Here's another vote for Toronto...
...but don't only take my word for it - that city has just been awarded the right to stage the 2014 World Pride event, and you can't get a better international endorsement as being a GLBT-friendly city than that. World Pride is like Pride Week or a Gay Pride Parade with its associated activities on steroids, and TG's are prominently represented under that banner as well.
Here's an attached link from The Globe and Mail:
http://www.theglobeandmail.com/news/...rticle1328285/
boston area and southern new hampshire
it's very friendly in this area here where I live we have club 313 and the breezway club there are like 2 more near me here but boston and surounding citys are fantastic. also tgnorth in vermont is awesom. we also have the fantasygirl run by a ts only 15 miles from me.