After much thought, I went with this boot and took the advice online at Zappos to go up a size. When they came in they seemed OK, but I wouldn't want to wear them with thin socks.
The Dr Scholls Ranger:
Also purchased a new pair of Dr Martens, because the current Mary Jane style I have are about to die:
And of course, a new pair of Danskos, resisting the urge to get my umpteenth pair of Mary Janes: