very early season I'll wear moc's and converse chuck taylors (chuck taylors come in a warmer LINED version now) (Arrow muckluks for next season) but for boots
for New England in Early season its Muck wetlands, Mid season the same except now I add light to mid weight smartwool socks, (if I'm hunting behind my house I wear my old Lacross burleys)
mid season with very cold temps its Lacross 500gram and either liner socks or wool socks if needed don't know the model but they are their all leather elk boots from 10yrs ago,
late season extreme cold, for stand hunting I wear Baffin's from canada (made for snomobile and dog sled operators) rated to 100- which are like standing on top of a forced hot air vent in 3' of snow but I had these on at 16 below and they where toasty (stand hunting only and slow walking but lots of hiking they are not recommended), if its alot of walking the tried and true sorel's with thick wool liners, buy the next size up for extra wool socks.