Most of the country handles rail stations in the most retarded way possible, by surrounding them with acres of parking lot that make them extremely unfriendly for pedestrians.
In New York, the commuter rail stations are surrounded by retail/residential. I live ~20 miles from Midtown in the suburbs, and I haven't driven my car in two months. I can go to the Costco, 27 miles from downtown, entirely on the train and walking (it's right next to the station).
We have these black rolling carts where I work for carrying around litigation documents. I'd imagine something like that would work too, and look less bag lady-ish.
When population density goes up, you are more likely to live close enough to your grocery store to make multiple smaller visits and make quick visits for one-off items you might need. I rarely ever buy more at the grocery store than I can carry on my own and I find the smaller more frequent trips much more convenient than having to plan around one large trip to a more distant location.
In New York, the commuter rail stations are surrounded by retail/residential. I live ~20 miles from Midtown in the suburbs, and I haven't driven my car in two months. I can go to the Costco, 27 miles from downtown, entirely on the train and walking (it's right next to the station).