Transitioning Outfits From Summer to Fall

The hardest time to know what to wear is in between seasons. While it’s still technically l summer, it just feels more like fall some days. Weather can be unpredictable and your summer clothes aren’t fitting the bill. On any given day I see one person in shorts and a tee, while the other is in a scarf and boots. Here are my tips for transitioning smoothly and dressing appropriately for this time between summer and fall:

  • The key to transitioning seasons is to consider both the weather and the time of year. While working fall clothes into your current summer clothes, let this be a gradual transition making little switches as the weather gets colder. For example, put away white sandals and bring out your neutral leather loafers.
  • Falls colors in summer pieces will bring you into the new season without sacrificing your sanity in the heat. Outfits may slowly have more olive greens, navy blues, shades of red and burgundy, grays, etc.
  • Mix summer and fall clothes seamlessly. Shorts with sweaters, t-shirts with short boots, boat shoes with lightweight chinos, etc.

Here are four outfits I’ve recently worn to show as examples of transitioning:


This dress is perfect for a nice day in September. It’s sleeveless to cool me down, yet the colors are very fall.


It was a tad chilly the other night, so I layered an olive green cable-knit over a light blue oxford cloth shirt.


It rained on Saturday, so I was able to break out my duck boots. It was cold enough to grab a jacket, but the weather fluctuated enough so shorts were still appropriate. These shorts are my go-to for transitioning seasons.


A great way to wear white is pairing it with camel. It’s a fresh color combination and the navy vest ties it all together. This last one is my favorite transition outfit since it’s neither 100% summer or fall.


4 Comments on Transitioning Outfits From Summer to Fall

  1. Happy Chappy
    September 18, 2015 at 11:07 am (8 years ago)

    Hi Robin,

    I have been following your Instagram and blog for a while but this is my first time commenting! Just wanted to say that I adore all your outfits, and thank you for the smart tips on transitioning into fall. Your posts are super helpful and I love that you incorporate style advice along with the pictures of your outfits.

    -Happy Chappy

    • thedressdecoded
      September 22, 2015 at 8:10 am (8 years ago)

      Wow! That made my day!! I really appreciate your encouragement! Thank you for reaching out and for reading. 🙂

      Have a great day!

  2. The Southern Stylista
    September 19, 2015 at 4:24 pm (8 years ago)

    Love this post! Transitioning to fall is so hard here in the South, but I’m so ready for those cooler temps so I can pull out my Bean Boots, vests, and sweaters!

    xoxo, SS

    The Southern Stylista

    • thedressdecoded
      September 22, 2015 at 8:10 am (8 years ago)

      Thank you so much! It is hard to transition in Michigan, I can’t imagine how hard it is in the South. I will be envious of you come January-March. 😉


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