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MLBGame PreviewsNew York Yankees at Boston Red Sox
New York YankeesNew York Yankees
@
Fenway Park
Boston Red SoxBoston Red Sox

Match Predictor

Pre-match Prediction
New York Yankees
@
Boston Red Sox
New York Yankees 53%Boston Red Sox 47%
Market LinesRun Line: New York Yankees -1Total: O/U 8.5
Model: Over 8.5
Model projects 8.5 total runs vs 8.5 line

New York Yankees

0022446688101012121414OVERUNDERO/U 8.5Runs ScoredRuns Allowed
All Over 8.5
44%
36/81
MLB: 48%
Starter
33%
2/6
vs BOS
14%
1/7
Avg Total
8.7
MLB: 8.9
Game Starter (6) Last Starter vs BOS vs BOS (7)
Gerrit Cole #45 · RHP · Age 36
3.62
ERA (2026)
8.1
K/9 (2026)
6
Starts (2026)
8.2
Avg Total (2026)
Last 3:
L @DET (Jun 22): 4.1IP, 5ER, 5K
W CHW (Jun 16): 6.0IP, 2ER, 6K
ND @CLE (Jun 09): 4.0IP, 2ER, 4K
vs BOS: ND (Jul 06 2024): 4.1 IP, 4 ER, 8 K
Bullpen (2026 Season)Good
ERA: 3.11MLB Avg: 3.958 relievers
Recent: L 3-5W 4-3W 4-2L 3-6L 1-6
Lineup vs Gerrit Cole (Career)
BatterPosPAAVGOPSHR
Jarren DuranLF20.1760.5350
Masataka YoshidaDH10.3000.7000
Willson Contreras1B5.0000.0000
Wilyer AbreuRF5.2000.4000
Connor WongC4.6672.4171
Andruw MonasterioSS3.3330.6660
Ceddanne RafaelaCF2.0000.0000
6 batters with no matchup history

Boston Red Sox

0022446688101012121414OVERUNDERO/U 8.5Runs ScoredRuns Allowed
All Over 8.5
40%
32/80
MLB: 48%
Starter
40%
2/5
vs NYY
14%
1/7
Avg Total
8.0
MLB: 8.9
Game Starter (5) Last Starter vs NYY vs NYY (7)
Jake Bennett #64 · LHP · Age 26
3.71
ERA (2026)
7.6
K/9 (2026)
5
Starts (2026)
7.2
Avg Total (2026)
Last 3:
ND @COL (Jun 22): 6.0IP, 0ER, 9K
L TOR (Jun 17): 5.1IP, 2ER, 5K
L @TB (Jun 10): 5.0IP, 4ER, 4K
Bullpen (2026 Season)Average
ERA: 4.01MLB Avg: 3.958 relievers
Workload Alert: Allowed 8 runs on 2026-06-24 vs COL. Bullpen arms likely still recovering.
Recent: L 2-3W 5-2L 6-8W 6-3W 6-1
Lineup vs Jake Bennett (Career)
No career matchup data — first meaningful meeting
Our Top PicksLive Odds
Top PickBoston Red Sox Moneyline +106 (MEDIUM)
At near even money, the home team in the rubber game with a documented pitching edge is where the value sits.
PickBoston Red Sox -1.5 +215 (LOW)
Aggressive, but the +215 price implies only a 31.8% probability, which is underpriced given Cole's blowup history at Fenway and Boston's 6-run outputs in Games 1 and 2.
PickGame Over 8.5 -110 (LOW)
Cole at Fenway historically bleeds runs.

New York Yankees vs Boston Red Sox Game Preview

This is the game that decides the series. New York Yankees ace Gerrit Cole takes the mound at Fenway Park carrying a 3.62 ERA in 2026, but set the season number aside for a moment. In two starts at Fenway in 2024, Cole surrendered 11 earned runs across 8.2 innings, a combined 12.04 ERA at this specific park. His last outing made things worse: 4.1 innings, 5 earned runs against Detroit. He has allowed 5 home runs in just 32.1 innings this season, and two of his last three starts ended before completing the fifth inning. Boston Red Sox lefty Jake Bennett offers a sharp contrast. His last start: 6.0 innings, 0 earned runs, 9 strikeouts against Colorado. His line is trending upward, and he enters this rubber game with the energy of a lineup that has outscored New York 12-4 across the first two games of this series.

