Rich Man, Poor Man (1976)
S05E09 Road to Rupert
Episode Overview
Brian decides to sell Rupert at a garage sale, leaving Stewie heartbroken. In a fit of anger, Stewie takes Brian on a cross-country trip to Colorado to retrieve his cherished teddy bear, culminating in an intense ski competition to win Rupert back. Meanwhile, Peter finds himself without a driver’s license, forcing Meg to take on the responsibility of driving him around town.