Red Sox vs. Yankees Prediction, MLB Picks – Saturday, August 29

The first pitch of a critical AL East matchup between the Boston Red Sox (73-61) and the New York Yankees (76-58) is set for 1:05 p.m. ET on Saturday, August 29. The Yankees are favored to win, returning a 1.75x payout to win, via PrizePicks.

In the first game of the series, we were treated to a pitcher's duel, with the Yankees getting a 1-0 win. Yankees SP Cam Schlittler strengthened his place as the AL Cy Young favorite (1.35x payout on PrizePicks) with a brilliant start — 5.2 scoreless innings and just 2 hits. Paul Goldschmidt’s solo home run in the third inning was the game-winning run.

The Yankees and Red Sox play a doubleheader on Saturday, and we will cover Game 1, set to start at 1:05 p.m. ET. Game 2 will follow at 7:15 p.m. ET at Yankees Stadium.

Below, we'll break down our Red Sox vs. Yankees prediction and picks for Saturday afternoon's MLB game, including the winner, over/under, and key player picks for PrizePicks.

Make your Red Sox vs. Yankees prediction on PrizePicks for today’s game

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Red Sox vs. Yankees Prediction, Winner, Over/Under – Saturday, August 29

With three games remaining in this rivalry series, the Red Sox still have a chance to level their record with the Yankees in the AL Wild Card race over the next two days.

In this early game, the Red Sox will start Jake Bennett (3.87 xFIP in 87.2 IP, 15 starts).

The rookie has been a major asset this season, with a 3.28 xERA that ranks in the 80th percentile.

Bennett mixes his four-seamer and changeup effectively, keeping opposing hitters guessing. His changeup falls out of the strike zone just as it reaches the plate; as a result, he’s recording an impressive 34.7% whiff rate on it.

He’s struggled recently, posting a 5.73 ERA in August, but that’s likely due to unfavorable outcomes, as evidenced by his 3.83 xERA during that time.

The Red Sox are one of the most remarkable stories of the year. Early in the year, the Red Sox fired manager Joey Cora following a 9-19 start. Interim manager Chad Tracy also struggled. On July 1, the team was 37-48 and last in the AL East. 

Then Boston became the hottest team in baseball. They went on a 15-game winning streak, making them a playoff contender. Since July 2, the Red Sox are an MLB-best 36-12 and currently have a 5.5-game lead for the second AL Wild Card spot. 

As the hottest team in the league with a month left in the regular season, they could be the ones to beat if they can maintain this level of play in the postseason.

The Yankees will counter with Carlos Rodon (4.27 xFIP in 54.1 IP, 11 starts) in the Saturday matinee.

The Yankees must be happy to have Rodon back in the rotation, as he missed two months due to inflammation in his left elbow. He’s been an important part of the rotation over the past three seasons, with a 3.45 ERA and 7.6 WAR during that time.

Rodon has been great since his return, allowing 1 earned run over 4 innings in both starts.

If you asked Yankee fans about the team right now, they would likely recite the line from Dumb and Dumber where Lloyd Christmas says their pets’ heads are falling off. 

Is it that bad in the Bronx? Not necessarily, but there isn’t as much optimism as earlier in the season.

On June 19, the Yankees were 46-28 and three games ahead in first place in the AL East. Since then, they are 30-30 and four games out of first, but hold a three-game advantage over the Red Sox for the first AL Wild Card spot.

You can put some blame on injuries; SP Max Fried, LF Cody Bellinger, DH Giancarlo Stanton, and C Austin Wells have missed time.

The most impactful injury is that of captain and reigning AL MVP Aaron Judge, who has been out since May due to a fractured rib. In good news, Fried is expected to return in the back half of today's doubleheader.

If New York can get healthy in time for the playoffs, they’ll still be in good shape for a championship run.

Make your Red Sox vs. Yankees pick on PrizePicks now!

