Like all major Fallout: New Vegas add-ons, Lonesome Road raises the level cap by 5.
The player's equipment is not stripped at the beginning of the add-on, and the gameplay has a linear structure. See exception below.
The player can leave the Divide at any time during the add-on without having completed it, and can return afterwards, except when they are about to face Ulysses. (The game will ask player to proceed or not before he/she enters)
The player may also return to the Divide upon completion of the DLC.
Lonesome Road does not extend gameplay past the game's original ending.
Lonesome Road can affect part of the Mojave Wasteland after completing the main quest.
Companions are not allowed into the add-on, as with all the other add-ons in Fallout: New Vegas.
As with each of the quest extending New Vegas add-ons, Lonesome Road features a unique snowglobe. This is also the last one in the set.
Unlike the rest of the add-ons, Lonesome Road does not feature an opening narration.
Be aware, when installing this add-on for the PlayStation, install the correct version for your game (English or French&English); both will install correctly. However, if you install the wrong add-on it will change the game version and strip out all other add-ons, leaving you with one add-on and bare of all other add-on items. Only a full uninstall and reinstall of the base game, plus all the correct add-ons will allow you to play properly. You will need to install the 1.07 patch following the second add-on, for it and the following add-ons to appear in downloadable content.
After installing Lonesome Road, you will also be able to convert missiles into rockets.
It is implied through the Old World Blues ending that the events of Lonesome Road canonically take place after the three previous add-ons, as the final line spoken is "Only one road yet remained, and it was one the Courier had to walk alone," as the image onscreen is the Old World flag, a symbol often referring to Ulysses, the main focus of Lonesome Road. However, the add-ons can be completed in any order.
Three holotapes that can be found in Lonesome Road have been released on the Bethesda Website.
Lonesome Road is inspired -at least in part- by Samuel Taylor Coleridge's “Rime of the Ancient Mariner” Part VI, stanza 11 which reads “Like one that on a lonesome road / Doth walk in fear and dread, / And having once turned round walks on, / And turns no more his head; / Because he knows a frightful fiend / Doth close behind him tread.” Ulysses plays the part of the “frightful fiend,” the Courier's secret past with the Divide corresponds with “And having once turned round walks on,” and the Lonesome Road itself is homonymous.
Ulysses makes frequent mention of "the Bull and the Bear" when referring to Caesar's Legion and NCR, respectively, in reference to the symbols on their flags.