Are you a vet?
At my Dbsa group there's a guy who volunteers and says they have lockers. Showers. Free lunch.
Boston is most likely like other cities. Homeless are faced w harassment. Theft. Disease.
Hunger. Thirst.
But some who live in poverty say it's easier to get help when homeless. Agencies have funding. Churches give out food and clothing.
I would rather live in a warm climate than back east. Staying warm would be just one more thing to worry about in winter.