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Let me start by saying you don’t “need” all of these boots.
But, having the “right” shoe on hand makes creating outfits and getting dressed quick and easy.
And this fall, there is a nice array of options, from classic and timeless, to fun and trendy.
To make it easy, I rounded up the 6 best women’s boots for fall so you have them in one place.
Several pairs of boots will look familiar since we have used them in multiple outfit posts, but there are two new styles to consider.
Remember, I recommend these items specifically, but you can also you this list as inspiration and find similar styles at different price points or that serve your specific needs.
AND look in your closet first! You might have some of these already.
The 6 Best Women’s Boots for Fall
The Sock Bootie
Sock Bootie, $265
My personal must have for the fall is the sock bootie.
A sock bootie is an ankle boot with a soft upper that is tight around your foot and ankle – like a sock.
Style-wise, I really appreciate a clean boot with a slim profile that extends your leg, creating a long lean line. And this season, it works with a ton of different bottoms.
They fit beautifully under a classic full length trouser in either a straight or slim boot cut, or, for my ladies always wondering what to do with ankle* pants in the winter, these are the perfect option.
*ankle pants – not cropped pants.
You can also pair with a dress.
This high-low maxi from our Banana Republic Factory round-up comes to mind.
Our featured bootie, from Coach, is kinda perfect, available in half sizes up to an 11. These will NOT go out of style any time soon, so I’m very comfortable recommending these and these are the pair I’m going with.
If you are feeling spendy, Stuart Weitzman knocked it out of the park with this pair.
Chelsea Boot
Chelsea Boot, $70
We’ve featured Chelsea Boots quiet a bit this fall.
For a utilitarian-style boot, I prefer Chelsea boots over combat boots.
They are a casual, comfortable and relatively inexpensive boot you can wear with jeans and leggings. Just remember, because they have a heavy lug sole, you want to balance them with what you wear on the top.
So go with a chunky sweater, a layered vest look or a slim-cut shacket.
I found this pair at DSW, in several neutral colors for $70.
We used a version of these in an Outfit Formula, with jeans here, and with a simple sweater here.
The Ruched Boot
Ruched Boot, $139
Next, we have one of our trendier styles, the ruched boot.
These are fun with leggings, especially faux leather ones, or paired with tights and dresses around the holidays.
AND skinny jeans, which apparently are trendy again.
You’ll see this style everywhere, from Neiman’s to Target.
I think these are most versatile in black suede, but they are available in various colors.
The Block Heel Boot
Block Heel, $228
A block heel boot is a timeless style that works great with full length trousers and jeans.
These are a cleaner version of a traditional chelsea boot, so they don’t have a heavy sole and offer a slimmer profile.
You can see them here with a tie top blouse and slim boot cut jeans.
The Western Boot
Western, $130
These aren’t going to be for everyone, but I think they are so fun and full of personality.
Featured above are a pair by Dolce Vita, in dark brown, and I like the truffle suede color as a lighter option.
Of course these are idea to pair with jeans, but they are also super cute with a dress, like a flowly maxi or a sweater dress.
The Tall Boot
The Tall Boot, $150
Next, consider bringing in a tall suede boot if you don’t already have one.
When it comes to knee-high boots for women, this is a style with serious lasting power.
I’m featuring this Vince Camuto pair, available in black or tan – both wonderful options. Get a black pair first.
They are look fabulous pull over faux leather leggings, skinny jeans or with tights under a dress.
And this pair is at reduced price, usually $230, but at DSW for $150.
I bought a similar pair from Nine West a few years ago and while I don’t wear them all the time, I’m always so happy I have them, especially this time of year.
Alternatively, the Molly Knee High Boot from Sam Edelman is a fantastic splurge-worthy option.
The Rain Boot
After publishing this post, I made an exciting discovery: Hunter boots have made a comeback.
This staple of early 2010 fashion has been a practical option for me for years, and given their glorious return, I wanted to include them as an option for rainy fall days.
The Women’s Play Tall Rain Boot are great if you are petite and want a taller boot.
I own them in black and wear them throughout rainy sports seasons.
There’s also the Original Tall Rain Boot, which I just ordered in green. They hit just below my knee.
Wear them when you need them, and build your outfit around them.
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Recommendations are based on my experience as a personal stylist and wardrobe consultant for over a decade. I worked with busy, down-to-earth women who wanted to look chic and feel confident but were often confused by so much of retail.
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