Friday's 6-1 Boston victory added a dimension that statistics don't fully capture. Willson Contreras homered and drove in multiple runs, and a fifth-inning benches-clearing incident after inside pitches from Will Warren added heat to an already charged environment. Contreras kept it measured after the game: "It's part of the game. That's it. Many people can look at it in different ways. I look at it one way. It's just part of the game." Yankees manager Aaron Boone acknowledged the issue plainly: "We probably needed to do a better job of getting the ball in on him tonight." That tension carries into Saturday with Contreras posting a 0.910 OPS over the last 28 days and a 0.876 OPS against right-handed pitching on the season.

The batter-versus-pitcher data adds another layer in tonight's MLB action. Jarren Duran has 20 career plate appearances against Cole with a .176 average and 0.535 OPS, and his last 7 days have produced a 0.207 OPS, one of the worst marks in either lineup. On the other side, Paul Goldschmidt posts a 1.277 OPS against left-handed pitching this season. Bennett is a southpaw with no career data versus any New York hitter, which makes the platoon split the primary signal. One more name to monitor in the lineup card: Connor Wong carries a 2.417 OPS with a home run across 4 career PA against Cole, all from 2023, making him the most dangerous individual matchup on the Boston roster if he starts Saturday.

Fenway's runs park factor of 1.06 amplifies any control issues Cole might have, and the Green Monster's tendency to inflate doubles adds to the threat. Both bullpens are taxed after back-to-back games, so whichever starter exits first will hand the ball to a relief corps that has already worked hard this series. Boston also absorbs a roster move: starting shortstop Marcelo Mayer is headed to the injured list with a bone stress reaction in his forearm, and Tsung-Cheng, promoted from Worcester, will fill the shortstop role Saturday. The defensive adjustment is real, but the emotional momentum driving this Boston lineup is not going away.

New York Yankees vs Boston Red Sox Key Insights

  • Gerrit Cole posted a 12.04 ERA across his two 2024 Fenway starts, allowing 7 earned runs in 4.1 innings in September and 4 earned runs in 4.1 innings in July. This is a documented park-specific vulnerability, not a general slump carried from another environment.
  • Jake Bennett's last three starts show a clear upward trend: 5.0 IP/4 ER, then 5.1 IP/2 ER, then 6.0 IP/0 ER/9 K against Colorado. No career data exists between him and any New York hitter, which means the Yankees have no book on him, but it also means Bennett has no tendencies to exploit.
  • Jarren Duran owns a .176 average and 0.535 OPS across 20 career plate appearances against Cole, including a 0.167 OPS in 6 PA in 2024. His last 7 days show a 0.207 OPS. Two separate datasets, career matchup and recent form, point toward the same conclusion.
  • Paul Goldschmidt's 1.277 OPS against left-handed pitching is the most powerful platoon split in this matchup. With zero career data between him and Bennett, the platoon advantage becomes the primary signal for New York's lineup construction.
  • Both bullpens are depleted heading into Game 3 of this series. Cole's recent outing lengths (4.1 IP, 6.0 IP, 4.0 IP) confirm early hook risk, and Boston's 4.01 bullpen ERA is the weaker of the two late-game options, adding late-inning run risk for both sides.
  • Bennett has not allowed a first-inning run across 5 consecutive starts. Cole is 5-for-1 NRFI over his last 10 outings. Despite both offenses combining for 12 runs in Games 1 and 2, pitcher-specific first-inning data is the stronger recent signal heading into Saturday.

New York Yankees vs Boston Red Sox Betting Picks

Picks made June 27, 2026 at 05:04 AM ET. Odds shown reflect current market prices.

