These boots are cute, comfortable, and very waterproof for the rainy PNW weather! I get compliments every time I wear them! They aren't really "ankle" high, more like lower-calf high but I think they stop at a good point on my leg. As a short person, the tall rainboots come up to just above my knee, making them difficult to walk in... but not these! I order 1/2 size up so that I could wear thick socks in them and they fit great. I would order your regular size.