Classic Preppy Fall Outfit Inspiration


While it’s not officially fall, it sure does feel like it already. Fall is the season when my love for preppy style shines the most. Between crisp mornings, changing leaves, and cozy layers, it’s the perfect time to pull out those timeless classics that never go out of style. I’m especially loving a look that blends comfort with polish: wide-leg slacks, a navy knit, a classic Ralph Lauren shirt, and my new Easy Spirit loafers.

This outfit hits all the right notes for classic fall fashion. The wide-leg trousers bring a chic, tailored feel while still being easy to move in. Pairing them with a navy sweater keeps things cozy but sharp, especially layered over my Ralph Lauren chambray shirt—one of those closet staples that always feels fresh in cooler weather. And the finishing touch? My new Easy Spirit loafers. They’re polished enough for work or dinner out but so comfortable that I can wear them all day without a second thought.



THE SHOPPING LIST


What I love most is how versatile this outfit is. It works for:

  • Work days when you want something pulled together without being too formal.
  • Weekends in town, whether it’s brunch, shopping, or strolling through fall festivals.
  • Travel days, since the look is stylish but relaxed enough for comfort on the go.

This is the kind of look that easily transitions from morning to evening and never feels overdone. If you’re building a fall wardrobe around preppy staples, here are a few worth investing in:

With just these four pieces, you can mix and match to create multiple outfits that feel timeless and chic.


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