Stashing caches around town seems too risky to me, unless it consists of items you won't mind parting with if it's discovered by someone else. Maybe I am just not thinking creatively enough, but everything I've thought of would stick out like the proverbial thumb, be subject to being discovered by city or other maintenance workers, or being discovered by someone else. I think your best bet is having your allies along the way home where you can stash stuff (although in a real SHTF scenario don't be surprised if your cache gets claimed and used by said allies). I would look at ways to expand that. Maybe start frequenting a few business establishments along the way where you can stash some stuff. Otherwise, maybe you could try some of your ideas with some expendable stuff and see how it goes.