Final answer:
In 'The Office' S5E5 'Employee Transfer,' Darryl Philbin drives Michael Scott and Holly Flax to Nashua.
Step-by-step explanation:
In the The Office Season 5, Episode 5, titled "Employee Transfer," Darryl Philbin (played by actor Craig Robinson) drives Michael Scott (Steve Carell) and Holly Flax (Amy Ryan) to Nashua.
The episode revolves around Michael and Holly's relationship as they face the challenge of Holly's transfer to the Nashua branch. The long drive serves as a significant part in their emotional journey during this stage of their relationship. Darryl's involvement adds a level of humor and depth to the episode as they navigate this personal and professional transition.