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WOODBINE'S 3RD ANNUAL GREY DAY

SUNDAY, OCTOBER 27

FREE PARKING
Watch an all-grey field as they race for the title of the Grey Handicap champion!

WHAT'S HAPPENING AT THE TRACK?

FOOD & DRINK

Indulge in our mouth-watering buffets at one of our dining rooms!

LIVE RACING

FIRST POST 1:05PM

An outstanding afternoon of racing awaits!
$125,000 Gr. III Grey Stakes
3rd Annual Grey Handicap
This unique race is filled exclusively with grey horses — watch as they race to become champion of the greys!

WAGERING & WINNING

Check out our guaranteed pick pools!

$50,000 Guaranteed Pick 5
$100,000 Guaranteed Pick 4

¢20 minimum Jackpot Pools
Power Pick 6
Jackpot Hi-5

Reservation Closed

Favourites and Woodbine Club are now fully booked for this weekend.

WOODBINE IN THE NEWS

Cailtinhergrtness nets Belle Mahone (G3) win

TORONTO, May 31, 2025 – Cailtinhergrtness, named after WNBA superstar Caitlin Clark, was much the best in the $150,000 Belle Mahone Stakes (G3), Saturday at Woodbine. Sent off as the 2-1 choice, the daughter of Omaha Beach out of the Giant’s Causeway mare Belatrix was making her 4-year-old debut in the 1 1/16-mile main race for fillies and mares, 4-year-olds and up. Last year’s King’s Plate winner and Canada’s 3-Year-Old Female champion showed she hadn’t missed a beat. For Flying (BRZ) came out of the gates running and tussled with Dana’s Beauty for early control, with the former gaining the…

Classic Mo Town hits No. 1 in bet365 Eclipse Stakes (G2)

TORONTO, May 31, 2025 – A model of consistency, Classic Mo Town finally charted his first stakes success with a win in the $175,000 bet365 Eclipse (G2) on Saturday afternoon at Woodbine. Having finished in the top four in 20 of 21 career starts coming into the Eclipse, Classic Mo Town, trained by Marty Drexler and owned by Bruno Schickedanz, had always shown he’s up for the challenge. The 5-year-old gelding, who was runner-up in last year’s Valedictory (G3) – his only prior stakes engagement – can now add graded stakes victor to his resume, courtesy of a sterling performance in the…

Ms. Tart pulls off Royal North (G3T) shocker

TORONTO, May 31, 2025 – Ms. Tart, at 70-1, stormed home late to take the $150,000 HPIbet Royal North (G3T) Stakes on Saturday afternoon at Woodbine. The first turf stakes of the 2025 Woodbine season did not disappoint. After finishing off the board in the 2023 Natalma Stakes (G1T) and third in the Whimsical Stakes (G3) earlier this month, the third time at Woodbine was the charm for Ms. Tart, the longest shot on the board, who rallied stoutly to net top prize in the 6 ½-furlong race for fillies and mares, 4-year-olds and up, besting 12-1 Ready to Jam…

Vintage performance from Old Chestnut in G3 Jacques Cartier

TORONTO, May 31, 2025 – Veteran campaigner Old Chestnut went wire-to-wire to earn his first graded stakes victory in the $150,000 Jacques Cartier (G3), Saturday at Woodbine. After a third in the 2023 running of the Jacques Cartier and a second in last year’s edition, 8-year-old Old Chestnut finally struck gold in the six-furlong main track race for 4-year-olds and up. Trained by Marty Drexler, the son of Speightstown out of the Silver Deputy mare Pool Land broke sharply under Eswan Flores and took control a few strides out of the gate, going on to hold a one-length advantage over Simcoe,…

OTTB Spotlight: Sweet Shades

Sweet Shades, a 9-year-old daughter of Sligo Bay (IRE) out of the Whiskey Wisdom mare Siddona, made 17 career starts, winning once. The bay mare, adopted through Southern Belle Thoroughbreds, is thriving in her first show season. “Meet Sweet Shades, a 2016 mare by Sligo Bay who retired from the track in October 2022. After some well-earned downtime and a bit of retraining, she’s now thriving in her first show season at the Silver Series Angelstone Events. From piloting her mom to a 5th-place finish in the cross rail classic, to placing in the 0.7s and 2’6 derby, she’s proving…

Sheri Riddoch’s Best Bets for Saturday’s Four Graded Stakes

We have four mostly competitive graded stakes on tap for a great Saturday of racing. I say mostly because Patches has scared everyone away, but crazy things happen in short fields so I may just be putting the jinx on. Here is how I am looking at things with a $20 win bet on my top selections and sprinkling the longshots in underneath. Race 1 G3 Jacques Cartier Top Selection: #2 Patches O’Houlihan 1-9 This compact field indicates the respect the competition has for this incredibly talented 5yr old champion – who scarily looks stronger this season. He made short…

INSIDE THE NUMBERS: Best Betting Strategies for Stakes Races at Woodbine on Saturday

INSIDE THE NUMBERS: Best Betting Strategies for Stakes Races at Woodbine on Saturday with expert handicapper Ed DeRosa The first big stakes day of the Woodbine calendar is this Saturday with a quartet of graded stakes on the 11-race card. The action starts fast and furiously with the Jacques Cartier Stakes for older sprinters featuring Canadian champion sprinter Patches O’Houlihan. This race is more likely to be a novelty than a wagering opportunity, as it is likely Patches will be 1-to-20 against his three rivals. There has not been a 1-to-20 horse at Woodbine since 2019 when Prized Bourbon returned…

Canadian champion Soaring Free passes at 26

(Sam-Son Farm Press Release) May 28, 2025 – Soaring Free, one of Sam-Son Farm’s beloved champions, passed away today from health complications at Ocala Farm. The 26-year-old Soaring Free was a winner of $2.1 million over his career, a 15-time winner and Horse of the Year in Canada in 2024. Trained by Mark Frostad and cared for by his long-time groom Tracy Smith, he was a barn faovourite. Retired by Sam-Son Farm after racing, he enjoyed competing with anyone in his paddock, remaining undefeated to all comers. He will be buried at the farm in Ocala, where his legacy will…

Attard champions Caitlinhergrtness and Fashionably Fab take on seven in Grade 3 Belle Mahone

TORONTO, May 29, 2025– Multiple graded stakes winning trainer Kevin Attard sends out the Canadian champion duo of Caitlinhergrtness and Fashionably Fab in Saturday’s $150,000 Belle Mahone Stakes (G3), at Woodbine. Attard, who earned his first Sovereign Award as the country’s champion trainer of 2024, will be represented in the 1 1/16-mile main track Belle Mahone, for fillies and mares, 4-year-olds and up, by last year’s King’s Plate winner and 3-Year-Old Female champion Caitlinhergrtness, and Older Main Track Female victress Fashionably Fab, who took last year’s running of the Belle Mahone. “We’re very blessed to have these two in the…

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