Road to Freedom

Road to Freedom is a Railroad main quest in Fallout 4.

Detailed walkthrough

 * 1) Acquire the quest in Diamond City or Goodneighbor.
 * 2) Travel to Boston Common and speak to the tour bot.
 * 3) Follow the red trail on the ground from location to location, inspecting the markers as you go along until you reach the Old North Church. The red line on the ground is largely unbroken but there are a few stretches that are obscured by debris.  You'll find the first seal ("7A") at Boston Common right near the Tour Bot. The second seal ("4L") is in front of the Massachusetts State House. The third seal ("2A") is at the entrance to the Old Granary burying ground. The fourth seal ("6O") is near the entrance to Goodneighbor. The fifth seal ("3I") is in front of the Old Corner bookstore. The sixth seal (5R) is at Faneuil Hall. The seventh seal ("8D") can be found in front of the Paul Revere house. The eighth (and final - "1R") seal at the end of the trail can be found at the Old North Church.
 * 4) Inside the Old North Church, in the basement, there's another Freedom Trail marker with a ring that spins. If you can not spin the wheel go back and re-inspect each marker. Spell the word "RAILROAD" one letter at a time by spinning the ring clockwise or counterclockwise and pressing the central button to select each one. If you make a mistake you must start spelling again from the beginning.
 * 5) Once the door opens, go inside and speak to the people there. You can pass a medium speech check to be told who they are first, or just tell them who you are.  When asked how you found out about them you can pass a speech check to lie, but there's no immediate obvious results of that.
 * 6) At this point you're introduced to Deacon, a spy who has heard of you. He will vouch for you and you then get to discuss why you are there.
 * 7) You are then asked if you would risk your life for a synth, either way the quest will complete and you will be offered work by Deacon, but if you say no then Desdemona will disapprove.
 * 8) Once Road to Freedom is complete Tradecraft starts immediately.

Behind the scenes
The Freedom Trail, including the red (both painted and brick) paths, as well as the embedded seals, exists in the real world as well.

Bugs

 * In some cases, the game will freeze when attempting to enter certain buildings in Boston Commons, including Old North Church, making this quest impossible to complete. The console command will teleport the player into Old North Church, past the entrance to the Railroad. The console command  must be used to go through and open the door to the Railroad properly. Exiting through the front entrance should work afterwards.
 * When first approaching the Railroad HQ, Desdemona and the other guards may instantly become hostile, making the quest impossible to complete, and making you enemies with the Railroad. They become hostile right after unlocking the door, making it impossible to start a conversation even if you approach slowly or use a Stealth Boy. This may be related to a known issue with the Targeting HUD effect. Simply remove the item that's causing the effect before you interact with them (before you go down the stairs in this case) and they should not be hostile.
 * Upon entering the church, you may teleport into the inner lair without solving the door puzzle when using VATS on the ghouls.
 * If the door next to the last clue does not appear for you or won't allow you to open it, there is another door in the steeple where you can enter the interior of the church.

Gallery
Camino a la libertad Дорога к свободе