Featured Video: How to Ride Sidesaddle like a Victorian Lady


There’s something undeniably elegant—and a little bit crazy—about a smartly dressed lady riding across fields and over fences sidesaddle. While we’re fortunate to live in a time period in which riding with one leg on either side of the horse is perfectly acceptable, riding aside can be a fun new challenge for an experienced horse and rider. In this week’s video, Rebecca Holland of
The Flying Foxes gives a brief history of the tack and attire used in sidesaddle riding.

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Like this video? Here are others you’ll love.

Side Saddle Jumping World Record

Side Saddle Jumping World Record
Few riders will attempt a jump of this height. Even fewer will do it riding aside.

Teach Your Horse to Piaffe

Teach Your Horse to Piaffe
Well, this is one way to do it.

Jumping Bareback and Bridleless

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A humbly-bred gelding and his young rider show the power of a strong bond between horse and human.

The Great American Horse Drive

The Great American Horse Drive
No time or money for a dude ranch vacation? Just watch this video instead.


  1. SORRY, I can not buy into this!
    1 Horse should be properly dressed. this horse is in a pelham.
    2 The saddle is too far forward, the girth is at the elbow not under the horses belly= causing the rider to have the right leg interfearing with the horse’s left shoulder,sending the weight into the back not accross, as a results the horse has a dip in the back behind the saddle so soon will become weakend.
    3 the horses neck is shortened and he can not start to develop self-carriage.
    4 The gal showing the habit and apron=GREAT

  2. Thanks for the history. I would worry that the foot in all the way into the stirrup, instead of just the toe. If she fell, wouldn’t her foot be hung up in the stirrup. Of course, it could happen, in any type of saddle/stirrup, but just wondering.


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