Sure, start with the basics, food, water, and shelter. 3 squares a day in rural areas for 1000 people could quite challenging, particularly in a town with less than 1000 population. You'll need at least 1 gallon of drinking water per person per day. Shelter at night plus their clothing, sleepwear, underwear, outerwear, shoes, hats, etc, and toiletries, including sunscreen. Other miscellany, umbrellas, hair dryers
Assuming 3 mph, which is only OK for flats, that's 333 hrs; assuming an average of 6 hrs per day, that's over 55 days of walking. That's a lot of clothing to either carry around or wash every few days.
Probably need to figure something like 3(?) cubic ft of luggage per person to lug around.
TTFN
FAQ731-376