Last night we cashed ANOTHER longshot pick! To help keep this stretch of over a week cashing our best MLB home run picks, let’s stay locked in. Logan Webb heads to Coors Field, ace Zack Wheeler is in Los Angeles against the star-studded Dodgers, and the full evening card gives us everything we need to find the long ball. The plus-money and overall value are always hiding somewhere, and our MLB home run predictions are here to make sure that you know the spots.

You’ll also want to check out the best fantasy sports promo codes from the top legal sites in your state. Make sure that you also crush your MLB DFS contests today with our DFS Playbook, Starting Lineups, Lineup Generator & DFS Tools!

⚾ Top MLB Home Run Picks for Today

A deep Friday slate means plenty of options for our best MLB home run picks for today. Our MLB expert picks have even more markets, but the plus-money, big potential payout targets are right here. Here are the three names leading our top MLB home run predictions for 5/29:

 

 

🔥 Best Matchups for Home Runs Today, 5/29: Ballpark Factors & Weather Impact

Our MLB weather report is worth a check before locking in any best MLB home run picks today. Of course, Coors Field is always in the conversation, and the matchups involving Chris Paddack, MacKenzie Gore, and Michael Lorenzen are worth targeting from an HR/FB rate perspective. Along with even more nuanced factors, here is how our best MLB home run picks for today break down:

Matt Olson (+298)

It should come as no surprise that we’re getting things underway with one of the first games this evening, with it being in Cincinnati. That means the Great American Ball Park, and with Chris Paddack on the mound for the home team, it’s only fitting to start our best MLB home run picks for today with the Atlanta Braves lineup.

As a former starter for the Miami Marlins (who no longer wanted him), Paddock has found his new home in Cinci. It also means that he was a division rival with the Braves, and he pitched against them last month. In that game, three straight guys in the lineup cashed MLB home run picks - Matt Olson, Austin Riley, AND Ozzie Albies!

Of course, Olson has cashed for us multiple times already this year, and after 3 Braves hitters hit homers yesterday that weren’t him, we’re back on the lefty. Let’s start our best MLB home run picks for today in a familiar way with Matt Olson to hit a HR (+298 at Novig).

Ben Rice (+369)

If we started out by targeting the Great American Ball Park and we see the Athletics at “home,” then you already know that we’re turning our attention to Sacramento. As much love as we’ve given their guys love like Nick Kurtz - who could certainly go yard tonight - we’re going to focus on the Bronx Bombers with our best MLB home run picks for today.

They should be able to live up to the nickname with the combination of their recent offensive surge and facing A’s starter Luis Severino. New York blasted several homers in their midweek series against the Kansas City Royals, and Severino has a HR/FB ratio that can be exploited for multiple guys to cash MLB home run picks today.

Rice didn’t come through for us the other night, but he did have a 3-RBI game, and Severino struggles more against lefties. He’s also got 11 of his 16 homers vs. righties this year, so let’s add to our best MLB home run picks for today with Ben Rice to hit a HR (+369 at DraftKings).

Vladimir Guerrero, Jr. (+500)

Ok, let’s get a name in here that you haven’t seen us lock in over the past week or so. The conditions at Camden Yards are nice for more runs tonight after the Toronto Blue Jays have won some 2-1 matchups as of late. They get to face Baltimore Orioles starter Trevor Rogers, who should help them cash in some MLB home run picks.

In other words, help them get back to their team's OPS vs. lefties of 2025. It hasn’t been nearly as dominant this year, but Rogers is not exactly Chris Sale, either. More importantly, while their team's OPS vs. southpaws may not be as great, Vladdy’s still is. He’s hitting .324 against such pitching with a .514 slugging and .983 OPS right now.

We all know about his power, so we’re going to go with Vladimir Guerrero, Jr. to hit a HR (+500 at BetMGM) as another target of our best MLB home run picks for today.

🚀 Longshot Home Run Picks Today

As mentioned, we cashed our most recent value play, and we always want Friday night fireworks. Here is where we see the most value for an MLB longshot home run pick:

We’ve pivoted to a completely different matchup with the home ballpark of the Washington Nationals. Of course, James Wood is the most likely for a dinger tonight, but multiple guys can hit against Lucas Giolito. Still feels crazy that a guy with 7 homers here can be our best MLB home run longshot pick for today!

 

 

 

💲 Today’s Best MLB Home Run Parlay

You can always just use our top three targets, but here are some fresh names for our best MLB home run parlay for today:

No matter how you decide to approach all of the above, they’re all ways for an incredible start to the weekend! Capitalize on our best MLB home runs picks for today, however you see fit!