Red Sox vs. Yankees Winner Payout, Over/Under – Saturday, August 29

The Yankees enter Saturday’s matinee game as home favorites at Yankee Stadium, returning a 1.75x payout if they win outright, via PrizePicks Team Picks.

Here are the full payouts for the Red Sox vs. Yankees game on PrizePicks.

Play the Red Sox vs. Yankees spread or over/under on PrizePicks Team Picks to earn real money — available in 36 states!

Team Picks data is live at the time of writing and is subject to change.

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Red Sox vs. Yankees Prediction on Over/Under – 8/29/26

Here are the key game stats and trends behind our Red Sox vs. Yankees prediction on the run total for the 1:05 p.m. ET game on Saturday, August 29.

Unless otherwise noted, data used in this article is from Baseball Savant or FanGraphs.

• The Red Sox have been excellent against left-handed pitching this season, ranking fourth in wOBA (.337) and sixth in BABIP (.306). That could pose a challenge for the left-handed Rodon.
• The Yankees also perform well against southpaws, ranking ninth in wOBA (.317) and fourth in ISO (.177). This might be a challenge for the left-handed Bennett on the mound for the Sox.
• Bennett is slightly above average, allowing a 36.4% hard-hit rate, placing him in the 66th percentile.
• However, the Yankees can crush the ball, ranking second in the league with a 42.0% hard-hit rate.
• Rodon has struggled with his control, as his 13.2% walk rate ranks in the seventh percentile.
• The Red Sox are above average, ranking 11th in walk rate during August (9.5%).
• Rodon has been less effective in day games, posting a 3.54 ERA compared to 2.91 in night games.

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Red Sox vs. Yankees Picks, Player Stats for PrizePicks – 8/29/26

Here are the top Red Sox vs. Yankees picks to target on PrizePicks for Saturday, August 29, in the first half of the doubleheader. Today’s MLB picks for PrizePicks include Willson Contreras and Ben Rice.

Red Sox 1B Willson Contreras vs. Yankees: 1.5 Hits+Runs+RBI

• Contreras has at least 1 hit in six of his last eight games, and multiple hits in four of those games.
• The Red Sox first baseman was excellent in the previous series at Yankee Stadium, going 3-for-8 with 4 RBIs.
• Contreras has one of the best barrel rates in the league at 13.8%, placing him in the 94th percentile.
• He has an advantage over Rodon, whose 6.5% barrel rate only ranks in the 66th percentile.
• Contreras has been more productive against left-handed pitching this year. He has a .409 wOBA and .590 xSLG against lefties, compared to a .392 wOBA and .462 xSLG against righties.

Add Willson Contreras to your PrizePicks Lineup now!

Yankees DH Ben Rice vs. Red Sox: 5.5 Hitter Fantasy Score

• Rice is on fire lately with 6 hits in his last 15 at-bats, tallying 5 runs and 4 RBIs.
• Rice has been crushing left-handed pitching at home with a 35.3% HR/FB rate compared with a 23.5% HR/FB rate against right-handed pitching.
• Rice has one of the league's top barrel rates at 15.0%, ranking in the 95th percentile. That’s a notable advantage over Bennett, who’s allowing a 6.4% barrel rate, ranking in the 67th percentile.
• Bennett throws his sinker to left-handed hitters on 43% of his pitches. Rice performs well against sinkers, posting a .363 xwOBA and a 51.5% hard-hit rate.

Add Ben Rice to your PrizePicks Lineup now!

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Make Red Sox vs. Yankees Picks on PrizePicks

The Yankees and Red Sox rivalry is not only one of the greatest in baseball, but also in sports. What makes this series even more exciting is that both teams are in playoff contention.

Don’t wait until the first pitch at 1:05 p.m. ET — make your Red Sox vs. Yankees picks on PrizePicks now and earn real money if you’re right.

Pick players, predict More or Less on their stats, and cash in if you’re right. With Team Picks, you can make predictions on game winners, spreads, and over/unders in the PrizePicks app!

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