How to Wear a Sweater Dress With Boots
A beautiful sweater dress with pair of boots is a comfy, polished look, provided your boots are on-trend. Here’s what’s popular this fall and some modern ways to style a sweater dress with boots.
Wear a sweater dress with:
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1) Tall Boots
Tall boots are always in style but this year they have a new shape. Many are lower, with pointed toes and a little wider in the shaft. For example, these fabulous croc kittten heel knee boots! I love the way they looking peeking out of this striking rust sweater dress. Faux Croc always looks chic, and this gorgeous green colors adds a modern twist.
This feminine kitten heel makes them perfect for midlife fashionistas since they are very comfy to walk in. This outfit is with these killer boots is upscale casual and authoritative—perfect for work.
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2. Short Booties
If you are used to pulling on plain black, knee-high leather boots with a sweater dress, that’s perfectly fine, but you’re not going to turn heads. These days, traditional tall black boots can look too practical or dull compared to a sweater dress paired with short booties.
If you have never worn short booties with a dress, let alone a sweater dress, it may feel a little funny initially, but it is a very modern and sophisticated look. Try a pair on, walk around, and 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 sweater dress 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 elegance. Also, it’s suede. The suede looks luxurious and has texture. A textured bootie worn with a textured knit is the perfect pairing.
The elegant style of this bootie is the key to making the outfit work. A less refined bootie with a chunky heel ( like a cowboy booty) is not as dressy and looks heavy with a fine, ladylike dress like this.
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2. Over the Knee Boots
Thoroughly modern is the best way to describe this sleek ribbed sweater dress with the chic mock neck. Not only is this style stunning, but the Grey Plum color is unique. This striking dress looks very fashion forward worn with over the knee statement boots .
The gorgeous wraps adds to the drama of this chic look.
Note: If you like over the knee boots like these, stay clear of a boots with a lot of detail or embellishment. Also shiny materials like patent leather can look cheap and are best left to “pretty woman” types.

3. Print Booties
Here’s a another cool way to wear a sweater dress with boots. You know that plaid is in, right? How cute are these! Print or patterned fabric booties look darling with a sweater dress.
The trick is to make sure your sweater dress is plain and one solid color, so the print bootie grabs the spotlight. I have shown this outfit with bare legs, but it doesn’t mean you have to wear it this way. You could also 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 to wear semi-opaque or opaque tights with a sweater dress and booties to look fab.
4. Go For Cowboy Booties
Cowboy booties aren’t just for jeans. They can 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. Check out this post to learn about the basics of wearing patterned tights.
5. Pair with Riding Boots
Riding boots are traditional and sophisticated, so it’s no wonder they go so well with something as simple, cozy, and sleek as a fine knit sweater dress. Tall, flat riding boots that come up to the knee are not only chic but comfy too. Whether polished leather or rustic suede, both lend an old-money equestrian vibe to a cozy sweater dress. A plaid scarf completes the old English vibe. Flat and low heel tall boots like riding boots will make your outfit look sportier than high heels.
6. Wear it with Black Leather Booties
This black sweater dress is feminine and classic with it’s pretty puff sleeves. It calls for an elegant, black boot that is slimming through the ankle. This boot is chunky without being heavy and modern with the hip square toe. Leather goes equally as well as suede with a sweatdress and gives a polished, professional look.
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What is your favorite kind of boot to wear with a sweater dress? More ways to wear a sweater dress here.