Boston Red Sox vs Cleveland Guardians Prediction, Odds and Picks for Today, 05/29/26

After losing a home series to the Washington Nationals, the Cleveland Guardians will look to rebound with a winning effort in a weekend series with the Boston Red Sox. The Guards have now lost 3 of their last 5 after winning 7 straight, while the Sox have been even worse – losing 5 of their last 6 after a 3-game win streak. 

Cleveland will send Slade Cecconi to the mound, who has struggled this season. He is 3-5 with a 5.18 ERA and 1.48 WHIP, but there have been signs of slight improvement of late – aside from the 3-0 loss the Guards took to the Phillies in his last outing. His 4.00 ERA in May highlights his best month of the season thus far, which is a positive ahead of a matchup against a lineup that struggles to hit righties like Boston’s. 

Tyler Samaniego will act as an opening left-hander for Boston before Brayan Bello takes a bulk of the innings. For what it’s worth, Samaniego has yet to allow an earned run on the road, usually appearing for an inning or less. The same can’t be said for Bello, who has struggled on the year as a whole. Like Cecconi, Bello’s best work has come in the month of May, where he boasts a 3.47 ERA compared to 9.00 in May and 6.32 on the season. That said, Bello really struggles on the road, where he carries an 8.01 ERA – allowing 27 earned runs on 45 hits, 9 home runs and 12 walks in 30.1 innings. He has only struck out 16 batters in that sample, which is less than ideal. 

Cleveland struggles against righties, but Bello’s poor road form and overall season performance is hard to ignore, even if his career baseline is much better than he has shown this year. With a better barrel rate, hard-hit rate and home-run rate for Cecconi, I’m going to side with the Guards in this one. 

Red Sox vs Guardians prediction: Cleveland Guardians ML (-124) at the time of publishing. Playable to -135. 

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