If Beantown is in your summer plans -- and it should be! -- check out the fabulous Nine Zero Hotel. Managed by the super gay-friendly Kimpton Hotels, Nine Zero is located in a historic part of town along the famous Freedom Travel, near the Boston Common.
Some of the rooms overlook a historic cemetery that's a popular stop along the Freedom Trail. Have a glass of wine during the complementary happy hour, every evening from 5pm to 6pm in the lounge with floor-to-ceiling views of the hustle bustle along Tremont Street.
Or just grab your laptop and enjoy the free (with caveat) wireless. The very minor caveat is you have to join the In-Touch Loyalty program to get free wireless. You can even check a box letting them know you are LGBT and receive specials and deals you may find very interesting.
Speaking of gay, here is a list of Kimpton's LGBT programs.