All The Best Ankle Boots Of The Season

Ankle boots are the ultimate Autumnal shoe. A stylish segueway between your summertime flats and heavy-duty winter boots, ankle boots are your go-to shoe that will work with everything in your wardrobe.


Image via Tuula Vintage:  Exact boots available here, cheaper version here.


Teamed with leggings, relaxed fit jeans (cuffed or rolled up, not over the shoe), skinny jeans, tights and skirts, maxi skirts or even summer dresses, investing in a versatile pair of ankle boots is an investment that will reap wardrobe rewards!

How she wore it: Tuula Vintage has this effortless look down pat. Image:

How she wore it: Tuula Vintage has this effortless look down pat. Image:

My favourite way to wear ankle boots is whichever way it makes my legs look longer and leaner, so that means with leggings (leather or ponte), or with narrow-legged jeans rolled up. Ankle boots + boyfriend jeans are another popular combination that you’ll be seeing plenty of again this winter.




If you’re worried about the ankle boot “chopping off your foot” or making you look shorter, don’t be. Simply wear an ankle boot that is the same colour as your pants (black, grey, tan are obvious choices) and opt for a style with a block heel, rather than one that is completely flat. Opting for a boot with a (deceivingly height-assisting) block heel is also very comfortable. It’s more versatile overall, I’d highly recommend it!


OliviaPalermo Image:, and Taylor Swift. Image: Pinterest

Olivia Palermo Image:, and Taylor Swift. Image: Pinterest


There are SO many amazing ankle boots on the market this season, which is great news if, like me, you’re looking to add a new pair (pairs?). ASOS had the most to choose from, but I’ve included lots of options from other retailers below as well.

So, how do you wear your ankle boots? Let us know what you think and how you wear them in the comments below!

 Best non-splurge ankle boots:

Splurge ankle boots:







  • Fashionista8P
    Reply Fashionista8P Tuesday 19th May, 2015 at 9:58 am

    omgosh omgosh omgosh! I am in desperate need to replace my boots this winter. But I am the kind of person that wants to get something really really similar to what I had i.e. black knee high boots and I need a brown lace up military style boot

    • Vanessa Roberts - Editor
      Reply Vanessa Roberts - Editor Tuesday 19th May, 2015 at 1:57 pm

      It’s always tricky to find the same thing twice! Hope you find something 🙂

  • Reply ragdollbaby Monday 18th May, 2015 at 1:26 pm

    Looking for a new pair of silver buckle-detail knee high platform COMFORTABLE black boots to replace my fave that are no longer available and I’m not having any luck 🙁

    • Vanessa Roberts - Editor
      Reply Vanessa Roberts - Editor Tuesday 19th May, 2015 at 1:59 pm

      This is very specific @ragdollbaby! Maybe check out Shoes of Prey where you can design your own shoe?! xx

  • Reply betelgeuse Thursday 14th May, 2015 at 3:14 am

    thanks for the inspiration!

  • judi1
    Reply judi1 Wednesday 13th May, 2015 at 11:14 am

    Love ankle boots!

  • Reply BellaB Monday 4th May, 2015 at 3:42 pm

    Ankle boots are very practical.

  • Reply Jane Sunday 3rd May, 2015 at 4:05 pm

    I am so so sos into ankle boots at the present.

  • Reply stels Saturday 2nd May, 2015 at 5:09 pm

    love miranda kerr’s boots!

  • Reply blueruby Saturday 2nd May, 2015 at 2:17 pm

    i love wedge boots!

  • Reply vikki18 Friday 1st May, 2015 at 2:15 pm


  • Reply vikki18 Friday 1st May, 2015 at 1:28 pm

    love them!

  • Reply Whatthe Wednesday 29th April, 2015 at 9:23 am

    Got my new boots.

  • Reply lovelyloves Tuesday 28th April, 2015 at 9:32 am

    I just a pair of ankle boots!! With huge platforms.

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