Boston Red Sox -1.5 +215 (LOW)
Boston Red Sox -1.5 +215 (LOW): Aggressive, but the +215 price implies only a 31.8% probability, which is underpriced given Cole's blowup history at Fenway and Boston's 6-run outputs in Games 1 and 2. Cole allowed 7 earned runs in 4.1 innings here in September 2024 and 4 earned runs in 4.1 innings in July 2024. A multi-run Boston advantage is plausible in the specific context of this matchup. This is a value lean backed by situational logic, not a strong conviction play, and single-game variance makes the margin bet fragile.
Game Over 8.5 -110 (LOW)
Game Over 8.5 -110 (LOW): Cole at Fenway historically bleeds runs. Boston has scored 12 runs across two games in this series. New York's bullpen is depleted and a late-game leak is a real risk. Fenway's runs park factor of 1.06 amplifies any control trouble. These four factors combine to make 8.5 a line worth attacking from the Over side, even though Bennett's sharp recent form keeps confidence low since he could suppress the New York side of the total on his own.
Gerrit Cole Under 5.5 Strikeouts -160 (MEDIUM)
Gerrit Cole Under 5.5 Strikeouts -160 (MEDIUM): Cole averaged exactly 5.0 Ks per outing across his last three starts: 5 against Detroit in 4.1 IP, 6 against Chicago in 6.0 IP, and 4 against Cleveland in 4.0 IP. His September 2024 start against Boston at Fenway produced only 2 Ks in 4.1 innings. The -160 price is steep, but the convergence of short outing risk, park-specific struggles, and a confident Boston lineup argues the true probability of hitting the Under is well above the market's implied 61.5%.
Jarren Duran Under 0.5 Hits +128 (MEDIUM)
Jarren Duran Under 0.5 Hits +128 (MEDIUM): The clearest BvP bet on the board. Duran is 20 career plate appearances against Cole with a .176 average and 0.535 OPS. His 2024 line in 6 PA: 0.167 OPS. His last 7 days: 0.207 OPS. Two independent datasets, career matchup history and current form, align toward the same outcome. The market implies a 43.9% probability for this Under. The structural evidence argues it should be closer to 55-60%. Getting +128 on a lean that feels closer to 60-40 in favor of the Under is positive expected value.
Paul Goldschmidt Over 1.5 Total Bases -108 (MEDIUM)
Paul Goldschmidt Over 1.5 Total Bases -108 (MEDIUM): Goldschmidt's 1.277 OPS against left-handed pitching is elite production, and Bennett is a southpaw in just his sixth 2026 start with 26.2 innings of sample. No career data exists between the two. The platoon split is the entire argument. His season slugging of .560 with 14 home runs in 220 PA confirms the power is genuine and active. His last 28 days show a 0.961 OPS. The -108 price is near fair value on paper, but the structural platoon edge provides a real statistical backing that the raw price does not fully reflect.
Willson Contreras Anytime Home Run +410 (LOW)
Willson Contreras Anytime Home Run +410 (LOW): Contreras leads Boston with 17 home runs in 325 PA, a .525 slugging percentage, and a 0.876 OPS against right-handed pitching. Cole has allowed 5 home runs in 32.1 innings this season (1.39 HR/9), an above-average rate. Fenway's home run park factor is 0.96, slightly suppressive to left field, but Contreras hit one Friday and enters Saturday with elevated emotional engagement from the bench-clearing incident. At +410 this is a low-confidence dart with real structural support behind it. Power profile plus pitcher's elevated HR rate at a slight plus price for the park.
Jazz Chisholm Jr. Under 0.5 Hits +112 (LOW)
Jazz Chisholm Jr. Under 0.5 Hits +112 (LOW): Chisholm posts a 0.645 OPS against left-handed pitching this season, well below his overall line, and Bennett is a lefty. No career data exists between him and Bennett, so the platoon split is the primary driver. His last 7 days show a 0.530 OPS reflecting poor recent contact. His season average of .226 projects even lower against southpaws based on the split. The market implies a 47.2% probability for this Under. Against a left-hander with Chisholm's platoon tendencies, that number should be meaningfully higher. +112 offers slight positive value on a bet that should price closer to even or worse for Chisholm.
SGP (4 legs, MEDIUM)
SGP (4 legs, MEDIUM): Boston Red Sox ML + Over 8.5 runs + Goldschmidt Over 1.5 total bases + Cole Under 5.5 strikeouts. The legs reinforce each other directly: if Cole struggles early and runs flow freely, Boston's path to the win is clear, Goldschmidt gets additional plate appearances in a high-scoring game, and Cole is pulled before he can accumulate strikeouts. Each leg stands independently on its own merits, and they stack into a coherent game-script that has clear situational backing.
Analysis insight — no specific bet associated
NRFI -127
NRFI -127: Bennett has not allowed a first-inning run across 5 consecutive starts, a perfect 5-for-5 streak in recent outings. Cole is 5-for-1 NRFI in his last 10 starts with a current first-inning streak. Both starters have shown consistent first-inning shutdown ability recently, and pitcher-specific recent data is the stronger signal here compared to season-level first-inning scoring rates. The -127 price implies roughly 56% probability, reasonable value given the combined pitcher data pointing toward a clean opening frame.

