The 2026 edition of Wimbledon is officially underway at the All England Club in London. We’ve broken down the day’s best tennis betting picks, digging into matchup tactics, surface tendencies, and current form to find the sharpest edges on the board. Whether you’re betting the moneyline, game spread, set spread, or total, our 2026 Wimbledon best bets are designed to help you profit. I’m dropping some of my favorite plays for Monday, June 29 below, but make sure you also monitor the picks page. I usually have a few more picks over there, plus I occasionally add plays based on the way lines are moving. That’s also where Gill Alexander posts his bets.
Roman Safiullin vs. Andrey Rublev
This is a brutal draw for Rublev. The world No. 13 has only played one grass-court match in the run up to Wimbledon, and that outing ended in a 6-3, 6-2 loss to Hubert Hurkacz. There’s no shame in losing to Hurkacz on grass, as the Pole is one of the best servers on tour. However, it’s alarming that Rublev wasn’t able to easily rack up holds against him.
Rublev now has to go up against his dangerous compatriot. Safiullin has a big baseline game, he’s far better than his No. 127 ranking suggests, and he’s also in decent form on grass. Safiullin played six matches on the surface before arriving at the All England Club for qualifying, and he won all three of his qualifying matches.
It just shouldn’t surprise anyone if Safiullin has his chances to win this one, so I’m grabbing him to cover the game spread and putting a half-unit on the moneyline (+163 at bet365).
Bet: Safiullin +3.5 Games (-120) & Safiullin ML (+163 – 0.5 units)
MORE: I have WAY more picks for this Wimbledon slate. VSiN Pro subscribers can check them out here!
Oliver Tarvet vs. Arthur Rinderknech
Tarvet didn’t drop a single set in qualifying, so he comes into this match with some confidence. The Brit will now look to win his opening-round match in Wimbledon for a second consecutive year, and I really believe he’s going to do it.
Rinderknech didn’t win any matches on grass as he prepared for this event, and he just hasn’t looked great throughout the course of this season. He’s just 12-15 since the start of 2026, his returning numbers (12.5% break rate) are awful, and he has dealt with some injuries.
Of course, Rinderknech’s ability to serve and volley will be big in these conditions, and that’s the type of bread-and-butter game that Tarvet might be lacking. However, Tarvet also happens to be the far superior returner and baseliner. In the end, I expect that to make the difference.
Bet: Tarvet ML (+118 – 1.5 units)
Qinwen Zheng vs. Katerina Siniakova
At some point, Zheng is going to break through on grass. With a 64.1% winning percentage on hard courts and 70.1% winning percentage on clay courts, it’s just clear that she has undeniable ability. And considering she has a good serve, a powerful baseline game, and plus-level baseline movement, there’s no reason she can’t succeed on this surface. However, Zheng hasn’t been healthy the last two years, and she’s just 2-3 since the start of this grass-court season. That said, it’s hard to imagine this being the year she figures it out.
Siniakova also happens to be a rock-solid grass-court player. She has won 30 matches on this surface in her career, which is a good number considering how short the grass-court seasons are. Siniakova’s doubles background shows up in a big way on these types of courts, as she moves extremely well and understands when to come to the net. Being decisive and having quick reactions is crucial on grass. Siniakova has the advantage there.
This also strikes me as a match in which casual bettors will flock to Zheng, who has been deep in Slams and has a gold medal to her name. But for my money, Siniakova is rightfully favored.
Bet: Siniakova ML (-125)
2026 W-L Record: 879-1020 (+3.05 units)
Record includes ATP, WTA, Challengers. W-L record negatively impacted by futures, so I’d suggest focusing more on profit/loss.
