Daily Dingers for Thursday (August 20th): Best & Most Fun Home Run Bets

Another day, another three hopefully winning home run plays. For my Daily Dingers for Thursday (August 20th): Best & Most Fun Home Run Bets, we’re off to the Great American Ball Park in Cincinnati, Ohio, and Progressive Field in Cleveland, Ohio. Let’s get this money!

Daily Dingers for Thursday (August 20th): Best & Most Fun Home Run Bets

St. Louis Cardinals vs Cincinnati Reds

Start Time: 12:40 PM EST

We’re hanging around the Midwest for our first two plays tomorrow, starting in Cincinnati, where the Reds host the St. Louis Cardinals. The Reds are starting Brady Singer, who is among the majors’ leaders in gopher balls dished out this season, so the Cards are going to hit some balls out of the park.

I like Cardinals first baseman Alec Burleson to be one of these home run-hitting players. Burleson has two homers in nine career at-bats against Singer.

Best Bet: Alec Burleson (+400)

San Francisco Giants vs Cleveland Guardians

Start Time: 1:10 PM EST

Not only are we sticking in the Midwest, but we’re making bets from the first two games of the day, with the second coming from this interleague matchup between the Cleveland Guardians and the San Francisco Giants.

Guardians starter Gavin Williams is with Singer on the infamous list of most homers allowed this season. And it just so happens that Giants shortstop Willy Adames has hit Williams well over his career, with a dinger in four career at-bats.

Best Bet: Willy Adames (+425)

Bonus Bet: Pete Alonso (+376)

2026 Overall Record: 28-145 (16%)
Profit (based on $100/bet): -($952.00)
Return on Investment: -6%