I'm getting that traveling bug, and I think I would like to visit Boston for a few days in early May. I have a few (non-lifestyle) friends out there, and it would be lovely to see the city.

Of course, if I go, I would welcome the opportunity to meet some new gentlemen, and make new friends. However, this will be both my first travel venture (as a companion) and my first visit to Boston. What is the LE situation out there like? Where on earth do I stay? I looked for short term rentals on Craiglist (I swear, CL does have a purpose outside of the erotic ads), and they were all either far more expensive than a hotel or else a room rental situation with other people living in the same space.

In Chicago, I maintain an actual apartment, since I feel it's a lot more discreet and overall allows for a fuller experience for both parties. However, even if I do find I need to rent a hotel room in Boston, I still do not know what areas and particular hotels are better to stay in, in terms of discretion/safety.

Additionally, if anything particularly amazing is happening in Boston the first couple weeks of May, please let me know so I can book my plane ticket accordingly!

Any and all help anyone can provide on these issues is greatly appreciated! Of course, please feel free to PM me any "sensitive" information you may not want more legally inclined eyes to see.