Our Boots

Your options to build your perfect pair

Our made to measure riding boots are designed to offer the perfect balance of comfort, performance and style. Each pair is handcrafted from premium leather and tailored precisely to your measurements.

With a range of styles suitable for dressage, jumping and everyday riding, you can fully customise every detail of your boots—while enjoying a simple, fixed price.

This page introduces our boot models and the many options available when designing your perfect pair. Here you’ll find an overview of everything you can customise, with links to more detailed information for each boot.

It’s a great idea to explore these options before your appointment, as it may help you start thinking about your design. However, there’s absolutely no problem if you prefer to decide everything during your appointment — we will guide you through each step of the process.

Your appointment can take as much or as little time as you need. Some people arrive with a clear vision, while others enjoy exploring the options as they go — the pace is entirely up to you.

One Price, Unlimited Possibilities

All of our boots are priced at £599, regardless of your choice of design. From subtle, classic finishes to bold, fully customised styles, you have complete freedom to create a pair that reflects your taste—without unexpected costs.

 

Made to Measure Riding Boots – Fully Customisable Styles

Designed Around You

Every pair of boots begins with your choice of model, followed by a full range of customisation options including leathers, colours and finishing details. We then take precise measurements to ensure a truly tailored fit.

The result is a pair of riding boots that not only look exceptional, but feel effortless to wear.

Suitable for Every Discipline

Whether you’re looking for elegant dressage boots, practical work boots for the yard or a refined competition look for showjumping or eventing, our collection offers something for every rider.

Each style can be customised to suit your needs, making them ideal for both everyday riding and competition use.

Step 1. The Boots

We offer seven boot models to choose from. This serves as the base style, after which you can personalise every detail — selecting leathers, colours, and decorative touches to create boots that are truly your own.

Chester Aachen made to measure riding boot in dark brown

Aachen

Our top selling competition boot, but also looks great as a work boot for the yard. 

Chester Paris customised riding boots in brown suede with dark brown leather

Paris

A front zip "polo" style boot - the most popular one for clients looking for work boots.

Chester Madrid Boot with grip panel and side zip

Madrid - Side Zip

A lace fronted boot with a front side sip, the lacing gives extra room for adjustment.

Chester Customised Madrid Riding Boot with rear zip

Madrid - Rear Zip

The Madrid laced boots, but this time with a rear zip making it the easiest boot to get into and adjust.

Chester Badminton made to measure riding boots with elasticated panel

Badminton

A plain fronted boot with rear zip, more popular with the jumping disciplines

Chester Vilamoura grey riding boot, made to measure

Vilamoura

The Vilamoura has lacing over the front at the ankle, with a rear zip. A popular jumping boot.

Stockholm

A quilted padded panel over the instep with an ergonomic side zip. 

Step 2. The leathers

We have large leather samples available to help you make your choices with confidence. There are twenty-seven leather options to choose from for the leg and foot of your boots, giving you plenty of scope to create the perfect look.

Catalogue images of the colours are available to view in our main gallery to give you an initial idea. However, colours can appear slightly different depending on screens and devices. When you begin designing your boots with us, we will happily show you the larger leather swatches, either in person or during an online appointment, so you can see the true colours and textures.

Large leather swatches for Chester made to measure customised riding boots

Step 3. Top Decorations

If you prefer a classic look — and many people do — your boots can remain beautifully simple without any added decoration. However, if you would like to add a personal touch, we offer a wide range of options to enhance the tops of your boots and make them uniquely yours.

If you would like to add extra decoration to the top of your boots there are six top shapes available to choose from, and you can find these in the main gallery.

Decorative straps and leathers for Chester customisable riding boots

Step 4. The Toes

For the toe of your boots, you can keep it classic and plain or choose from nine decorative options. Both the toes and heels can also be crafted in a contrasting leather, giving you even more freedom to personalise your design.

Toe decorations options for Chester Boots made to measure boots UK

Step 5. The Spur Rests

Just like the toes, the heels of your boots can be left plain or personalised with one of five spur rest options. Spur rests can be added whether or not your boots have a zip protector, depending on the model you choose, giving you both style and functionality.

Spur rest options for customisable boots UK - Chester Boots

Step 6. The Soles

There are four sole options available, with the most popular being the rubber and leather combination sole, offered in black or brown. All of our soles feature rubber bottoms and heels, providing excellent grip and durability in everyday use.

The other choices include a dual-density rubber sole, a hard-wearing rubber sole, and a double-injection anti-slip sole, allowing you to select the finish and performance that best suits your riding and daily use.

 

Chester Boots made to measure boots UK, soles

Step 7. Sheepskin

This is the only design option that may add an additional cost to your boots, offering a luxurious touch of warmth and comfort for the colder months. Sheepskin can be added to the insole, the foot, the leg shaft, or any combination of these areas, allowing you to tailor the level of warmth to your preference.

With prices starting from just £20 for a sheepskin insole and up to £85 for a fully lined boot, it remains an excellent value addition while keeping your boots beautifully comfortable and practical.

 

Made to measure riding boots UK with sheepskin lining

Step 8. The Accessories

There are many accessories you can add. The most popular is the matching spur straps, with all spur straps coming with zip protectors added as standard. You can also upgrade to comfort insoles, alonside other options to keep your boots in tip-top condition.

Accessories for riding boots UK, long riding boot bag, riding boot care kit, spur straps, riding boot laces, heel risers, boot trees

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