Almost directly south of the previous trophy is a cracked wall high on a building. Shoot through with the Batmobile, and grapple into the alcove for another trophy.
The plus-shaped Herald building is found on the western edge of Kingston. On the northern rooftop is a squad of Riddler bots - some green, some orange - and a switch. Take out the green guys, then hit the switch with a Batarang to change the orange guys green. Take them out too to free the trophy.
On the west-facing part of the building is a bit of wood paneling. Bust through this with Explosive Gel or a glide kick to grab the trophy on the other side.
Check the plaza underneath the Herald proper to find a Riddler puzzle. Use the Batmobile winch to move the tunnels left or right, guiding the trophy ball down to the prize slot.
Right on the Kingston/Grand Avenue border is Pauli's Diner - the same joint where the game's prologue took place. Head inside to find this behind the counter.