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5 Best Tall Riding Boots for Comfortable and Stylish Rides

Comfortable Tall Riding Boots

Horseback riding is a thrilling and rewarding experience, but it can also be a painful one if you don’t have the right gear. One of the most crucial pieces of riding equipment is a pair of comfortable tall riding boots.

These boots not only protect your feet and legs but also help you maintain a secure and stable grip on the stirrup. When it comes to choosing the right boot, there are a few important factors to consider.

First and foremost, it’s crucial to ensure that the boots fit properly. Ill-fitting boots can cause blisters, make it difficult to walk and ride, and even lead to permanent damage to your feet and joints.

It’s important to measure your feet accurately and choose a boot that is snug but not too tight. The second factor to consider is materials.

A good pair of riding boots should be made from durable, high-quality materials that can withstand the wear and tear of daily use. Leather is a popular choice because it is sturdy, breathable, and can mold to the shape of your foot over time.

Synthetic materials like PVC or rubber can be cheaper, but they may also be less comfortable and durable. Lastly, keep in mind that investing in a high-quality pair of riding boots can save you money in the long run.

Buying a cheap pair of boots may seem like a good deal at first, but if they don’t fit properly or fall apart quickly, you’ll end up having to replace them sooner than you think. Don’t make the mistake of skimping on quality and regretting it later.

Options for Comfortable Boots

Now that you know what to look for in a pair of tall riding boots, let’s take a look at some specific options that provide both comfort and durability.

  1. Ovation Flex Sport Field Boot

    This boot is designed with the Flex System, which allows for a comfortable and flexible fit. The soft leather material is both durable and moldable, making it a great option for riders who need boots that can withstand frequent use.

    It also comes in a variety of calf sizes, ensuring a snug and comfortable fit for riders of all shapes and sizes. The quick and easy cleaning process is also a plus.

  2. Dublin Galtymore

    The Dublin Galtymore is a great choice for riders who are looking for a boot that is both stylish and comfortable.

    The leather material is soft and supple, making it easy to break in and providing a comfortable fit. The rubber outsole provides excellent traction and stability, making these boots suitable for a variety of riding disciplines.

  3. Ovation Moorland II Highrider

    If you’re looking for a boot that can handle extreme weather conditions, the Ovation Moorland II Highrider is the way to go.

    This boot is designed with a waterproof membrane and Thinsulate insulation to keep your feet warm and dry in even the harshest conditions. The nylon lining provides a comfortable fit, even for long rides.

  4. Ariat Heritage Contour II

    Ariat is a well-known brand in the equestrian world, and for good reason.

    The Ariat Heritage Contour II is a beautiful and comfortable boot that is designed with Ariat’s signature ATS technology for superior comfort and support. The leather material is both durable and breathable, making it suitable for riders who need boots that can handle daily use.

  5. TuffRider Ladies SureGrip

    The TuffRider Ladies SureGrip is an affordable and comfortable option for riders who are on a budget.

    The synthetic leather material is durable and easy to clean, and the SureGrip sole provides excellent traction and control. It’s a great option for beginners or riders who don’t need boots for daily use.

Pros and Cons of Ovation Flex Sport Field Boot

While the Ovation Flex Sport Field Boot is a popular and comfortable option for many riders, it’s important to consider the pros and cons before investing in a pair.

Pros:

  1. Flex System – The Flex System technology allows for a comfortable and flexible fit, making these boots suitable for riders who need flexibility and stability.

  2. Soft Leather Material – The soft leather material is both durable and moldable, making it a great option for chronic riders looking for boots that can withstand frequent use.

  3. Calf Size Options – The Ovation Flex Sport Field Boot comes in a variety of calf sizes, ensuring a snug and comfortable fit for riders of all shapes and sizes.

  4. Quick and Easy Cleaning – The easy to use and quick cleaning process is a plus, making it easier to keep your boots looking great.

Cons:

  1. Wide Calf – While the Ovation Flex Sport Field Boot is available in a variety of calf sizes, some users have reported that the boot runs wider than expected.

  2. Ripple Sole – The ripple sole can make it difficult to maintain a consistent grip on the stirrup, which can be dangerous for riders who need stability and control.

