Your First Pair of Long Riding Boots: Everything You Need to Know

Your first pair of long riding boots feels like a milestone. Whether you are moving up from jodhpur boots and chaps, preparing for competitions or simply want more support through the lower leg, there is more to choosing them than picking your normal shoe size.

Choose the boot for what you actually do

An everyday riding boot does not need to be as formal as a show boot, while a competition boot may feel closer and more structured. Start with your main use: lessons, hacking, jumping, showing or general riding.

Measure calf and height before ordering

Wear the socks and legwear you normally ride in, then measure both legs. Record the widest calf point and the leg height from the floor to the intended top of the boot.

Follow our How to Measure guide rather than guessing.

New boots should feel close

Leather boots can soften and settle with wear, particularly around the ankle. They should feel neat and supportive without causing sharp pain or requiring extreme force to fasten.

Expect them to feel different from short boots

A long boot supports more of the lower leg, so the first few rides can feel unfamiliar. Give yourself time to get used to the extra structure rather than assuming the boot is wrong because it does not feel like a jodhpur boot.

Children and petite riders need proportions, not just small feet

Styles such as the Cressingham Boots are designed around a petite rider rather than simply shrinking an adult shape.

Look after them from day one

Clean off mud, allow leather to dry naturally and use suitable care products. A little regular maintenance is much easier than trying to rescue neglected leather later.

Still unsure?

Try Find Your Fit, and read How Should Long Riding Boots Fit? before ordering.