Transitional Outfits for Pre-Fall

I hope I’m not the only one struggling to figure out what to wear right now. In between seasons is so hard. I’ve been trying (as best I can) to straddle the lines of summer and fall when it comes to what I’m wearing.

Over the next few days, I’m going to be switching my closet over from warm to cold weather. I know that we will have some hot days to come, but I just don’t feel right wearing my summer dresses anymore. So, I’ve put together four outfits to inspire me as I get dressed in the mornings. (Plus we have a late September Nantucket trip planned and I think this is going to be my packing aesthetic.) I hope you find it helpful as well!

Preppy Fall Outfit Inspiration


ONE: Navy Textured Dress // Plaid Scarf // Lace Up Flats

TWO: Navy Hat // Striped Sweater // White Jeans // Navy Booties

THREE: Plaid Hat // Sweater Dress // Navy Sneakers

FOUR: Silk Blouse // Corduroy Skirt // Ballet Flats // Saddlebag

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While I love all of the outfits, I especially love how you paired the tan and navy with white jeans! That is the perfect transitional outfit for those of us who aren’t ready to give up the white denim just yet! Cheers, Laura


I love the sweater dress with sneakers. I feel like it’s super practical and the perfect outfit to transition from summer to fall.



These are all so cute! I cannot wait to transition into fall and winter! Being a little bit further south it take a few more weeks to really start feeling the fall air!

Also! Love love love how you do your outfit posts! What do you use to compile them! They are so flawless!