Heading back to Fenway now. Five players have hit more than one homer at Fenway during a single World Series. Three of those guys played for the home team: Yaz had three homers at Fenway in the 1967 Series, Rico Petrocelli had two homers at Fenway in 1967, and Big Papi has two at home so far in the current Series. The other two guys with multiple homers at Fenway during a World Series both did it for the Mets: Gary Carter had two in Game 4 in 1986 and Lenny Dykstra had one in Game 3 and one in Game 4 that same year.
Three pitchers have given up multiple homers at Fenway during a single World Series : Steve Crawford in that 1986 Game 4 allowed Dykstra’s homer and one of Carter’s. In 1967’s Game 7 Jim Lonborg gave up homers to no, not Cepeda or Maris or Flood but to Julian Javier and Bob Gibson. And then there’s Cardinals pitcher Dick Hughes, who gave up five, count ’em five, homers to the Red Sox at Fenway in that 1967 Series. One of those was to Yaz in Game 2 and then Hughes gave up four more in Game 6: another to Yaz, two to Petrocelli and one to Reggie Smith. Yaz, Petrocelli and Smith all homered off Hughes in the fourth inning. Hughes (who had been terrific as a 29-year-old rookie for the Cards during the ’67 regular season, coming in second in the Rookie of the Year voting to Tom Seaver) started only five more major league games after that fourth inning, as a rotator cuff injury wiped out his career. Dick Hughes news story; Dick Hughes at I70
Lew Burdette (five HRs allowed in the 1958 Series) is the only other pitcher besides Hughes to give up as many as five homers during a single World Series.
The facts for multiple homers allowed at Fenway in a single World Series are exactly the same for career World Series homers allowed at Fenway, because no pitcher has ever allowed a home run at Fenway in two different World Series. Indeed, I see only four men who have ever even pitched at Fenway in two separate World Series: Bullet Joe Bush gave up a homer in 11 IP at Fenway in the 1914 Series, but did not allow a homer in his 1 IP in Boston in the 1918 Series. Lefty Tyler pitched at Fenway in both the 1914 and 1918 Series, but allowed no homers in those games. Curt Schilling and Mike Timlin each pitched at Fenway in both the 2004 and 2007 Series, but also never allowed a homer in those games.
On the hitting side, David Ortiz is the only man to have hit homers at Fenway in a World Series in two different seasons. He joins Yaz as the only man to have hit three career World Series homers at Fenway.