Hi Collin,
I recommend training in various types of footwear. I've trained in historical light slippers both indoors and out (with its accompanying slipperiness and lack of traction that actually seemed to help in the execution of some techniques), wrestling shoes, bare foot, ankle high leather shoes/boots, and with combat boots. The ONLY significant difference was the TRACTION and CLEARANCE. You had to move your feet differently in light lower-traction, thin soled footwear. By Clearance I mean that you will have to change your steps a tiny bit by raising your feet more with thicker soles cause the edges can snag on uneven surfaces. Same thing (picking your feet up more) for when you are in snow, grass and water.
IF you are wearing boots with steel toes, then I think the addded extra weight will begin to affect your performance.
The Comabt boots I used were your partial leather, cloth upper types, like jungle boots. The weight is what will affect you.
I recommend not only switching foot wear around, but also training surfaces. Train in 10 inch snow. Train in loose sand. Train on concrete. Train on gravel. Train in short and long grass, dry and wet.
Train in shallow water.
Train on an incline/decline.
Train with extra weight on you - I use a 20 pound weight vest for this - it changes your center of balance much like wearing a mail hauberk (raises it condsiderably).
Don't pigeon hole yourself into one comfortzone is my suggestion. Of course, you may want to switch footgear on a monthly basis, not necessarily weekly.
My two cents.
Tim