Final Thoughts

Choosing the right pair of riding boots is essential for your comfort, safety, and performance in the saddle. Consider the materials, fit, and quality of the boots, along with your budget and riding style when making a decision.

Whether you choose the Ovation Flex Sport Field Boot or another option, investing in a high-quality pair of riding boots is a choice you won’t regret.

Dublin Galtymore Dress Boot

One of the most stylish and sleek tall riding boots out there is the Dublin Galtymore Dress Boot. These boots have become a popular choice due to their combination of style, comfort, and protection without compromising on their quality.

Features and Benefits:

The Dublin Galtymore Dress Boot is designed with a sleek fit and look that is sure to turn heads in the show ring. The elegant black leather exterior is soft, supple, and perfect for breaking in while offering a comfortable fit.

The boots also come equipped with a steel shank protection that ensures your feet are kept protected from any injuries or accidents while in the saddle. The insides of the boots are lined with comfort insoles and lining, adding an extra layer of comfort that makes these boots ideal for long rides.

Pros and Cons:

Pros:

  1. Close-Fitting Ankle – The Dublin Galtymore Dress Boot has a close-fitting ankle that adds a layer of stability and support, which is essential for riders who demand precision and control while in the saddle.

  2. More Pointed Toe – The pointed toe is a sleek and stylish feature, making these boots an ideal choice for riders who want to show off their style in competition.

Cons:

  1. Break-In Time – Although the Dublin Galtymore Dress Boot is made from soft, supple leather, it still takes a bit of time to break in, especially around the calf area.

  2. More Expensive – While the Dublin Galtymore Dress Boot is a great investment for riders who are looking for a stylish and durable boot, they are also a bit more pricey than other options.

Ovation Moorland II Highrider Boot

The Ovation Moorland II Highrider Boot is an excellent choice for riders who demand more durable boots in challenging environments.

These boots are designed to be highly versatile, and they are perfect for riders who like to walk and ride.

Features and Benefits:

The Ovation Moorland II Highrider Boot is made for walking and riding in wet and muddy conditions.

The waterproofing membrane and Thinsulate insulation keep your feet warm, dry, and comfortable while allowing you to ride with ease. The boots are also easy to clean and maintain, making them a great investment for riders who lead an active lifestyle.

Pros and Cons:

Pros:

  1. Made for Walking – The Ovation Moorland II Highrider Boot has a rugged sole, which makes it perfect for riders who spend plenty of time walking in outdoor environments.

  2. Waterproof – The waterproofing membrane and Thinsulate insulation keep riders comfortable and dry when walking and riding in wet and muddy terrain.

Cons:

  1. Not for Showing – The Ovation Moorland II Highrider Boot is not ideal for riders who demand the most stylish, fitting boots to use in a competitive environment.

  2. Relaxed Calf Fit – These boots are designed with a slightly relaxed calf fit, which can be great for wearing jeans or thicker breeches but can make wearing thin breeches uncomfortable.

Final Thoughts:

Ultimately, when it comes to choosing the right tall riding boots, it all comes down to your personal preference and budget. Ensure that you choose boots that fit correctly, are made of high-quality materials that are durable, and offer the right level of protection, comfort, and style for your riding discipline.

With the right pair of tall riding boots, you can focus on your riding skills with the peace of mind that your feet and legs are fully protected.

Ariat Heritage Contour II Field Zip

The Ariat Heritage Contour II Field Zip is designed to meet the needs of riders who demand style, comfort, and durability. These boots are a popular choice among riders due to their superior quality and performance.

Features and Benefits:

The Duratread outsole is designed to be flexible and provide excellent traction. This makes walking and riding in muddy or slippery conditions more manageable.

The supple leather is comfortable and durable. The elasticated calf provides a snug yet flexible fit.

The 4LR footbed system helps to support your feet and keep them comfortable, no matter how long you’re in the saddle.

Pros and Cons:

Pros:

  1. Extensive Sizing Chart – The Ariat Heritage Contour II Field Zip comes in a wide range of sizes, making it easy to find the perfect fit.

  2. Snug Ankle Fit – The Ariat Heritage Contour II Field Zip provides a snug fit around the ankle, which ensures added support while riding.

Cons:

  1. More Expensive – The Ariat Heritage Contour II Field Zip is a more expensive option compared to other boots on the market.

