OP, for us, it was trapper keepers that we got new every year, and maybe lunch boxes every other year, when they had those cool metal or plastic ones. My kids have their same backpacks, but the rising kindergarterner's is getting grody and has a princess theme that she's outgrown (frozen). But I do agree they get grody. I got a nice one at Gap kids for my rising third grader last year that's still in good shape. I tossed one from llbean or lands end a while back though it was a favorite because it had gum stuck in the mesh pocket and my daughter had drawn all over it

when they're young I think they go through them more quickly. Also they go to a uniform school so I think their bookbag is something they can show their personality through.