H Street, without question! Columbia Heights/Petworth have relatively easy access to the existing gay strongholds in the NW part of the city and I think Eastern Market is a smidge too residential/family-focused to draw in substantial late night crowds.
H Street is young, hip, and has the incumbent vibrant nightlife scene needed to launch a project like this; it’s also a burgeoning part of the city that’s desperately in need of the gentrification DC’s gay community can offer. Once the street car opens, you’ll also have the infrastructure/public transportation to sustain business and participate in what is sure to be one EPIC transformation.
Logan Circle is great, but it really would be awesome to see something similar happen in the NE – wish you all the luck in the world!