Get a $50 Risk-Free Bet for the 2021 Kentucky Derby at TwinSpires

Experience the excitement of the 2021 Kentucky Derby at Churchill Downs to be held on Saturday, May 1st by wagering online with TwinSpires! Signing up is easy, and we’ll provide your new account with a risk-free betting opportunity for your first WIN bet. TwinSpires will refund your first win bet up to $50, if your horse doesn’t finish first.

Register today and start betting online!

TwinSpires is the Official Kentucky Derby Betting Partner.

$50 Risk-Free Offer

With registering for the first time and entering the promotional code of FREE50, you will have 14 days to deposit and place a first WIN bet, risk-free, up to $50. Meaning we will refund your $50 bet, if you horse doesn’t win! Members can wager free at 300+ thoroughbred, harness and quarter horse tracks worldwide, with exclusive access to major horse racing events including the 2021 Kentucky Derby.

iPhone, Android, or Laptop

Bet Anywhere. TwinSpires gives you an instant wagering advantage. Our advanced betting and handicapping tools with real-time technology give you the ability to adjust your bets as race information changes, right up to post time.

Security, Integrity, Tradition

TwinSpires, part of publicly-traded Churchill Downs (NASDAQ: CHDN), is the official online wagering home of the Kentucky Derby. TwinSpires delivers the ultimate horseracing experience, with the latest in technology for wagering that’s safe and secure.

Road to the Kentucky Derby

Race NamePurseDistance/SurfaceTrackDatePoints
2021 Kentucky Derby $3,000,0001 1/4 Miles/DirtChurchill Downs May 1, 2021
Iroquois $200,0001 1/16 Miles/DirtChurchill Downs Sept 5, 202010-4-2-1
Juddmonte Royal Lodge 1 Mile/Turf Newmarket (GB) Sept 26, 2020 10-4-2-1
American Pharoah (FrontRunner)$300,0001 1/16 Miles/DirtSanta Anita Park Sept 26, 202010-4-2-1
The Beresford 1 Mile/Turf Curragh Set 26, 2020 10-4-2-1
Breeders’ Futurity$500,0001 1/16 Miles/DirtKeeneland Oct 3, 2020 10-4-2-1
Qatar Prix Jean-Luc Lagardère 1 Mile/Turf Longchamp Oct 4, 2020 10-4-2-1
Champagne$500,0001 Mile/DirtBelmont Park Oct 10, 202010-4-2-1
Vertem Futurity Trophy1 Mile/Turf Doncaster (GB) Oct 24, 202010-4-2-1
Breeders’ Cup Juvenile$2,000,0001 1/16 Miles/Dirt Keeneland Nov 6, 202020-8-4-2
Kentucky Jockey Club$200,0001 1/16 Miles/DirtChurchill Downs Nov 28, 202010-4-2-1
Cattleya Sho1 Mile/Dirt Tokyo Racecourse (JPN) Nov 28, 202010-4-2-1
Remsen $150,0001 1/8 Miles/DirtAqueduct Dec 5, 202010-4-2-1
Zen-Nippon Nisai Yushun1 Mile/Dirt Kawasaki Racecourse (JPN) Dec 16, 2019 20-8-4-2
Springboard Mile $300,000 1 Mile/Dirt Remington Park Dec 18, 2020 10-4-2-1
Los Alamitos Futurity$250,0001 1/16 Miles/DirtLos Alamitos Race Course Dec 19, 202010-4-2-1
Jerome$150,0001 Mile 70 Yards/DirtAqueduct Jan 1, 202110-4-2-1
Sham$100,0001 Mile/DirtSanta Anita Park Jan 2, 202110-4-2-1
Lecomte$200,0001 Mile 70 Yards/DirtFair Grounds Jan 16, 202110-4-2-1
Smarty Jones$300,0001 Mile/DirtOaklawn Park Jan 22, 202110-4-2-1
Robert B. Lewis$150,0001 1/16 Miles/DirtSanta Anita Park Jan 30, 202110-4-2-1
Holy Bull$350,0001 1/16 Miles/DirtGulfstream Park Jan 30, 2021 10-4-2-1
Withers$250,0001 1/16 Miles/DirtAqueduct Feb 6, 202110-4-2-1
Sam F. Davis$250,0001 1/16 Miles/DirtTampa Bay Downs Feb 6, 202110-4-2-1
El Camino Real Derby$200,0001 1/8 Miles/DirtGolden Gate Fields Feb 13, 202110-4-2-1
Risen Star$400,0001 1/16 Miles/DirtFair Grounds Feb 13, 202150-20-10-5
Hyacinth1 Mile/Dirt Tokyo Racecourse (JPN) Feb 21, 2021 30-12-6-3
John Battaglia Memorial $100,000 1 1/16 Miles/Dirt Turfway Park Feb 26, 2021 10-4-2-1
Southwest$400,0001 1/16 Miles/DirtOaklawn Park Feb 27, 2021 10-4-2-1
Fountain of Youth $400,000 1 1/16 Miles/Dirt Gulfstream Park Feb 27, 2021 50-20-10-5
Road to the Kentucky Derby Condition S.1 Mile/Dirt Kempton Park (GB) Mar 3, 2021 20-8-4-2
Patton (Listed)1 Mile/Dirt Dundalk (IRE) Mar 5, 2021 20-8-4-2
Gotham$300,0001 1/16 Miles/DirtAqueduct Mar 6, 2021 50-20-10-5
San Felipe$400,0001 1/16 Miles/DirtSanta Anita Park Mar 6, 2021 50-20-10-5
Tampa Bay Derby$350,0001 1/16 Miles/DirtTampa Bay Downs Mar 6, 2021 50-20-10-5
Rebel$900,0001 1/16 Miles/DirtOaklawn Park Mar 13, 2021 50-20-10-5
Louisiana Derby$1,000,0001 1/8 Miles/DirtFair Grounds Mar 20, 2021 100-40-20-10
Jeff Ruby Steaks (Spiral Stakes)$500,0001 1/8 Miles/DirtTurfway Park Mar 2020 100-40-20-10
Sunland Derby$800,0001 1/8 Miles/DirtSunland Park Cancelled 50-20-10-5
UAE Derby$2,000,0001 3/16 Miles/DirtMeydan Racecourse Mar 27, 2021 100-40-20-10
Florida Derby$1,000,0001 1/8 Miles/DirtGulfstream Park Mar 27, 2021 100-40-20-10
Fukuryu   1 1/8 Miles/Dirt Nakayama Racecourse (JPN) Mar 27, 2021 40-16-8-4
Cardinal Condition Stakes   1 Mile A/W Chelmsford City (GB) Apr 1, 2021 30-12-6-3
Blue Grass$1,000,0001 1/8 Miles/DirtKeeneland Apr 3, 2021 100-40-20-10
Wood Memorial$750,0001 1/8 Miles/DirtAqueduct Apr 3, 2021 100-40-20-10
Santa Anita Derby$1,000,0001 1/8 Miles/DirtSanta Anita Park Apr 3, 2021 100-40-20-10
Arkansas Derby$1,000,0001 1/8 Miles/DirtOaklawn Park Apr 10, 2021 100-40-20-10
Lexington $200,000 1 1/16 Miles/Dirt Keeneland Apr 10, 2021 20-8-4-2

