I did that and while my experience may be unique to me, I found riding aside while foxhunting to be less fun. I am a bold rider, a former MFH, whipper-in, and field master. Even today, I ride first flight. When I was in my late 20s, I decided to try my hunting while riding aside. I had a great horse, solid as a rock. I bought a side saddle, made myself a side saddle habit --all this before internet, so lots of letters between me and the side-saddle association. Read books I acquired through inter-library loan, and when the season started, took myself out to the hunt field. I rode side-saddle for about two seasons, and showed in the summer riding aside. Then I put my side saddle away and went back to riding astride. The side saddle was beautiful, and I think I looked the picture riding out --but, it was just ONE MORE THING to worry about in a sport where one’s mind must be on top of many details --sitting properly takes concentration --it was not a “natural” position and I found it harder to ride aside, jump aside, go up and down hill aside, than riding astride. Another problem was mounting and dismounting which really must be done either assisted (hopefully by a strong, handsome groom named Fabio) or from a (higher than usual) mounting block. It isn’t a pretty picture to see a lady hike up her apron (usually over her shoulder) then stick a foot in the iron and throw a leg around the saddle to the horn. One then must tuck and adjust the apron. Of course the breeches are in the same color as the apron, but truly to mount well, it is a soft foot into a gentleman’s hand then while still facing him he lifts the lady into the saddle, she makes a delicate drape of the knee over the horn while he smooths the apron along the ankle. And in our rip-roaring hunts, as kind as the gentlemen are, stopping to help a lady member to mount isn’t always done with attention to detail. I have been nearly thrown to the other side of my horse more than once when given a leg up.
Under pressure, I have ridden aside to the Blessing of the Hounds a few times in recent years. But it puts me with the hilltoppers. Two seasons ago I gave away my side saddle to a young member who dreamed of riding aside. Still haven’t seen her out yet. So, definitely fulfill your dream, but if at all possible, borrow the side-saddle.