Red Sox Winter Weekend: Here’s What To Expect
Though we are still a month out from the Major League Baseball season getting started with pitchers and catchers reporting, the pre-season fun is about to get started. This weekend,…

Though we are still a month out from the Major League Baseball season getting started with pitchers and catchers reporting, the pre-season fun is about to get started. This weekend, the Red Sox will host their traditional Winter Weekend. Here is everything you need to know.
This year marks the 8th edition of Winter Weekend. It will take place on January 19 and 20 in Springfield. Though there will be events spread across multiple venues, the big parties will be mostly located at the MGM Springfield and at the MassMutual Center.
Jonathan Papelbon In The House
Legendary Red Sox pitcher, Jonathan Papelbon will be the featured biggest star this year. As you probably recall, Papelbon is a Red Sox World Series champion (2007), recording the final out in the World Series vs. the Colorado Rockies. Furthermore, he was inducted into the Red Sox Hall of Fame in 2023. Papelbon will host Winter Weekend and get things started Friday, starting with an official welcome gathering. "The event will open with the introduction of the 2024 players and coaches followed by “The Cinco Ocho Show with Jonathan Papelbon,” a late-night talk show-style segment," the Red Sox said in a press release.
In addition, Tom Caron of NESN will then join Papelbon for a sit-down to preview the upcoming season. This opening session is scheduled to take place from 6-8 pm at the MassMutual Center. Then, from 8 pm-10 pm the fan fest exhibit will first open at Exhibition Hall.
Saturday
There's a full lineup of thrilling action to take part in on day two. In fact, this is your opportunity to snag some signed merchandise. The schedule for Saturday's portion of the Red Sox Winter Weekend is as follows:
- 9 a.m. – 6 p.m. – Fan Fest at the MassMutual Center open to fans
- 9 a.m. – 4 p.m. – Season Ticket Holder Lounge open at the Armory at MGM Springfield (proper credentials required)
- 9:30 a.m. – 4:45 p.m. – Autograph and photo sessions will occur throughout the day at MGM Springfield and the MassMutual Center
- 9:45 a.m. – 3:30 p.m. – Panel discussions will occur throughout the day in the MassMutual Center Arena
Lastly, the late great knuckleballer Tim Wakefield will be honored during Winter Weekend as well. The Red Sox explain that this will take place on night one, "The evening will conclude with a reflection on the life of Tim Wakefield."
What are the Boston Red Sox Retired Numbers?
Boston Red Sox left fielder Alex Verdugo wears number 99. Closer Kenley Jansen wears number 74. At first glance, you may think these are not typical baseball uniform numbers. The organization has 11 options that are immediately unavailable. The Red Sox retired numbers include 10 players that are forever Yawkey Way legends, and one player who is forever a MLB legend.
The Red Sox first retired a uniform number in 1984. It was #4 which belonged to Joe Cronin, who spent 48 years in baseball. The nod was to honor the fact that Cronin was a player, manager, and executive with Boston. Five days later (May 29, 1984) the Red Sox retired Ted Williams' #9. It would be four years until another number was retired with Bobby Doerr.
In April of 1997 all of Major League Baseball retired #42 in honor of Jackie Robinson.
Walking into Fenway Park you will see banners draped along the outside walls of the stadium honoring each player who has their number retired. You will also see them displayed high above right field inside the park, complimenting the Pesky pole.
So, if you are catching a game this year and wondering why a starting pitcher like Nick Pivetta is sporting #37, it's important to know what his options were to select from. Here are the Red Sox retired numbers.
#1 Bobby Doerr

Bobby Doerr's #1 (center) was retired on May 21, 1988. He was a second baseman and nine-time all-star.
#4 Joe Cronin

Cronin (left) had his #4 retired on May 24, 1984. Here, he is pictured as the club's manager signing a contract with Ted Williams in 1958. Cronin was voted into the Baseball Hall of Fame in 1956.
#6 Johnny Pesky

Pesky's #6 was retired on September 28, 2008. As a player and manager for the club, Pesky is in the Red Sox Hall of Fame, but the only member of the Boston retired number group who is not in the MLB Hall of Fame. He has a foul pole named after him down the right field line, in honor of a home run he wrapped around the pole.
#8 Carl Yastrzemski

Yastrzemski was an 18-time all-star. He hit 452 home runs as a lefty in addition to being a gold glove fielder. Fun fact, his grandson Mike Yastrzemski plays for the San Francisco Giants and hit a home run for the team during his first game at Fenway Park.
#9 Ted Williams

#9 was retired on May 29, 1984 in honor of "Teddy Ballgame". He spent his entire 19-year career with the Red Sox and remains the last player to hit .400.
#14 Jim Rice

Still actively involved with the organization, Rice played 16 seasons in Boston. He won the AL MVP in 1978, which was also a year he led the AL in home runs.
#26 Wade Boggs

Boggs also has his number (12) retired with the Tampa Bay Rays. This smooth hitting third baseman was a twelve-time all-star, World Series champion (1996), and Hall of Famer. #26 was retired during a pre-game ceremony on May 26, 2016.
#27 Carlton Fisk

The catcher! Fisk has #27 retired with the Red Sox and #72 retired with the White Sox. He's responsible for the most famous "stay fair" home run wave in the history of the game. His 24 years as an American League catcher remains a MLB record.
#34 David Ortiz

Possibly the most popular Red Sox player of all, Big Papi had his #34 retirement ceremony on June 23, 2017. It was almost immediate following his retirement after the 2016 season. This three-time World Series champion was a clutch-hitting legend.
#45 Pedro Martinez

The first person you think of when it comes to baseball and #45. Pedro had an infamous smile, personality, and fast ball during his seven seasons with the Red Sox. He won the Cy Young award as a member of the team in 1999 and 2000. He was also a crucial part of the 2004 World Series team.
#42 Jackie Robinson

All MLB players wear #42 on the annual Jackie Robinson Day of each season. Every MLB team has the number retired in Robinson's honor.
New York Yankees v Boston Red Sox

BOSTON, MASSACHUSETTS - SEPTEMBER 26: Catcher Enrique Hernandez #5 of the Boston Red Sox wears Adidas cleats adorned with retired player numbers during the game against the New York Yankees at Fenway Park on September 26, 2021 in Boston, Massachusetts.