The Pennsylvania Add-on for Ticket to Ride has 4 trophies - 3 silver and 1 gold.
Win with actions from these 3 companies only: Erie Lackawanna Railway, Baltimore & Ohio Railroad, Pennsylvania Railroad. (Single-player only)
Win without any action from Pennsylvania Railroad (2 players only). (Single-player only)
Win with at least one action of each company. (Single-player only)
Win with at least three #1 actions. (Single-player only)