I realize I'm being nitpicky, and not rendering a "complete picture" of Boston...but I think it's necessary to get at these little things that are holding Boston back from being a great city instead of a good one.
So are the statistics telling you that thousands of people on the upper extremes with regards to choice of residency are all deluding themselves into thinking that Boston is a functional, livable city? Seems to me that if Boston wasn't, those among us who have every means imaginable to move to any location in the world would probably do it. Instead, they remain in Beacon Hill. And what about the rest of us? There are tens of thousands of middle class residents in the downtown neighborhoods who for sure at least have the option of moving to another nearby location. Why aren't they? Are they deluding themselves that downtown Boston is a workable choice or have they chosen downtown because, out of all of their options, it was the best?
Quite a few of the people living in the central neighborhoods of Boston are way past their prime. Senior citizens in the Back Bay and Beacon Hill may like city life and contribute to it - until their early bedtimes.
Many 20 and even 30somethings are priced into the outer reaches of Somerville, which are not dense enough neighborhoods to be lively in the way that youngish parts of New York are.
As for your friends from Montreal, I recently took a friend of mine's mom from Paris around and she had the time of her life. So which one of our anecdotal stories paints the full picture? Personally, although anecdotal evidence in popular on this board when it comes to bashing the city, I'd like to see some actual hard evidence to back it up, so I'm going to go out on a limb and say that neither of our stories is painting the full-on big picture. What I would look at instead is the hard evidence of the continuing high number of tourists, the continuing high rate of hotel room occupancy, the expanding number of tour operators, and the high number of actual residence who choose to make their homes in downtown Boston that all points to the fact that downtown Boston is a great area.
Yeah, an anecdote without context isn't really telling (though without access to statistics on satisfaction with Boston, it's all we've got). One of these people remembered visiting Boston when he was younger and being more excited by it - part of his problem was being let down by his new perspective on the city. But I can mention others - I knew a German grad student who came up from New York and shuddered that Boston "felt so rigid and conservative". Just recently I heard a whole group of BU students on the Chinatown bus dismiss the city as "a shittier version of New York". That stung even me!
I don't think visitor numbers tell the whole picture. People come to the city for a variety of reasons - experiencing urban life probably isn't high on that list. For tourist families looking for Revolutionary War sights, for technophiles paying homage to MIT, to business travelers, to conventioneers - it can be a perfectly adequate, even surprisingly interesting place. Even for someone intent on exploring its urban life, it can provide months and even years of interest. I guess nightlife is a sticking point for me here. It's where I don't think many visitors are satisfied relative to a lot of other cities (although, hey, I was actually underwhelmed in Paris too).
Many areas of Boston have active street life at night e.g. N. End, Back Bay, Kenmore, the squares of Cambridge etc.
Define "night". Define "active".
I live in Cambridge and can make due with Central and Harvard at night. They're not New York by any means, but at least they're not empty. But as far as Back Bay goes - I was really disappointed the last time I walked down Newbury St. It was 9pm on Saturday - and almost completely deserted. I had assured my companion that, there of all places, we would find some evening streetlife. But nothing? There? Then?
And people actually live there!
What is going on with that?
(I've had some nice nights in the N. End, but sidewalks start to roll up there around midnight at the latest.)