Riding boots are a distinct style of boot typically worn in colder weather or snowy conditions. They are the most popular winter boots you can wear, and they can add uniqueness to your outfit.
Riding boots are an outfit’s secret weapon. They go with almost everything and are pretty adaptable, adding a pop of color to otherwise plain outfits. Riding boots are a must-have for any fashionista’s wardrobe, but knowing how to wear these boots impacts your style just as much as actually owning a pair does.
Riding boots to work can be a little tricky because you have to consider what type of work environment you’re in. If you’re attending professional conferences, for example, you’re going to want to dress more formally than if you are working in a casual business office.
This article will discuss how to wear riding boots to work and some fantastic ensembles you can put together with them.
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5 Outfits Of Riding Boots To Work

Wearing Riding boots to work can make you look like a total fashionista, and the more elaborate and detailed the outfit, the more stylish and remarkable you appear. Here are five outfits you can make by pairing Riding boots with different items of clothing.
Outfit 1. Riding Boots with Skinny jeans
This is one of the most versatile outfits that you can create with riding boots. It’s straightforward, yet it’s polished and stylish enough to wear to work. The tucking of the jeans helps to show off your riding boots while looking professional at the same time. It may be dressed up or down, and it comes in various colors; any of our riding boot types would look excellent with it.
How to Style:
– Select a pair of skinny jeans: If you have a pair of slightly distressed skinny jeans, we recommend wearing these with riding boots. The distressed look will dress up your jeans and help to add some texture and flair to the outfit.

- Consider the color and wash: Jeans are the most versatile item you can wear with riding boots. Most riders agree that you should go for a darker wash; however, consider wearing a pair of washed jeans if you want to step up your style game.
- Keep the rest of the outfit simple: Since this outfit is so bold with just one standout item, we recommend keeping everything else simple.
- Don’t forget about accessories: You can play up your look even more with equestrian accessories. Pick up some excellent chaps or a belt if you want to go for an equestrian look.

- Create a Western look with the fitting blouse: We recommend pairing this outfit with a great vintage blouse. If you’re attending a professional conference, the ivory color of the blouse will help tone down the look without making it too casual.

- Choose a long sweater: If you plan on wearing your riding boots with jeans, you’ll probably want to throw on a cute, bold sweater. If you’re looking for color and flare, we’d recommend choosing an emerald green like the one shown above. However, if you work in a relaxed working environment, go for a more neutral hue like black or camel to match your work clothing.

- Select a turtleneck or cardigan: The turtleneck sweater is an elegant way to wear your riding boots to work. If you plan on wearing this look with jeans, we recommend wearing a turtleneck sweater with rolled-up jeans. The cardigan is also another excellent choice for this style of outfit.

Outfit 2. Riding Boots with Pants
This outfit is appropriate for any visit to work or visit to class. The boots add a fashionable element while still maintaining the professionalism required in most office environments. You can pair this look with any pants.
How to Style:
- Select a pair of wool trousers: If you want to dress up the look, we recommend wearing a pantsuit or tailored pants. This look can be dressed up or down, depending on your work environment. Wool or wool-blend pants are great for this look. We recommend pairing them with riding boots because the pants will hug your lower leg without becoming too formal.

- Consider what kind of blouse to wear: A blouse is very versatile. If you wear it tucked in, it’s perfect for business settings or professional environments. If you tuck it out, the look is more casual and appropriate for school or college settings.

- Go for a bold cardigan: The cardigan is a great choice when you’re going to have to dress up your outfit for professional settings. For example, if you’re going out after work, you can pair the look with a plain top or one of your bold blouses.

- Keep your accessories simple: Consider wearing a pair of stud earrings and a thin necklace. Going with simple accessories will help to keep the look polished and professional.
Outfit 3. Covered by Flared Jeans and Trousers
This outfit is the most formal and the most versatile in this post. The red boots and blue jeans help to add color and flair, but you can easily dress down this look by pairing it with a white blouse instead of a blazer. This look is appropriate for any work setting, as well as a school setting.
How to Style:
- Wear bootcut jeans: We recommend wearing a pair of bootcut jeans because they add a little flair to your look. The flare helps to frame out the lower half of your body and makes it more flattering.

- Select a fitted blazer: If you want to dress up this look, even more, we recommend choosing a fitted blazer and pairing it with flared jeans or trousers. Your blazer will cover up some of the flares of your pants but will still let you wear boots that add some flair to your outfit.

