If you’re looking for a pair of boots for your oldest, with the idea that these will be handed down to someone younger in the family in a season or two, invest in a quality boot that will last. Conversely, if you’re buying just for your youngest, you can almost count on them growing out of their snow boots in a season, so you don’t need to spend a fortune. Boots need to fit properly, however. Have your child try on a pair while wearing a good pair of wool or wool/synthetic-blend socks that wick moisture away from feet. When in doubt, buy a half-size larger to accommodate heavy socks.