Air date: 10/2/00
The Barones take a trip to Italy. Raymond is not enjoying himself because he "catches a cold" in the air conditioner on the way which is giving him a negative outlook about the holiday.
Italy - Part 2
Air date: 10/2/00
Continuation of part 1.
The Wallpaper
Air date: 10/9/00
Frank drives through Ray's front door, and they pay for everything that was damaged. However, Ray doesn't agree with Frank over the new wallpaper because it doesn't match the old wallpaper.
Meant to Be
Air date: 10/16/00
Robert has some guilt complexes, with choosing between his girlfriend in Italy, Amy, and his ex- wife, Joanne. However, he finds himself without any choices, after all.
Pet Cemetery
Air date: 10/23/00
Ally's hamster, Pumpernickel, passes. Ray and Ally hold a funeral.