Umbrellas! When I picked one up around the NY/CT border on the AT it lasted until Manchester Center VT where i picked up another one that was beefier and $1 as well. It still had some life in it, but not enough to get to the next $1 store. It was described by a guy on NYC streets as being 'the weakest umbrella he had ever seen'. It rained everyday from NY/CT to Manchester Center so it got plenty of use. Pretty light too, but i havent weight it.
Spatula- handle removed, silicon trimmed down to clean pots for every last calorie
Pocket knife (junk)
1200ci backpack, 1" webbing for straps (ouch).
Cheesy looking trucker hats
flip flops for camp shoes up to size 9, girl colors
nylon dress socks
vinyl table clothes- junk ground sheet
dry foods (mac&cheese, single pop tarts, junk food)
sport drinks for water bottles
if you throw dollar general into the equation you open yourself up to $5 poly tarps, $10 fleece sleeping bags, $5 croc knockoffs, and a much better selection of trucker hats