  2. Break-In Time – The Ariat Heritage Contour II Field Zip may take a bit of break-in time to ensure a comfortable fit.

TuffRider Ladies SureGrip Tall Boots

The TuffRider Ladies SureGrip Tall Boots are an excellent entry-level option for riders on a budget. They are designed to provide a comfortable and stylish option that is also easy to maintain.

Features and Benefits:

The TuffRider Ladies SureGrip Tall Boots are designed with subtle extra grip that provides added support in the stirrup. The sleek design and attractive matte finish add style to the boots.

The synthetic leather material is durable and easy to maintain.

Pros and Cons:

Pros:

  1. Affordable – The TuffRider Ladies SureGrip Tall Boots are more affordable than other boots in the market.

  2. Sleek Design – The sleek design and attractive matte finish make these boots stylish and ideal for casual riding or equestrian events.

Cons:

  1. Break-In Time – The TuffRider Ladies SureGrip Tall Boots take some time to break in, which means that they may not be comfortable to wear right away.

  2. Fewer Size Options – The TuffRider Ladies SureGrip Tall Boots have a limited range of size options, which can make finding the perfect fit a challenge.

Final Thoughts:

Choosing the right tall riding boots comes down to your personal style, budget, and the type of riding you do. Consider which features are most important to you, such as comfort, durability, and style, when selecting your boots.

No matter which boots you choose, be sure to take good care of them, properly clean and store them, to ensure they last for years to come. With the right pair of boots, you can ride with confidence, comfort, and style.

Frequently Asked Questions

Riding boots are an essential part of any equestrian’s kit, but finding the right pair can be confusing.

Here are some of the most frequently asked questions when it comes to selecting, fitting, and caring for your tall riding boots.

Most Comfortable Riding Boots

Finding the most comfortable riding boots comes down to a bit of trial and error, but there are a few things to keep in mind. Look for boots that strike a middle ground between flexibility and support.

They should be comfortable from the moment you put them on and not require a lengthy break-in period. For the best results, try to find boots made from full-grain leather, which offers excellent durability and comfort while molding to your foot.

Best Overall Riding Boots

The best overall riding boots should be comfortable, durable, and stable. Look for boots with supportive insoles that will help alleviate any fatigue during long hours in the saddle.

Flexibility in the ankle and foot helps maintain a stable and secure position on horseback while riding. Invest in high-quality boots that are designed to last a long time, even after frequent use.

How Should Tall Riding Boots Fit?

Tall riding boots should fit snuggly but not too tight.

They should hug your calves comfortably, so the boots do not slip or rub against the skin. When trying on tall riding boots, make sure to wear your typical riding trousers, as this will give you an accurate idea of how the boots will fit.

Measure the circumference of your calves to ensure that the boots will properly fit without causing discomfort.

Are Tall Boots Supposed to be Tight?

Tall riding boots are designed to be snug, but not uncomfortably tight. They should mold to the shape of your foot and ankle, without any wrinkles or gaps around your calf.

When purchasing tall boots, make sure to try them on in-store and walk around to get an accurate idea of how they will fit. Proper sizing and a bit of stretching over time will ensure that the boots are not too tight.

How Do You Shrink Tall Riding Boots?

If your tall riding boots are a bit too large, there are a few ways to shrink them down.

It is easier to stretch boots than to shrink them, so it is important to only attempt to shrink them if they are only slightly too big. Try leaving your boots in a sunny location or near a heat source to dry out slowly, but do not do this if the boots are made of synthetic materials.

Alternatively, you can take them to a boot repair shop and have them professionally altered to ensure a perfect fit.

Final Thoughts:

Finding the right pair of tall riding boots is essential for your comfort, safety, and performance in the saddle. Opt for high-quality boots that are made with durable materials, fit snugly but comfortably, and offer the right level of protection and support for your riding discipline.

Care for your boots properly, keep them clean and maintained, and they will serve you well for years to come. With the right pair of boots, you can enjoy your riding experience with comfort and style.

Tall riding boots are an essential piece of gear for any equestrian. In this article, we’ve covered the features and benefits of five popular tall riding boots options, as well as addressed frequently asked questions for horse riding footwear.

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