Is it a Connemara SHOW? Or Connemara classes at a hunter show?
If it is at a hunter show, it may be a bit more formal.
You can always wear riding attire, as Clanter’s daughter does.
Or you can wear nice slacks, belt and collared shirt. I usually wear a nice polo shirt in mid summer, or an oxford shirt if the weather is cooler.
I usually wear a straw hat, but I also have one of those Australian leather cowboy hats I would wear if it was drizzling.
A rule of thumb is that you want the color of your slacks to contrast with the color of your horse (so the judge can more clearly see the horse’s movement when walking or jogging/trotting). So if you have a gray, wear dark colored slacks. If you have a dark horse, wear light colored slacks. You do not want to distract from the horse.
I wouldn’t wear a vest/ waistcoat unless it were chilly. You can always wear a riding jacket as well if you want (even with slacks).If you are more comfortable wearing gloves, do, but don’t feel you have to. Riding crops and shortish dressage whips are common .
If it is a Connemara show. you will start with everybody walking around the ring. Then, when the judge has looked at everyone walking, you will line up in the middle of the ring. The judge will then examine each horse for conformation, and have each horse walk away from the judge and trot back. Trot briskly, it isn’t a “hunter jog”.
If it is a hunter show with Connemara classes, they may start with everyone lined up in the middle. Then they check for conformation, and each horse walks and trots individually.