
With the infamous Parking Garage Key Card in your possession after "escaping" from Chief Irons, use the office elevator to go downstairs and finally open the Parking Garage gate. When the gate rises, you will unlock the Never-Ending Rain Achievement/Trophy. This section is only available when playing as Claire.
Bear in mind that the Tyrant will appear while the gate is opening, so avoid him until you can escape up the ramp.
Once you are out on the streets, you will need to find a way forward. Your destination is the spot marked in the image below: a metal fence that some zombies will knock down. Bear in mind that your friendly trench-coated pursuer is still following you, so you will need to avoid him until a safe path opens up.
Fortunately, the area is spacious enough for you to run around, use the vehicles as obstacles, and slip through the gate.
Cross the walkway a little farther ahead. Do not worry: he will leave you alone for a while. At the bottom of the stairs, you will see another zombie. It is best to eliminate it and then, from atop the container, shoot the dog on the other side of the fence in the head. This is much easier than fighting it out in the open.
As soon as you go through the next gate, another dog will leap out from between the cars, and this time there is no fence between you. Make sure to eliminate it quickly, as these enemies are extremely dangerous.
A little farther ahead, you will see another dog eating a corpse beside a van. Do not try to avoid it by slipping into the court. Trust us: kill it first, then enter the court and look toward the far-left corner, on the other side of the fence.
You will see two more dogs, but do not approach them. Turn around, go back through the gate, and watch as the damned creatures reveal that they can now jump over fences. Fortunately, they need two or three seconds to prepare their leap. Use this opportunity to eliminate both of them, then collect the Green Herb and Submachine Gun Ammo from the benches on the court before continuing through the northwestern gate.
After eliminating yet another dog, you will find a Blue Herb beside a bus that is, unsurprisingly, hiding a trap. As soon as you hear barking, leave the way you came and retreat. You will see ANOTHER dog charging toward you. Seriously, they are unbearable.
Inside the bus, you will find a Hand Grenade and a zombie. If you manage to shoot it in the legs, run toward the northern end of the street as soon as it falls to reach the Orphanage. There is nothing to collect here. Head to the western area and, after the cutscene, save your game and go down the stairs in the southwestern corner.
As soon as you go downstairs and reunite with Sherry, the Tyrant will appear again. Do not stop; simply follow the girl and run along the only available route. It will not be long before you reach an elevator and trigger a cutscene.
Unfortunately, we have lost Sherry, and our new objective is to Find the Plugs.