I am in Denver, CO area, so our winters are mild to me (I am originally from northern Wisconsin). I am pretty sure if temps are too frigid, I probably wouldn't have lesson anyway (trainer said she doesn't do lessons if ground is too frozen) I am hoping that I can find an all-season boot as I don't want to have to spend a ton of money on a boot for each season. I am usually warm enough with a pair of boots and some good wool socks. Sounding like the paddock boot may be a good way to go? I may do a separate thread on chaps questions.