The Versatility of Ankle Boots for Fall

In our opinion, one of the best things about fall is when we get to push those strappy sandals to the back of your closet and pull the boots forward! It’s not that we don’t love our summer footwear, but we have a major thing for boots.

Specifically, we love ankle boots for fall. The versatility of ankle boots is just exactly what we want in these chillier months. Whether thrown on with jeans or a dress and tights, they tend to always work and instantly add a ‘cool factor’ to any outfit.

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Tips for Wearing Ankle Boots This Fall

When it comes to wearing ankle boots with denim, you can really wear them with most styles. From cuffed to rolled to an unfinished hem, to skinny leg and cropped flare, we really mean it when we say the ankle boot has quite the versatility factor.

ankle-boots-carrie-2Original Post: DVF Embellished Lace Shift Dress

Don’t just limit your ankle boot wearing to jeans, though, as you can (and should) absolutely pair them with skirts and dresses, as well. However, if you’re wearing a shorter skirt, either keep it more covered up on top and/or throw on opaque or textured tights.

Fall Fashion Can Be Fun and Colorful | Wear + Where + WellOriginal Post: Proof That Fall Fashion Can Be Fun and Colorful

In terms of color and fabric, anything goes, especially this season. You’ll find ankle boots in leather, suede, velvet, embellished, textured, and quite literally, everything in between.

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Now, here’s another tip for you… A shorter, chunkier heeled, rounded toe ankle boot will keep your look on the more casual side. Think: Saturday morning brunch with girlfriends followed by running errands. With this type of heel, you’ll also be comfortable all day long.

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If you’re heading out to a nice dinner or date night, opt for a pointed toe ankle boot with a skinnier heel. Indeed, this will dress up your look instantly.

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Additional Ankle Boot Inspiration

As you can see, ankle boots will fit seamlessly into your wardrobe. And with the variety of heel heights, fabrics, and colors out there, there is certainly one to suit your style.

Furthermore, you’ll find even more inspiration for ways to wear ankle boots. Finally, we’ve rounded up our our current favorites to shop below.

ankle-boots-5ankle-boots-6From left to right, top to bottom, images borrowed from: Buro 24/7, Fashioned Chic, Cool Chic Style Fashion, Fashion ClueFIGTNY, Moda qui RimaGlamour, Vogue MexicoLe Fashion, POLIENNE The Style Shaker, Who What Wear

Shop Our Favorite Fall Ankle Boots

Last but not least, Do you already own ankle boots? What’s your favorite way to wear them? As you know, we’d love to hear!


  1. Lauren Price says:

    OMG I love this post so much! I’m in dire need of some new ankle booties – seriously want those spotted calf hair gems!


    1. Carrie says:

      Thanks so much for saying that, Lauren! I hope you find some you like.

  2. Bella B says:

    I love ankle boots they are versatile and perfect all year around!!! I am forever in love with your velvet flower ones!!! So cute

    1. Carrie says:

      Yes! Totally agree. Thanks so much, Bella

  3. Merritt Beck says:

    Ankle boots are the best fall shoes! I have been loving the new styles out this season, those floral ones are so pretty!
    xx, Merritt
    The Style Scribe

    1. Carrie says:

      Totally agree! Thanks so much, Merritt.

  4. Hayley says:

    This is such a cute post! I love all the fun colorful pics and enjoyed seeing some unique styles!


    1. Carrie says:

      Thanks for saying that, Hayley! Hope you had a great day.

  5. I love ankle boots because they are versatile and perfect all year around but I especially love wearing them during Fall.

    Ann-Marie | http://facetocurls.com

    1. Carrie says:

      Totally agree with you, Ann-Marie! Thanks for stopping by.

  6. Isabella says:

    I love them all! Perfect choices! Best chic shoes for fall!

    1. Carrie says:

      I’m glad you think so! Thanks for saying that.

  7. Great post, Carrie! I’m loving all the styles you’re showing here! Great selection! xo

    Luci’s Morsels | fashion. food. frivolity.

  8. Will says:

    You are werking those ankle boots to perfection – love how you styled them!

    1. Carrie says:

      Ah thanks, Will! You’re too sweet. I hope London is treating you well.

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