Really your best bet is to read the red/green town list in this forum (stickied up top) plus look at Comm2A's 2015 licensing stats to see who's issuing unrestricted licenses. If you're interested in a specific town search that thread for people posting about their experiences.
Some of the stories are kind of old, though, and towns do change policy for various reasons. Most that have done so have gone in the direction of being more permissive, however, some have tightened up. (Winchester, I'm looking at you.)
Some towns require "extra stuff" with the application but will issue unrestricted if you jump through all the hoops successfully. YMMV as to how much that annoys you, or how easy it is to assemble the things they want. Letters to the Chief of Police, reference letters, essays, doctor's notes are common extra requirements.
A number of towns won't issue unrestricted to first-time applicants but if you move into town with an unrestricted LTC, they'll renew that way rather than downgrading you. I think Woburn and Waltham are like that. Waltham issues restricted licenses to first-time applicants, but, according to stories I've read here, will lift the restrictions after a year or two.
Don't let a town's demographics and/or general politics fool you. Somerville is Moonbat Central these days--i.e. it's become the "Peoples' Republic" that Cambridge used to be--but in 2015 only 2% of the licenses they issued had restrictions, having greatly loosened up issuance of unrestricted permits a couple of years ago.
There are some discrepancies between Comm2A's data and the anecdotal evidence on NES. F'rinstance, someone in this thread said Dedham was "green" but Comm2A's data indicates that 17% of the licenses they issued in 2015 were restricted. Similarly Arlington has a very "green" reputation on here but according to Comm2A they issued 19% restricted licenses last year. Not sure what to make of that.
