Skirts with Boots – My Favorite Combo of the Season

skirts with boots

I have a new obsession – Skirts with boots! I know this isn’t a new trend, but it is definitely something that I have been gravitating towards quite a bit lately! Whether it be mini skirts and OTKs or midi/maxis with knee highs or booties, I just can’t get enough of this trend. Most of my Black Friday shopping consisted of midi skirts and boots, so I decided that I needed to share me favorites with you!

I love this trend for many reasons, but most of all, wearing skirts and boots helps take Summer and Spring staples through the Fall and Winter. This perfect pair can be topped off with a sweater for the perfect cozy Winter outfit.

Skirts perfect with boots:

Boots perfect with skirts:

Photography: S. Wolfe Photography

Look 2:

Here is another look featuring my new favorite combo. The beach was a little chilly, so these knee high boots, chunky sweater, and midi skirt were the perfect fit for this day! This skirt above was a favorite of mine that I had on repeat throughout the Summer. I never thought I would wear it just as much through the cooler months, but I haven’t stopped yet!

Check out more of my Fall favorites here!




  1. mariellethinks
    November 26, 2018 / 10:44 am

    Love it! I love wearing dresses and skirts but I always wear them less in the winter. Definitely love inspo like this!

  2. November 26, 2018 / 1:49 pm

    Beyond obsessed with the second look! I love the look of pairing a sweater with a beautiful flowy skirt! Also love the coat in the first look! Thanks for sharing!

    -Madi xo

  3. Tamara
    November 26, 2018 / 9:02 pm

    I love when skirts get paired with boots. Those knee highs are ridiculous!

  4. November 27, 2018 / 6:32 am

    I love those purple boots! And it goes so well with the outfit too! I am also into skirts and boots for the fall season.

  5. November 27, 2018 / 12:02 pm

    You look lovely in all your outfits, especially in the flowered red skirt, white sweater and the tan boots. I too love to pair skirts and boots during the Fall/winter season. I cannot however, find a pair of boots that I like this season. The tan ones you are wearing are nice. Where can I get a pair like those?

  6. November 27, 2018 / 8:23 pm

    Oh these looks are super cute! I’m always freezing but maybe I just need taller boots!

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