
25 Boot Outfits For Fall & Winter 2021
I think it’s pretty much a rule of fashion, that when the weather cools down, the boots come out. And as much as people love summertime, you can’t really get dressed until fall. Really boots can be worn all year long, but you really see them make a big appearance in the fall.
With so many different styles of boots out there, it’s hard to have just one favorite style. But who says you have to? In fact, different styles allow you to easily change the vibe of an outfit from day to night, dressy or casual. Not only that but they can be worn with leggings, jeans, dresses of every length, sweaters, jackets, and coats. A good pair of boots will pull together any outfit and they can last years if you take proper care of them. With so many amazing options out there, there’s no way a person can have too many pairs of boots in their closet.
So read on for 25 boot outfits for fall and winter. I’m sure you’ll find some serious inspiration for fall boot outfits and winter wardrobe fashion choices of your own.
Boot Outfits For Fall & Winter
Knee High Boots
Boot trends are constantly changing, but knee-high boots are a wardrobe staple and personally my favorite shaft height to wear. These tall boots come in leather, beautiful suedes, and patent leather. Even though they can be found in just about any color, black and brown shades will get the most use. With so many heel heights and toe shapes, the possibilities are pretty endless.
- Heeled, knee-high boots, paired with high-waisted shorts and a lightweight sweater is perfect for a warm fall day. And I also have to mention, this outfit will make your legs look a mile long!
- A lug-soled boot can help anchor short sweater dresses. Many styles are also waterproof and can double as rain boots. If worn with thick long socks, you won’t have to sacrifice style to stay warm and dry.

- I hope you kept some skinny jeans after they were declared dead earlier this year. Because no other style of denim works better with tall boots. Wear them with any style sweater, blazer, or jacket, and your outfit will instantly be elevated.
- Pair your boots with a mini skirt or for peak fall 2021 style, an oversized blazer.
- You can also add more dimension to an outfit with a snake print boot. Paris Texas makes a beautiful boot in multiple colorful fun shades.
Ankle Boots
Ankle boots come in many different styles. There are so many different toe shapes and heel heights they can be worn with any outfit.

- Wearing a heeled boot with a pair of long trousers is an easy way to create the illusion of longer legs. In addition, a square toe is keeping with the trends of fall 2021
- Wear black ankle boots with a pair of black stockings, a mini skirt, and a sweater or with a warm sweater dress. But for colder weather wear a long trench or wool duster over your outfit.


- Chelsea boots are super popular and have become another fall wardrobe staple. The boots are characterized as an ankle-high boot with an elastic side panel. They’re easy to slip on and off, are super comfortable, and can also be worn with any type of outfit.
- Pointed-toe ankle boots help elongate the legs. Brown sued boots are nice to wear this time of year. When you pair them with a cable knit sweater or long cardigan you’ll have a particular cozy-looking outfit. The shorter ankle height also makes it an easy style to wear with pants.
Cowboy Boots
Most cowboy and western-inspired boots come in ankle and mid-calf heights. This style of boots has been gaining in popularity over the last few years.

I particularly love the calf-high boots when worn with a silk slip dress. For colder weather top with a loose sweater and then belt it at the waist.
- Cowboy boots look great with a mini dress, or shorts and topped with a baggy sweater.
- They can be also found in leather and suede, in just about any color. And if all the stitch work isn’t to your style preference, more and more boots are coming out in more simple and modern styles.

- Cowboy boots also look great when paired with an oversized blazer and crossbody bag.
Over The Knee Boots
Over-the-knee and thigh-high boots are statement boots and are usually the focus of an outfit.

- Because these boots cover up so much of your leg, it’s a good option to wear with shorter dresses and skirts.
- Wear over the knee boots over a pair of skinny jeans with a warm sweater, cozy jacket, or long coat, all options look equally good
- You can also wear a pair of shorts and an oversized blazer to stay on trend this season.
- They also can be worn with a short sweater dress to keep your legs warm or a long maxi dress that has a high front slit.
Combat Boots
Combat boots are an easy way to toughen up an outfit and also add some edge.

- Wear these boots with a pair of leggings and a sweater for a warm and comfortable outfit.
- Wearing a combat boot with a chunky sole can help anchor a short skirt or dress. It can also add some edge if the outfit is feeling too girlie.
- Combat boots can also add some attitude to a more formal workwear type of outfit. As well as add to the laid-back look of a pair of sweat pants and a matching sweater.
Xx Monti