I'm looking into getting a pair of canvas boots and I'm kind of worried about fording when it's cold out and having thin (minimalist) canvas boots. I know they'll dry out and with some of my other fabric boots usually good warm wool socks and movement will keep my feet toasty enough while wet but I'm actually looking at split toe boots so I'm worried the separation and synthetic socks won't keep my feet as warm especially in winter with thin wet canvas.

Has anyone had any experience with thin wet canvas shoes in the cold? Should I be worried and not buy the shoes? Is there anything I can do to combat the cold other than wearing warm socks and keep moving?
Some of the boot models I've been looking at have rubber that goes partway up the foot, or covers the foot but has a fabric ankle but I'm worried they'll hold water and won't dry out on the trail and that's what I'm trying to avoid with canvas.

I guess I'm really looking for some insight on how to deal with winter wetness, especially snow. I'm doing a sobo so I hope I don't encounter any snow on the caps but better to be prepared!