The heel is about 2", give or take. The leg part of the boot stays up very well, unlike lesser quality shoes. I'm not someone who normally wears heels of any sort (I'm a flip flop kind of girl). I wear these to work and often spend half a day on my feet, sometimes more.

Even in skinny jeans, it's a small challenge to get my pants inside the leg. However, I have plenty of room for my calf. I think it's just my hands plus my leg fighting for room while situating my pants inside the shoe.

Hope this helps!