Well, trail riding, ride with what works for weather conditions, not fashion.
In fact, just got back today from a few days out west, going on long day rides and staying in our tent, complete with stove
Since weather can change quickly, in the mountains, I go prepared, far as clothes and footwear
My slicker certainly is tied to my saddle, regardless of how nice the day starts out
Nothing like being hours from camp, when an un expected weather system moves in, and your slicker is back at the trailer, because the morning was 'so nice'!
I do ride in jeans during warm weather, but prefer sweats this time of year
At home, i ride in western boots, but not on trail rides. I ride with hiking type boots, that have good sole treads, just in case there is a[place you have to walk-usually one very steep, or full of dead fall, and the last place you want smooth soles! I do make sure they will come out of my stirrups, and change to wider stirrups , if I have to. I don't trail ride with spurs
Now, far as showing, I wear western showmanship type pants, so that there is no added bulk under my chaps, plus of a color that matches my chaps.
I buy mens western boots, as I find those for women , usually too tight across the toes
I don't wear a western hat, trail riding, around home or to clinics-just to shows
Also admit to not wearing a helmet, but that is personal choice-not advise!
Yesterday, we left camp about 9AM and got back at 7PM. We rode into Dormer lake, where I had not been for 10 years,as it is both along ride, and the trail to Dormer itself, can be tricky.
I left camp wearing sweats, long johns, T shirt, thick sweater, parka, gloves, toque, and by noon my coat was tied on my saddle, toque changed to a ball cap.
IO gotta ride a taller horse though, crossing those rivers, as my feet got soaked both going and coming !
Just schooling,a round home (anything goes )
Trail riding, summer
Trail riding late fall
Last picture, shows my brother, out from Ontario, one year, when we took him on an elk hunt.
we did suggest that he was maybe a bit 'loud'Had to throw that one in!