Orioles vs Red Sox Picks & Predictions | Battle of Struggling Pitchers at Fenway

by | May 25, 2025 | mlb

Dean Kremer Baltimore Orioles Starting Pitcher

The Baltimore Orioles travel to Fenway Park to face the Boston Red Sox in the series finale on Sunday afternoon. After splitting Saturday’s doubleheader, these AL East rivals wrap up their four-game set with a pitching matchup that could produce plenty of offense. Let’s dive into this matchup and find the best betting angles.

Quick Picks:
* Best Bet: Over 9.5 Runs (-110) ★★★★☆
* Top Prop: Walker Buehler Over 4.5 Strikeouts (-125) ★★★☆☆
* Value Play: Red Sox -1.5 (+145) ★★★☆☆

Orioles vs Red Sox Betting Odds & Latest Line Movement

Market Orioles Red Sox
Moneyline +140 -160
Run Line +1.5 (-165) -1.5 (+145)
Total Over 9.5 (-110) Under 9.5 (-110)

Pitching Matchup: Kremer vs Buehler – Two Starters Looking for Consistency

Baltimore Orioles: Dean Kremer (3-5, 5.50 ERA)

Dean Kremer has struggled to find consistency this season, posting a bloated 5.50 ERA across 55.2 innings. His peripheral numbers don’t inspire much confidence either, with a 1.38 WHIP and a 40:15 K:BB ratio. Kremer has allowed three or more runs in six of his last eight starts, making him a vulnerable target for Boston’s offense.

Boston Red Sox: Walker Buehler (4-1, 4.00 ERA)

Walker Buehler has been a solid addition to Boston’s rotation despite not quite recapturing his pre-Tommy John surgery form. The two-time All-Star owns a respectable 4.00 ERA over 36 innings with a 1.19 WHIP. His strikeout numbers (33 in 36 innings) are down from his Dodgers peak, but he’s limited walks (11) and has shown better command in recent outings.

Advantage: Red Sox

Bullpen Analysis

The Orioles’ bullpen has been a disaster area this season, ranking near the bottom of MLB with a collective ERA over 5.00. Baltimore’s relief corps was heavily taxed in Saturday’s doubleheader, particularly in the first game where they blew a lead. The Red Sox bullpen has been more reliable but also saw heavy usage yesterday, with several key arms likely unavailable today.

Key Betting Trends & Statistics That Matter

  • Orioles are 2-10 in their last 12 games
  • Orioles are 7-18 on the road this season
  • Red Sox are 16-9 at Fenway Park in 2025
  • The OVER is 8-2 in the last 10 meetings between these teams at Fenway
  • Dean Kremer has allowed 17 earned runs in his last 21.2 innings (7.06 ERA)

Fenway Park Factor: Offense Primed to Explode

Fenway Park remains one of baseball’s most hitter-friendly venues, especially with warmer temperatures expected today. The iconic Green Monster in left field turns routine fly balls into doubles, and the park’s unusual dimensions create unique challenges for pitchers. With two starters who have been hit-prone this season, the cozy confines of Fenway could lead to fireworks.

Expert Prediction & Best Bets for Orioles-Red Sox Showdown

Primary Play: OVER 9.5 Runs (-110)

This matchup has all the ingredients for a high-scoring affair. Dean Kremer brings his 5.50 ERA to one of baseball’s most hitter-friendly parks, while Walker Buehler hasn’t been the shutdown ace he was pre-surgery. Both bullpens are taxed from Saturday’s doubleheader, meaning we could see some less-than-optimal relief options if either starter falters early. The last few meetings between these teams have consistently produced runs, and I see that trend continuing today.

Strong Value Play: Red Sox -1.5 (+145)

The Red Sox have been considerably better at home this season and face an Orioles team that’s in complete free fall. Baltimore just fired their manager after a disastrous start to the season and has lost 10 of their last 12 games. Kremer’s road ERA is particularly concerning, and Boston has enough offensive firepower to create separation. At +145, there’s excellent value on the Red Sox to win by multiple runs against one of the AL’s most struggling teams.

Worth Considering: Walker Buehler Over 4.5 Strikeouts (-125)

While Buehler’s strikeout rate isn’t what it once was, the Orioles have been striking out at an increased rate lately. Baltimore hitters have looked lost at the plate during their recent slide, and Buehler should be able to exploit their aggressiveness. He’s cleared this modest strikeout total in three of his last four starts, and I expect him to record at least 5 Ks today.

Player Props Worth Targeting

Player Prop Odds Rating
Walker Buehler Over 4.5 Strikeouts -125 ★★★☆☆
Rafael Devers Over 1.5 Total Bases -120 ★★★★☆
Dean Kremer Under 4.5 Strikeouts -135 ★★★☆☆

Final Thoughts: Expect Offense to Reign Supreme

This game has all the makings of an offensive showcase. Two pitchers with ERAs north of 4.00, depleted bullpens, and Fenway Park’s hitter-friendly dimensions should combine for plenty of scoring opportunities. While the Red Sox have been inconsistent this season, they have a clear advantage against a reeling Orioles team that’s searching for answers. Look for Boston to take the series with a comfortable win and for both teams to contribute to a high-scoring affair.

Score Prediction: Red Sox 7, Orioles 4

100% Free Play up to $1,000 (Crypto Only)

BONUS CODE: PREDICTEM

BetOnline

MLB Betting Guide

New to betting on baseball? We’ve got you covered! Our comprehensive how to bet on baseball article explains all the different types of wagers offered at the sportsbooks including money lines, over/unders, run lines, parlays and more! Also get tips and strategies to increase your odds of beating the bookies!