Family Guy (1999)

Season 12: Episode 6

Stewie and Brian travel back in time to 17th-century Jamestown and make too many close calls with changing history. Stewie decides to destroy his time machine, but comes to regret it when Brian dies after being hit by a car. Devastated by his death, the Griffin family goes out and adopts another dog from the pet store, Vinnie, who is quickly accepted by all the members of the Griffin family, other than Stewie, who can't get over the loss of Brian.