preppy clothing for fall

Preppy Fall Essentials Worth the Investment


preppy clothing for fall

You guys… fall is almost here!! Ok so it’s still about a month away but I seriously can’t wait! I live for September through December! Seriously, those 4 months are the absolute best! Dallas doesn’t really get “chilly” until late October and by chilly I mean consistently under 75 degrees. However, I live vicariously through the northeastern preps that break out their Bean Boots way before I can.

Since I brought up preppy fall clothes, I may as well get to the point of this post: fall preppy essentials. I live by the Karl Lagerfeld quote “Trendy is the last stage before tacky.” I invest only in classic pieces that can be worn for years to come. Trendy items are fun but they’ll also show your age 20 years from now.

Invest In L.L. Bean

One of the very first things I think of when I hear the word “classic” is L.L. Bean. The brand has stood the test of time and continues to produce quality clothing after 100 years. I chose a few of my favorite fall Bean items to share with you because I know they’re worth the money! My mom had a pair of Bean Boots that lasted for 20 years!

L.L. Bean Tote (Here) | Bean Boots (Here) | Cable Knit Fisherman’s Sweater (Here) | Flannel Shirt (Here)

Fall in Love with Tweed Skirts

Ever since I saw Sarah Vickers of Preppy Girls Wear Pearls blog wearing a tweed skirt in a gorgeous New England setting, I knew I had to have one. While I still haven’t purchase one, I found this skirt (here) and thought it was perfect! I love that a tweed skirt embodies  the rich, cultural heritage of a Scottish kilt while also embracing the prep school vibes we all know and love from Gossip Girl.

Buy the Right Denim

Denim is as American as it gets. And over the years, this classic staple has been redesigned time and again. The trendy way to wear denim right now is with rips up and down the pant legs and fringe at the cuff. My style advice is to stick with a classic dark wash denim skinny  (here) that can be worn to work as well as happy hour. Denim is one thing I’ll pay a pretty penny for because the perfect pair of worn in jeans can’t be loved enough.

Classic Knit Cap

Beanies, bogans, toboggans- whatever you want to call this classic knit cap, should definitely be on your list of fall preppy staples. The origins of this delightful hat with the pom pom on top are unknown but everyone loves them. If you’re an outdoorsy person, this North Face toboggan (here) is really cute!

Monogrammed Quilted Vest

J. Crew’s herringbone vest is a tough fall classic to beat. However, these adorable quilted vest come pretty close! Every year I try to buy a new vest because they’ve been popular for ages and I don’t see that changing anytime soon. Link here!

Monogrammed Fall Tee

Drumroll please! My absolute must-have, favorite thing on this list is this adorable monogram fall tee! Marley Lilly has outdone themselves with this seasonal item. I can literally picture myself curled up with my kitty, drinking a pumpkin spice latte in this tee! Get one before they sell out, link here!


*affiliate links present

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I'm a Dallas fashion and mental health blogger! I love sharing affordable styles anyone can wear and also sharing mental health topics so people don't feel so alone.

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