bold patterns, such as stripes and plaids.

The preppy look emerged in the 1950s and 1960s among the students of elite northeastern colleges in the United States and has since become a pop

Accessories and footwear help with creating the perfect preppy style. Wearing platform shoes like this one and maybe a plain headband enhances the whole look.

Heel Loafers with Socks

This is an easy way to look cute and preppy.

Get this Cardigan at Princess Polly | Black shoes here

The Professional Look

Here is a stunning work outfit look, both dainty and casual. The skirt color is charming and would look good with any other color in your closet.

Get this on Love Shack Fancy

A simple Dress

A dress with a collar such as this one gives a cutesy look. Because the look is effortless it gives off that vibe of a prep school girl.

Get this Cute dress on Shein

Green Plaid Skirt Preppy Outfits

This is also a nice outfit idea for women over 40, so you are not too mature for the “cute” look. The color combination works well together and if you don’t like cream you could try black or white top.

Get this Plaid Skirt on Lulus | Turtlenck

Cute Preppy Outfits for a Party

If you want a quick and easy way but a set like this, then you will have it easier just putting it together. This is a cute way to style your hair as well.

Get this two-piece set on Lulus

Preppy Outfits with Sweaters

Choosing something oversized can look just as preppy paired with the right look. This is a way you can wear your oversize sweater during the cooler seasons.

Get this on Princess Polly

Simple Elegant Preppy Party Look

Preppy girls party as much as the rest of us, so here is how you can incorporate that sporty look with your preppy aesthetic. You can shop the skirt and get a similar top online and match it with your favorite ankle boot for a fall look.

Get this skirt on Lulus

Brown and Brown

This is a lovely look for a school first-day outfit idea. The different shades of brown look like a uniform.

Get this set on YesStyle

Oversize Knit Vest

Here is another cool way to style your outfit. Cute preppy outfits with the right boots and a dark shade to uplift the look.

Get this oversize vest at Storets

Get this mini dress on Anthropologie

Get this on PinkLily

Get cute sweatshirts like this to pull that look off without much effort.

Get this Sweatshirt on Princess Polly

Get this on Love Shack Fancy

Get this Cape Coat on Shein

Get this Jacket on YesStyle

Get this vest on Shein