Hack: Plastic shopping bag between the shoe cover and the shoe, I'm not sure exactly why that thin layer of plastic makes such a huge difference but it really helps out a lot, it also makes it easier for the tight fitting shoe cover to slide on. I don't even bother cutting a hole for the cleat, on my eggbeaters they click right through the plastic with no issue.
cool tip. Probably really helps the most for those of us using shoes with vents. I'm wondering if it's possible to overheat and end up really sweaty doing this since there's no breathability? Even if this was the case I suppose you could only put the plastic over the front of the shoe where the wind would be hitting. Also really cool to see what low cost options work and which don't.
Preventing myself from overheating and then getting wet and cold is my biggest problem. The solution has been to constantly change out clothing, but I'm looking for more convenient ways to stay at a constant temperature. I feel like things that keep the wind off, but don't directly heat me up (like taping up my front helmet holes rather than wearing a warmer hat under my helmet) have worked the best. I think the wind is really the biggest variable that makes it hard to wear one set of clothing for the entire ride. Riding out to QR from my house is always way colder than riding the trails for instance since I'm moving so much faster. I realize that steering clear of cotton is probably the most important thing to do, but I've already done that. I'm guessing a roomy pair of bar mitts or some sort of DIY shield to keep wind off my hands would also be good. Again, constantly switching out the type/number of gloves works pretty well, but it's just a bit annoying.
If there's going to be significant amount of hiking I just go with regular snow boots and flats. In those conditions I don't want to deal with cleats since I want to be able to put a foot out instantly and also not worry about my cleats clogging up with snow. As the Mayor said, I'd only recommend the regular bike shoes with covers for rides when you know you're going to stay clipped in pretty much the entire time (for me this is light or packed down snow, commuting, etc). That being said, they do have the advantage that I can easily peal off a shoe cover if things start to overheat.