September started off strong with landing in Glasgow, Scotland for a chilly week that was the ultimate Sweater Weather preview and also ended on a chilly note with Sweater Weather in the Washington, DC area and crushing my professional goals as well as hosting 2 Fall Dinner parties. Truly, I feel so grateful for September 2026 and enjoyed wearing SOOO many fun Fall preppy outfits to commemorate the start of the season!
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Preppy Outfits Diaries – September 2026
My Favorite Pieces
Whether it be feeling ultra-confident in the hottest floral jacket of the season to run errands, snuggling up in my favorite two-piece knit sweater-skirt set, or taking my favorite vegan leather bag on the town, my preppy outfits this past September truly lived up to the hype and found myself gravitating towards the same staples again and again!
This month, I decided to do something a bit different and share some of my favorite pieces that I used with some of my favorite preppy outfits, including a blanket and some newly-purchased wine glasses.
My Outfits
























Wrap-Up
Here’s to styling some more outfits into the Sweater Weather months (and beyond!)!
XOXO – Katie <3
