Long Road Ahead

Long Road Ahead is a companion quest in Fallout 4.

Detailed walkthrough
When traveling with Robert Joseph MacCready long enough for his affinity rating to reach between 250 and 500, MacCready will talk to the Sole Survivor and tell them about Winlock and Barnes, and how he wants the Sole Survivor to go to the Mass Pike Interchange and kill them. This will start Long Road ahead, and Mass Pike Interchange will be marked on the map (MacCready's affection gains will cap at 499 until the Gunners portion of this quest is completed).

When Mass Pike Interchange is reached, both Winlock and Barnes will be on the interchange itself, so locating one of the nearby lifts is necessary. Resistance in the interchange is fairly heavy, with 10-15 normal Gunners, a commander, and one Assaultron. Either of them may also be using a set of T-60 power armor at higher levels. After both Winlock and Barnes are killed, MacCready will talk to the Sole Survivor and say that it relieves him to see the two responsible for harassing him for leaving the Gunners be killed, and return the caps the Sole Survivor used to hire him.

After MacCready's affinity reaches 750, the second part of the quest will begin. MacCready will talk to the Sole Survivor again and tell them about his son Duncan, and how he has a disease which will ultimately kill him. He then asks the Sole Survivor to visit Med-Tek Research, where a cure for the ailment is supposed to reside, and that he has the containment override password. When there, the cure is believed to be housed in the lower levels, which requires reaching the top floors of the facility to the executive terminals to override the containment. Overall resistance is fairly low, as the feral ghoul occupants (including a glowing one) are spread out across a wide area.

After finding the cure, located in the lowest sections of the facility, MacCready then tells the Sole Survivor to bring the cure to Daisy in Goodneighbor, where she will send it on a caravan out of the Commonwealth. After giving Daisy the cure, the quest will be complete (MacCready's affection gains will cap at 999 until the Med-Tek Research portion of this quest is completed).

Bugs

 * Winlock may be encountered in an inaccessible area, on top of the upper freeway platform, rendering the mission unable to complete. Possible Fix (PS4): Move south, the player then can access the upper deck by a collapsed structure forming a ramp, and jumping a small gap from girder to girder to finally reach Winlock.
 * Having already cleared Mass Pike Interchange the quest may not start when bringing MacCready there.
 * Winlock and Barnes may not be hostile to the player at Mass Pike Interchange, even after the player kills all of the other Gunners at that location. Even if the player kills either Winlock or Barnes, the other may not be hostile.
 * MacCready will add the location of Med-Tek Research to your Pip-Boy. However when selecting 'Show On Map' for the quest objective 'Bring MacCready to Med-Tek Research' the map will not center on the location. There will also be no objective marker to direct you to the location. (This bug will not affect the quest's progression, as once you reach Med-Tek Research you will progress to the next step of the quest.)
 * "Locate the Executive Terminal" will sometimes not update when you reach the terminal. Which also means MacCready will not give you the password. Reloading to a previous save may fix this.
 * If you picked up the Prevent even before making MacCready a companion, the easiest way to fix it is to do SetStage COMMacCreadyQuest 0; you and MacCready will be partnered up, you can show him the Prevent, and take it back to Daisy.

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