MassMutual Red Sox Sweepstakes ($1,218 Grand Prize) – Ends 9/3/25

Take a swing at winning VIP game-day experiences, player-signed merch, and premium Red Sox tickets with the MassMutual Red Sox Sweepstakes!

Big League Rewards in the MassMutual Red Sox Sweepstakes

MassMutual is giving fans a chance to score unforgettable experiences with the Red Sox. From Green Monster seats and player meet-and-greets to exclusive signed merchandise, this sweepstakes is packed with baseball fan dreams. There are two grand prizes and 150 monthly winners—so your odds aren’t bad!

Find more of the best sweepstakes here!

Details About MassMutual Red Sox Sweepstakes

Open to legal residents of the United States who are at least 21 years old at the time of entry. This sweepstakes runs until September 3, 2025, with monthly prize drawings along the way.

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How To Enter The Contest/Sweepstakes

To enter the MassMutual Red Sox Sweepstakes, simply:

• Visit the official entry page here
• Fill out the registration form with your information
• Submit before the sweepstakes closes

Win These Prizes

Grand Prizes (2 winners):

• Two premium Green Monster tickets to the Red Sox game on September 3, 2025
• Meet-and-greet with a Red Sox player
• Two player-signed jerseys
• Pre-game Fenway Park tour
• ARV per Grand Prize: $1,218

Monthly Prizes (150 total):

• Signed Jerseys (ARV: $300)
• Signed Baseball Bats (ARV: $250)
• Signed Baseballs (ARV: $100)
• Signed Rawlings Gloves (ARV: $500)
• Signed Hats (ARV: $55)
• Signed Green Monster Sign (ARV: $350)
• Game Tickets (ARV: $190–$466)

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