3 Modern Ways to Style a Sweater Dress with Boots

A sweater dress with boots is always a comfortable, cozy look for fall, but you can start to look dated if you don’t change things up a little bit from year to year. A fresh new pair of boots is all you need to tweak your chic. Here’s a look at what’s trending and some modern ways to style a sweater dress with boots.

green sweater dress with taupe suede booties oufit

1. Pair Short Suede Booties with a Sweater Dress

If you are used to pulling on your favorite black, knee-high leather boots with a sweater dress, that’s perfectly fine, but you’re not going to turn any heads. These days, traditional tall black boots can look overly practical or even boring compared to wearing a sweater dress with short booties.

If you have never worn short booties with a dress, let alone a sweater dress, it may feel a little funny at first, but it is a very modern and sophisticated look. Try a pair on, walk around and take a look in the mirror. I bet you will be kicking up your heels in no time!

How do you know what kind of bootie to wear?

A light, fine-ribbed sweater dress like this gorgeous green sweaterdress demands an elegant bootie. This taupe suede bootie is a perfect match. Why?  First of all, this style of bootie is very sleek and minimalistic. There’s almost no detail, which translates into elegant.  Also, it’s suede. Suede looks luxurious and has texture. A textured bootie worn with a textured knit is the perfect pairing.

The high shaft on this boot is also the key to making the outfit work. A short ankle bootie would generally not be as dressy and would look heavy with a ladylike dress like this. A bit of a heel, like the one on this bootie, also gives it a chic vibe.

Gold ribbed sweater dress with suede camel over the knee boots and bag outfit

2. Wear Over the Knee Boots With a Short Sweat Dress

Have you been wondering if you can wear a sweater dress with over the knee booties and not look like a hooker? Yes, you can. It’s all in the way you style it. I would suggest you choose a sweater dress that isn’t too, too short. I know a lot of them generally are. This one is short, but o.k. And with over the knee boots, it will look great.

Generally, over the knee boots should leave just a touch of space between the sweater dress and the knee, or you can have it meet the hem of the sweater dress if you prefer.

Another tip…, Flat, over the knee boots or low heeled over the knee boots give you a more sporty modern look than over the knee boots with high heels.  It also helps to stay clear of shiny boots, such as patent leather over the knee boots. Leave these for “pretty woman” types.

Black bell sleeved sweater dress with houndstooth fabric booties and black bag | outfit styled by Fabulous After 40

3. Go for Mod Print Booties 

Here’s a very fashion-forward way to wear a sweater dress with boots. You know that plaid is in, right?  How cute are these! A pair of print or patterned booties look darling with a sweaterdress.

The trick is to make sure your sweater dress is plain and one solid color, so the print is in the spotlight. Just because I have shown this outfit with bare legs doesn’t mean you have to it this way.  Instead, wear black, opaque stockings with this sweater dress and booties, and you will rock this look!

* Style Note: Stay away from sheer nylons or black nylons. They’re too thin and wimpy looking to wear with a knit. You need a heavy opaque stocking with a sweaterdress and booties to look fab.

Try the look out for yourself and tell me how you did!

One of my favorite things about this time of year is that it is cold enough outside to want to pull on a cozy sweater dress and a chic pair of boots. It’s a look that can take you from you to the office right out to an evening party, depending on how you style it.  Here are a few great ideas on how to wear a sweater dress with boots.

More Sweater Dress & Boots Ideas

Wear a sweater dress with………………

Suede Boots

Sweater Dress with boots - Navy Tie Dress

You can wear shoes with a sweaterdress, but since sweaterdresses have a more casual, cozy look, a smart pair of boots balances things out. Suede or leather works; however, suede is more relaxed and rustic than polished leather, and it’s great for adding texture.


Here’s another gorgeous pair of suede boots. I always love the combination of creamy tan or taupe suede and burgundy. The contrast makes it so rich-looking.

Riding Boots & Leggings

Sweater Dress Olive with Leggings

Often, sweater dresses are too short to wear with bare legs or sheer stockings, especially after 40. One good idea is to wear leggings with your sweater dress, and then throw on a pair of handsome riding boots.

Cowboy Booties

Sweater Dress with Booties

Cowboy booties aren’t just for jeans. They can look charming with a sweater dress and opaque or semi-opaque tights in a dark shade like dark brown or black. If you enjoy a touch of whimsy, try patterned tights with your sweater dress. You can choose anything from dotted to swirly, to striped. To learn more about the basics of wearing patterned tights, check out this post.

Tall Black Boots

Sweater dress Tall Black Boots

Tall boots that reach or almost reach or reach your hemline are very fashionable. They are virtually like leg gloves, especially in suede!

Black Leather Ankle Booties

Grey tie waist Sweater Dress

This feminine wrap dress with the frilly hemline mixed with these black moto-style booties is a fascinating study in opposites and makes for a fresh, edgy look.

What kind of boots do you wear with sweater dresses?

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