I go to school in Boston, and while I can say I enjoy all the hustle and bustle of NYC better, Boston isn't really that a bad town. And my school is located in one of the crappy looking parts of the town. For one, as a person who has grown up never using a public transportation system, I find the Boston T much easier than NYC's subway system. However, I don't like that Boston's isn't 24 hours. Also, NYC is the city that never sleeps, but in Boston, practically everything closes by 2 am. Besides those things, for those who don't enjoy the congestion of NYC may enjoy that Boston is more spread out and not as cramped. Newbury Street is very beautiful to walk down in the evening and has a lot of nice, but pricey, restaurants and boutiques. Boston also has a few theaters, and we have good national tours that come/will come through: Spamalot, Wicked, Light in the Piazza, High Fidelity, Hairspray, Little Women, All Shook Up, and Dirty Rotten Scoundrels, for example. And for those of you who haven't seen the Boston Gardens, it is a very beautiful area to walk around. I believe it's easier to walk around Boston. Unlike in NYC, especially Midtown, sometimes you may come across a huge crowd of people that is difficult to walk around. And yes, Boston does have it's fair share of homeless people unfortunately. I was getting out of a night club with a guy one time. We decided to sit in the park for a bit after and were approached by at least 3 or 4 homeless people - one guy was trying to get rid of his beer! So, yes, Boston has its problems, but overall, I wouldn't call it an unfriendly, scary, or confusing town (if it's confusing, look at a map - I recommend this small pop-out map I got with the picture of BU on the front and the T-system layout on the back). But you can find most of those problems in any urban area like Boston, NYC, Philly, or LA.
"We like to snark around here. Sometimes we actually talk about theater...but we try not to let that get in our way." - dramamama611