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Dress Riding Boots For Women

3 products

Our dress riding boots for women combine a traditional, competition-ready look with genuine leather linings and cushioned removable insoles for everyday comfort. Choose the Georgia for a slim, calf-hugging stretch panel or the Milan for a classic high dressage cut, now available at clearance prices in black and brown. Every pair features a secure rear zip and soft, breathable leather lining.

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3 products

Not sure of your size?

Our boots size up differently style to style. Tell us what you ride in now and we will tell you what fits.

Talk to a fitter01886 888873, 10am - 4.30pm Monday - Friday. Free UK delivery over £70, and free UK returns for 45 days.
Colour
UK size
3 products

Not sure of your size?

Our boots size up differently style to style. Tell us what you ride in now and we will tell you what fits.

Talk to a fitter01886 888873, 10am - 4.30pm Monday - Friday. Free UK delivery over £70, and free UK returns for 45 days.

Not sure what you need?

Tell us what you are treating and we will tell you which product to use.

Talk to our team01886 888873, 10am - 4.30pm Monday - Friday. Free UK delivery over £70, and free UK returns for 45 days.

Dress Riding Boots for Women Buying Guide

Dress riding boots are designed for the show ring and smart everyday wear, with a sleek calf skin or polished leather finish and no laces to interrupt the clean line of your leg. Our range brings together the Georgia, a slim performance boot with a calf-hugging stretch panel, and the Milan, a classic high dressage cut boot now reduced in our clearance sale.

Which Dress Riding Boot Is Right for You?

Use the table below to compare at a glance. Click any colour to go straight to that product.

Boot Waterproof Calf Fit Lining Outsole Colours Best For
Georgia No Standard (nubuck stretch panel) Leather lining through the leg Performance slim-line ultra outsole with heel Black A close, secure calf fit for showring or everyday smart wear
Milan No Standard Fit Full leather lining Vibram rubber sole with wood composite detail Black, Brown Classic dressage styling at a clearance price – check sizing while stock lasts
Georgia vs Milan: Which Style Suits You?

The Georgia is built for close-fitting performance, with a calf-hugging nubuck stretch flexibility panel, side spur rests and a slim-line ultra outsole with heel – a good choice if you want a slim, competition-ready silhouette. The Milan has a high dressage cut side and a rear covered stretch gusset giving 2cm of adjustment, along with a hard-wearing Vibram rubber sole finished with a wood composite detail for a smart, traditional look. Both are currently offered in a standard calf fit only.

Lining, Comfort and Support
  • Both the Georgia and Milan have full leather lining through the leg, keeping the boot breathable and comfortable against the skin.
  • Each pair includes a removable gel moulded insole, absorbing shock and cushioning the whole foot.
  • A full-length rear zip on both styles – OPTI curved zip on the Milan, OPTI zip with a leather tab on the Georgia – keeps the boot secure and easy to put on.
Dress Riding Boots at Clearance Prices

The Milan is currently part of our clearance sale in both black and brown, giving you the classic dressage look at a reduced price. Because clearance stock is limited to remaining sizes, we'd recommend checking your usual size is available before ordering, and reviewing our sizing guide if you're between sizes.

How Dress Riding Boots Should Fit

A dress riding boot should sit close to the leg without gaping at the top of the calf, which is why both the Georgia's stretch panel and the Milan's rear stretch gusset are built in to help the boot mould to your shape. The boot should feel snug but not tight when seated, with enough room in the foot for a normal riding sock. If you're unsure between two sizes, sizing down slightly is usually more comfortable once the leather and stretch panels have settled in.

Frequently Asked Questions

Are these dress riding boots waterproof?

No. Neither the Georgia nor the Milan feature a waterproof membrane or lining. Both are leather-lined boots designed primarily for the show ring and smart, dry-weather wear rather than muddy fields or wet outdoor use.

What's the difference between the Georgia and the Milan?

The Georgia has a slimmer, more performance-focused build with a calf-hugging nubuck stretch panel and spur rests, while the Milan has a traditional high dressage cut with a rear stretch gusset and a Vibram sole with a smart wood composite detail. Both share a similar leather lining and removable gel insole for comfort.

Is the Milan boot still available?

Yes, the Milan is currently in our clearance sale in black and brown. As with all clearance stock, availability is limited to remaining sizes, so it's worth checking your size before ordering.

What insole do these boots have?

Both the Georgia and Milan come with a removable gel moulded insole, which cushions the foot and absorbs shock. It can be taken out and replaced with your own orthotic or insole if you prefer.

Do these boots come in a wide calf fit?

Currently the Georgia and Milan are both offered in a standard calf fit only. The Georgia's nubuck stretch panel and the Milan's rear stretch gusset do give a small amount of extra room and adjustment, but neither is a dedicated wide-fit boot.