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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

Uphill Dance faces Clement duo Gal in a Rush, Les Reys (FR) in Grade 3 Ontario Fashion / Eight hopefuls chase Ontario Damsel top prize

TORONTO, October 8, 2025 – Graded stakes placed Uphill Dance chases her first stakes trophy in the $150,000 Ontario Fashion Stakes Presented by Tanqueray (G3), a race that includes Miguel Clement duo Gal in a Rush and Les Reys (FR), Saturday at Woodbine. The six-furlong main track event for fillies and mares, 3-year-olds and up, has drawn nine starters, including Uphill Dance, a daughter of Tonalist out of the Stormy Atlantic mare Stormy Below. Trained by multiple graded stakes winner Rachel Halden for Gary Barber, Cheyenne Stable LLC and Wachtel Stable, the 4-year-old filly heads into her seventh stakes engagement…

OTTB Spotlight: Reel Love

“Last year, Reel Love came to our farm as a two-year-old. We have given her a year to grow into her long legs and let her body fill out. Thank you owner Conrad Farms and trainer Catherine Day Phillips for donating her to us.” – LongRun Thoroughbred Retirement Society

Woodbine makes increased donation to Thoroughbred Aftercare Alliance

TORONTO, October 7, 2025— Woodbine Entertainment presented Thoroughbred Aftercare Alliance with a $20,000 donation at the 5th annual Woodbine Aftercare Day on Saturday, October 4. Through its philanthropic branch Woodbine Cares, Woodbine Entertainment has enhanced its already standing commitment to investing in equine welfare and aftercare initiatives to help foster a prosperous and vibrant future for horse racing. ​ This past Saturday’s donation of $20,000 supports the incredible work done by the Thoroughbred Aftercare Alliance, a trusted nonprofit that works to accredit, inspect, and award grants to approved North American organizations that retrain, retire, and rehome Thoroughbreds who have finished…

Inside Track for October 4-5

A look at some of the top highlights from the past weekend of racing at Woodbine. Nearctic Stakes Sizzle No Nay Hudson (IRE) dug deep to turn the $250,000 Nearctic Stakes Presented by the Thoroughbred Aftercare Alliance (G2T) into a crowning moment, Saturday at Woodbine. Vying for his first graded score in his fourth attempt at the level, the experienced 5-year-old bay gelding duelled with several rivals, including multiple graded stakes winner Nobals, but ultimately prevailed over the latter by a neck for the flagship triumph. Now sporting a 5-4-2 line from 19 starts, the $190,000 purchase at the 2021…

ICYMI: Underdogs Step up to the Plate for Major October Weekend

No Question Rhetorical extended his unbeaten streak to four this season after a career-best showing in Saturday’s $1.25 million Turf Mile (G1T) at Keeneland. In his first taste of graded stakes action, the 4-year-old dark bay looked the part of a seasoned veteran, allowing the race to develop before finding the ideal time to strike down the stretch. The stunning effort as the field of 11’s third choice gave Rhetorical (9-1) his second straight stakes triumph (West Point on Aug. 24 at Saratoga) and fifth win from six starts lifetime (5-0-1). A $320,000 purchase at the 2022 Fasig-Tipton Saratoga New…

Fleet-footed filly Dixie Law delivers in Cup & Saucer Stakes

TORONTO, October 5, 2025 – Dixie Law rallied impressively to win Sunday’s running of the $250,000 Cup & Saucer Stakes at Woodbine. Run on the inner turf course, the 1 1/16-mile feature spotlighting 2-year-olds foaled in Canada went postward with nine hopefuls, including 4-1 Dixie Law, under Rafael Hernandez. It was a two-horse tussle for top spot, as Gone With Duwyn and Thundermaker threw down early, followed by mutuel choice Military Time, Buium and Oscar’s Encore, while Dixie Law found a seat in sixth through a lively opening quarter reached in :22.47. Thundermaker, at 10-1, was a head clear of Gone With Duwyn through a half in…

Cy Fair romps to Algonquin score

TORONTO, October 5, 2025 – Cy Fair fashioned a devastating turn of foot to propel her to victory in Sunday’s $175,000 bet365 Algonquin Stakes at Woodbine. Cy Fair broke sharply but was taken out of the early scramble by Sahin Civaci to sit last of six as Highwaytothemoon, Gypsy Art and Shak Town duked it through an opening panel in :22.56 on an inner turf listed as firm. The lead trio continued to match strides coming off the turn for home in the five-furlong inner turf race for 2-year-olds, but Cy Fair, who by then had moved into prime striking position, glided into contention…

A nose for victory: Silawi (IRE) digs deep for thrilling Grade 1 Canadian International win

TORONTO, October 4, 2025 – Silawi (IRE), sent off at 10-1, took the lead early and then held on bravely to take Saturday’s 85th running of the $750,000 Canadian International (G1T) at Woodbine. ​ Silawi (IRE), under Faleh Bughenaim, broke alertly from post seven and floated to the front to seize early control of the 1 ½-mile event for 3-year-olds and up. Nations Pride (IRE), who won the most recent running of the race in 2023, emerged in second spot after leaving a step slowly, followed by My Boy Prince and Haunted Dream (IRE), stablemate of Silawi (IRE). ​ Reaching the opening panel in :23.69 over a…

Breath Away (GB) breathtaking in Grade 2 Dance Smartly

TORONTO, October 4, 2025 – It was a win-win for the connections of Breath Away (GB) in Saturday’s $200,000 bet365 Dance Smartly Stakes (G2T) at Woodbine. With an automatic invitation to the Pegasus World Cup Filly & Mare Turf Invitational Stakes (G2T) at Gulfstream in January on the line, Breath Away (GB) was at the top of her grass game in the Dance Smartly, contested over 1 1/16 miles on the Woodbine inner turf course. Hurricane Clair, sent to the front early after starting from post three in the field of nine fillies and mares, led through early fractions of :23.13…

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