First: all above ground parking garages. We are making great progress with government center, bay bay, garden garage, ect. However, Dalton Street garage and a few others need to go too.
Habor towers. They are beyond ugly, in a super prominent spot on the haborwalk and green way, always seen in the skyline, and have miserable Street interaction. If that isn't bad enough, their resident association is against tearing down the habor garage to build two really cool and visually attractive towers.
Next would be the aquarium or city hall.
Then some buildings around South station. On a different note, the mass eye and ear building you see on the red line coming over the Longfellow is pretty bad too, however, its location makes it OK compared to the harbor towers