Key Players

Batting AverageNYY
Ben Rice
.280Batting Average
1B
Home RunsNYY
Ben Rice
22Home Runs
1B
Runs Batted InNYY
Ben Rice
53Runs Batted In
1B
Earned Run AverageNYY
Cam Schlittler
1.62Earned Run Average
SP
WinsNYY
Cam Schlittler
8Wins
SP
StrikeoutsNYY
Cam Schlittler
118Strikeouts
SP
Batting AverageBOS
Ceddanne Rafaela
.281Batting Average
CF
Home RunsBOS
Willson Contreras
17Home Runs
1B
Runs Batted InBOS
Willson Contreras
48Runs Batted In
1B
Earned Run AverageBOS
Ranger Suarez
2.83Earned Run Average
SP
WinsBOS
Sonny Gray
9Wins
SP
StrikeoutsBOS
Connelly Early
88Strikeouts
SP

Recent Form

New York Yankees
L5-3Detroit Tigers
W4-3Detroit Tigers
W4-2Detroit Tigers
L6-3Boston Red Sox
L6-1Boston Red Sox
Boston Red Sox
L3-2Colorado Rockies
W5-2Colorado Rockies
L8-6Colorado Rockies
W6-3New York Yankees
W6-1New York Yankees

New York Yankees vs Boston Red Sox Summary

The edge doesn't care that the New York Yankees are 13.5 games ahead in the standings. Rest, context, price, same formula, different field. Cole's 12.04 ERA at Fenway is not a sample-size accident. It's two starts, 8.2 innings, and 11 earned runs at this specific park, and he arrives carrying his lightest 2026 workload at 32.1 innings total with a 5-ER blowup in his last outing against Detroit. No score predictor is available for this game, so the market sets the anchor: New York at -118 (about 54% implied win probability) and the Boston Red Sox at +106 (48.5% implied). Given the pitching context, park-specific history, and the momentum Boston carries from back-to-back series wins, the true probability feels much closer to even. That gap between 48.5% implied and a real 50-plus probability is where the value lives at +106.

The best single bet is the Red Sox moneyline. The sharpest prop is Cole Under 5.5 Ks at -160, where the case is nearly airtight: 5.0 Ks per outing in his last three starts, a 2-K outing at Fenway in September 2024, and short-outing risk confirmed by the market pricing -164 on the Over 17.5 Outs line. Goldschmidt's 1.277 OPS against lefties adds a clean prop angle that doesn't require Cole to implode entirely, just Bennett to do his job. The contrarian case for New York deserves acknowledgment: Cole is an elite arm who can locate his fastball from pitch one and make every concern above irrelevant within three innings. The run line at +215 and the Over 8.5 at -110 carry real variance and should be sized as value leans, not primary positions.

Play Boston to win, target Cole's strikeout total, and respect the Goldschmidt platoon edge. But manage size accordingly. Bennett is six starts into his 2026 season, his sample is thin, and one clean New York inning can shift the game's entire narrative. The situational edge is real. Bet it that way. For the full slate, see our MLB picks today, NRFI picks, and player props.

Head-to-Head History

Season SeriesBOS leads series 2-0
DateMatchupResult
Jun 25, 2026NYY @ BOSBOSBOS 6-3
Jun 26, 2026NYY @ BOSBOSBOS 6-1

Compare odds for NYY @ BOS

Frequently Asked Questions

MLBGame PreviewsNew York Yankees at Boston Red Sox