Jayne Ross riding TIME 2 REFLECT for owner Diane Stennettt, winner of the Ladies Side Saddle HOYS Championship at Horse of The Year Show 2018 at the NEC near Birmingham in the UK between 2nd- 7th October 2018
Leading show horse producer Jayne Ross gives her advice on how to get the best out of a horse when riding sideways
Jayne has won the supreme titles at Horse of the Year Show (HOYS) and Royal International (RIHS) countless times. In 2018, she won the supreme HOYS title aboard the ladies’ show horse winner, Time 2 Reflect. She has also evented at advanced level and represented Britain in combined training, as well as training 48 point-to-point winners. Here she shares her advice on how to ride side-saddle.
Training the stars
My first HOYS win on a side-saddle horse was in 1994 riding Norman Swallow’s Sudden Flight. He was also successful as a lightweight hunter and was a fantastic ride astride. He was level, so I knew he would carry a side-saddle. He took to it immediately and was perfect.
As much as you can teach the right way to ride side saddle, the rider has to feel secure and at ease. However, there are certain key rules to follow on how to ride in order to not disturb the horse’s centre of balance and equilibrium.
How to ride side-saddle
1. Before you begin, it’s important to seek expert guidance on the fitting of a side-saddle as this is not as straightforward as you might think. Horses react in different ways to saddles that might be pinching across their withers or sitting unlevel on their backs.
2. The most important thing is harmony between horse and rider in all paces. The least amount of rider influence is likely to enhance that. It’s important that you are sitting straight in the saddle. Your hips must be level with your horse’s ears — as they would be astride — and it’s imperative to keep your right shoulder up and back.
3. One major problem riders tend to have is a collapsing left hip, which consequently means you’re putting more weight on the left side, forcing your horse to fall in. Ensure you stay sitting straight in the saddle to help your horse stay straight and balanced.
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4. The stirrup should not be so short that it makes you feel jammed under the lower pommel. You should be able to put a flat hand between it and the top of your leg. This allows you to keep your weight down into the stirrup, too.
5. One of the tricks I was taught when learning is to feel as if you’re trying to put your right heel against your left shin. This makes you point the toes on your right foot down and draws you into the leaping head (top pommel), which helps you feel more secure.
Things to consider
As children, we were taught to hold our right hand straight down by our sides and the left hand up in a normal position, but I feel this makes you drop your right shoulder too much. I have always felt it easier to keep my hands up and level in front of me.
Make sure your whip — which is always carried in your right hand and is in effect used as your right leg — is of a suitable length to use without you moving your hands. The noise of tapping the saddle is usually enough to encourage your horse forward.
Allow your horse to absorb your weight. You should sit tall — but softly — in the saddle. The more level and forward going your horse is, the more likely you are to be able to keep him straight.
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Former web features editor, point-to-point editor and digital racing editor
Gemma is an experienced journalist, who was a member of H&H staff from 2014 to September 2025. She is passionate about all equestrian sports, including racing and point-to-pointing. She has enjoyed riding out for top trainers Nicky Henderson and Charlie Appleby and took part in a charity Flat race at Epsom in August 2018. Gemma’s has reported from numerous five-star events around Britain and Europe, as well as European championships.
