How We’ll Pair Shoes And Socks This Fall

When it comes to socks, there are two main categories: ankle socks and tall socks… and we’re equally obsessed with both. We are SO excited that fall is finally here because it is, hands down, the best season for socks – it’s cool enough to wear them every day, but still warm enough to show them off against bare legs!

We recently did a post about how to wear tall socks, and a couple of you left comments asking for a post about teaming tall socks with shoes. To answer your question – and to even give you a little more – we’re showing you our favorite sock-and-shoe combinations for both tall socks and ankle socks! Which of these combos would you rock?

Tall Socks & Shoes

Tall Boots and Socks

Tall socks and knee-high boots are always a winning combination. We love the bundled-up feeling that you get when you pull on a pair of Johnny Tall Boots over the super-warm Cozy Sweater Tall Sock.

Thigh Highs and Open-Toed Shoes

A quasi-unexpected idea we love is teaming our favorite pair of tall socks with an open-toed shoe. We love using the Blakely Heel and Vintage Sweater Tall Sock for this – and scrunching the socks just a tad at the top for a little added dimension.

Green Thigh Highs

A great pair of lace-up black boots is definitely a fall necessity. It will look awesome with any type of sock – and any outfit, for that matter. We love teaming a pair of Lee Boots or Doc Martens with our Popcorn So Soft Thigh Hi to really achieve that fall feeling.

Blue Thigh Highs and Boots

Ankle boots with a little heel like the Woven Saloon Boots shown above are a fun way to show off a detailed pair of tall socks like the Ingle Tall Sock. We love how textured this combination is – it’s so simple yet very impactful at the same time.

Ankle Socks & Shoes

Docs and Tie Dye Socks

Here we go with the black boots again – we can’t help it! We love the way the Brightly Twisted Ankle Sock peeks out of the top for a little hint of fun.

Boots and Socks

The Heathered Highland Boot Sock is one of our favorites. We can’t wait to wear it all through the winter with leggings, jeans, tights – you name it. We love paring them with a great ankle boot like the Hartland Vegan Boot and leaving the zipper down to show off the whole sock!

Floral Boot Socks

Our Woven Saloon Boots work just as well with ankle socks as it does with tall socks! We love the dainty, feminine feel of the floral Collection Ankle Sock mixed with the rougher, boyish detail of the boots.

What’s your favorite shoe-and-sock combo for fall?

Shop our new fall boots and socks!

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So Cute!! I love the Hartland Vegan boot! :)



I want those johnny tall boots soooo bad! I just dont have nearly 400 for shoes haha. Maybe someday.


LOVE your boots, but I’m very sad they all start at size 6. BOOO! There is no way that I can fit into a 6 and it makes me so sad! The Johnny Tall boots are hot, but unfortunately my feet are too small for ANY of the shoes/boots on your site. Tear…


None of these sock/boot/shoe combo’s are cute… not flattering!

i love all these combinations. from the grunge boots with the frilly socks to the fancy boots with intricate socks. MUAH!

These are perfect. Since moving to windy Denmark, I wear leg warmers or knee socks and high boots all the time. I especially love this look with denim cutoffs but unfortunately, after October, it’s way too cold for such things without stockings.

Fortunately … so many cute stocking patterns these days! :)


Ladaisi Etsy

I’m so in love with the long socks and barely there heels…this some how takes me back to a 90s schoolgirl vibe…


some of these ideas are cute but it only depends on body shape, i couldn’t get away with half of these, having shapely thighs like the model!

In old days people didn’t serious wearing socks. They wear simple socks and not interested matching socks with their clothes but in modern generation socks have become important part of people’s trendy look. They buy trendy socks for their selves as well as for their pets. You have provided amazing designs of trendy socks in above picks. your post is very useful to choose marvelous socks to get attractive look.