- Alternatively, trade your jeans for corduroys: Corduroys or chinos are another great way to dress up your riding boots and jeans. Corduroys, like the ones shown above, pair nicely with riding boots. If you’re tired of wearing boots, consider picking up a pair of corduroys for your daily work look.

- Dress the lookup: If you’re looking to dress up this look for a professional setting, we recommend pairing the outfit with a blouse or tee that is tucked into your pants. The cuff of your jeans or pants will help to frame out your riding boots. The black blouse shown above will also help tone the look but still keep it appropriate for class or work.

–Dress the look down: If you want to dress down the look, we recommend wearing your riding boots with your jeans or trousers. The boots will help add some flair while still keeping the outfit appropriate for school or work settings.

Outfit 4. Riding Boots with a Skirt or dress
This outfit is appropriate for a wider variety of work and school settings. While it is a more formal look, the pink booties keep the look from becoming too stuffy. You can pair this look with any of your favorite long skirts or dresses that hit between the knee and calf.
How to Style:
–Wear a blouse that is tucked in: If you’re going to wear your riding boots with a long skirt or dress, we recommend wearing a blouse tucked in to add some structure and formality to the outfit.

– Wear your hair in an updo: The added height will help balance out the height of your riding boots.
–Consider wearing a midi-length skirt: If you’re going to wear your riding boots with a dress, we recommend wearing a midi skirt. The midi-length will help to show off the boots. However, keep in mind that you may want to keep the dress long, so if your skirt is above your knees, we recommend wearing a pencil skirt or pencil skirt and jeans.

– Mix things up with a maxi skirt: If you want to show off your legs with a shorter skirt, we recommend choosing a maxi skirt. The boots will help to lengthen your legs while still showing off your riding boots.

–Show off your legs with a shorter skirt: To complete the look, we recommend wearing a pair of flats (i.e., flats or ballet flats). For a more casual look, we recommend adding some boots and a jacket over the top of your sleeveless top for a more formal look.

– Choose a pencil skirt: If you want to wear a pencil skirt with your riding boots, we recommend choosing a pencil skirt that is an inch or two shorter than your knee. If you’re going to pair this look with a longer dress, we recommend going with a maxi skirt instead.

– Wear booties: To complete the look, we suggest wearing some patterned booties. The boots will help elongate and balance out your legs and add some color and fun to the outfit. Dress up this look by adding some jewelry.
Outfit 5. Riding Boots with Leggings
This is another excellent look if you want to wear riding boots with pants. The black boots and black leggings help ground the look while adding some flair at the same time. You can pair this look with any pants or skirt that you want.
How to Style:
– Choose a pair of leggings in a neutral color: If you’re pairing with black riding boots, you don’t want to wear black leggings, or they’ll blend in too much. We recommend choosing a pair of leggings with a neutral color like gray, navy blue, or camel.

– Pair with pants or skirts: You can wear this look with jeans, trousers, or any skirt.

– Choose a bold blouse: The red blouse shown above is an excellent choice because it helps to brighten up the look. You can also wear patterned or solid-colored tops.

– Pick a patterned sweater: We recommend choosing a patterned sweater as well as some printed trousers for this look. It looks great with black leggings or black slacks, slacks, and skinny jeans.

– Decide between cropped trousers or full-length trousers: We recommend choosing cropped trousers if you’re wearing leggings. The cropped look will help show off your boots and elongate your legs.
– Pick out an appropriate color and texture: We recommend going for something with a similar color to your boots. If you’re trying for a more laid-back look, though, look, try a darker color like black, gray, or navy blue. We also recommend finding some texture in the material of your pants. For example, your dress pants can have a bit of texture added to them using a scarf or belt.

– Wear leggings with a skirt and riding boots: You can also wear leggings with a skirt and riding boots. The leggings keep the outfit from being too stuffy while adding some formality to your look.

– Wear black leggings under a long skirt: You can also wear black leggings underneath your long skirt or dress to add depth and structure to the outfit.

– Try on a long tunic: If you want to stand out, we suggest wearing a long tunic with your legging and boots look.

Tips For Choosing Riding Boots To Work
Choosing the proper Riding boots for work can be a bit tricky. To help you choose the right ones, we’ve compiled some tips that will help you find the best pair of riding boots for work. We offer these five tips to help you decide which boots are suitable for your wardrobe, workplace, and needs
1. Buy riding boots that are comfortable to wear
There is no substitute for choosing riding boots to wear at work or school when it comes to comfort. The best way to find the most comfortable riding boot is by trying them on in person before you make your final decision.
2. Make sure your boots have arch support
Your riding boots should have some arch support to help prevent foot pain over time. In addition, we recommend looking for the following features: lacing systems (i.e., lace loops), removable insoles, and buckle-less laces.
3. Make sure your riding boots have a padded collar
Padding around the ankle area is an essential feature. The padding will help protect you from foot pain caused by wearing them for long periods. We recommend going for something with lots of padding to help keep your feet comfortable and protected.
4. Try on a pair of riding boots before you buy
Another way to find out if they will fit well is by trying them on first.
5. Look for waterproof boots
This is especially important if it’s raining or snowing outside. You can also keep your boots clean by waterproofing them with a spray or rub-on oil.
Tips Choose Riding Boots To Work For A Short Women
Here are things you can do to help make wearing riding boots more comfortable for short women. We’ve compiled some fun and simple tips that will help you find the best riding boots for your height.
1. Buy tall riding boots
Tall riding boots are designed to fit taller people, so they’re a great choice if you’re looking for something that will help elongate your legs. The tall look will also help balance out your leg length if one of your legs is longer than the other.
2. Choose a pair of riding boots with stretchy ankle-length
You can find boots that zip or lace up on the ankle. The ones that lace up are a good idea because you can tighten them to fit your legs more precisely. Be sure to choose some that have enough stretch so they’ll hug your legs, and they should be wide enough, so the top of your boot doesn’t touch your calf.
3. Wear tall boots with tall-riding pants
If you’re going for a tall look, you can go with tall riding boots and tall-riding pants. This will give your legs a nice flowing look. We recommend wearing the same color as your pants so they’ll match.
4. Wear short pants instead of leggings
Wearing shorter pants will help to balance out the length of your legs. This way you can wear riding boots with pants, leggings, and skirts.
5. Wear tall-heeled riding boots
You can also wear tall-heeled riding boots to elongate your legs even further. The taller heels will also help to balance out the heights of your legs.
Tips Choose Riding Boots To Work For A Tall Person
We’ve compiled some tips for choosing riding boots that are best for tall women. These tips can help you find the perfect pair of riding boots for work:
1. Make sure your boots have the correct length
If you’re tall, you should look for riding boots that are long enough to fit your legs properly. The boots should also come with enough room on the top to allow your calf to move comfortably.
2. Choose tall Riding boots that are narrow around the ankle area
If you’re taller, it’s essential to find riding boots narrow around the ankle area. This way, your boot won’t rub against your leg when you’re walking.
3. Wear tall Riding boots with dresses or skirts
Wearing tall riding boots with a dress or skirt will help elongate your legs and balance their length out. Make sure that the riding boots you choose match the color of your outfit, so they’ll match up nicely!
4. Wear your riding boots with leggings
Wearing long pants with your riding boots will help balance out your legs, especially if one of them is longer than the other.
5. Wear tall Riding boots with slacks or pants
Wearing your riding boots with slacks or pants will help balance out the length of your legs. This way, your legs won’t look too long and lean.
FAQs
What color of Riding boots should you choose to work?
The color of your riding boots should match the color material of your pants and belt. You can also select a color that will complement your outfit. Complement your work outfit. Some color choices that will look good with your work outfit are black, brown, tan, grey, navy blue, or dark navy. You can also choose either a neutral color like black or brown or an accent color like dark navy.
What to wear with Riding boots when going to a meeting?
You can’t go wrong with almost any outfit that you pair with your riding boots. If you already have a meeting scheduled for this week, try pairing them with one of the following outfits:
1. A skirt and cardigan
2. Dark-wash denim and a blazer
3. A pencil skirt or pantsuit
4. A dress shirt and tie
How to wear riding boots to work on a casual occasion?
In some regions, Riding boots are worn to work on a casual day and a formal occasion. If you’re going to be wearing your Riding boots on a casual day, make sure they’re not too high heeled and that their color is appropriate for the occasion.
How to wear Riding boots with skirts?
You can wear many different types of outfits with your riding boots. For example, you can wear Riding boots with skirts by matching the color of your skirt and riding boots together. You can also wear Riding boots with skirts by pairing them with a cute shirt or blouse. You can also wear Riding boots with skirts by wearing them with leggings underneath. Wearing your riding boots with leggings will make your legs look longer.
Do Riding boots come in different widths?
You can find riding boots in many different widths, which will accommodate most people’s feet. It’s essential to know the width of your feet, so you’ll know which size shoe you need to buy for your feet.