The 2021 Kentucky Derby Event

Where and When to watch the race:

  • When:
    • Kentucky Derby: Saturday, May 1, 2021
    • Kentucky Oaks: Friday, April 30, 2021
  • Where
  • Race Time
    • Race 12
  • Television Coverage
    • NBCSN Friday – 12:00pm to 6:00pm ET
    • NBCSN Saturday – 12:00pm to 2:30pm ET
    • NBC Saturday – 2:30pm to 7:30pm ET

Kentucky Derby History

The Run for the Roses. The Greatest Two Minutes in Sports. No matter what moniker you care to use, the Kentucky Derby has become an American institution. Its date – the first Saturday in May – is unforgettable, its location – Churchill Downs with its Twin Spires – iconic.

First run in 1875 and patterned after the English Derby at Epsom Downs, the inaugural Kentucky Derby was won by Aristides over 1 1/2 miles, which remained the Derby distance until 1896 when it was shortened to 1 1/4 miles.

“I do not care if she never wins another race, nor if she ever starts in another race, she has won the greatest race in America and I am satisfied,” owner Harry Payne Whitney remarked when Regret became the first filly ever to win the Kentucky Derby in 1915. In so doing, he validated Churchill Downs president Col. Matt Winn’s efforts to make the Derby the most important and prestigious brand in American racing, a position it’s held for more than a century.

The starting point of the Triple Crown, the Kentucky Derby, has witnessed all 13 of the series’ winners, from Sir Barton in 1919 to Justify in 2018. The Derby counted as one of the mighty Citation’s 16 consecutive victories, while Secretariat, who many consider the greatest Thoroughbred ever seen on the American turf, maintains the Derby race record of 1:59.40.

For the non-Triple Crown winner, a victory in the Kentucky Derby nonetheless ensures a spot in the sport’s pantheon. It’s counted among the highlights in the careers of such Hall of Fame performers as Exterminator, Swaps, Northern Dancer, Spectacular Bid, Alysheba, and Sunday Silence, plus the fillies Genuine Risk and Winning Colors.

The human element is also woven deeply into the Derby fabric. The father-son trainer combo of Ben and H.A. “Jimmy” Jones graced the Derby winner’s circle a collective eight times from 1938 through 1958. Among jockeys, the legendary Eddie Arcaro and Bill Hartack each captured the classic five times. Among Arcaro’s quintet were the Triple Crown winners Whirlaway and Citation.

Befitting its position as the most sought-after prize in racing, the Derby is also well known for its attendance and viewership, as well as the amount of betting it generates. Crowds of more than 150,000 have become commonplace at the hallowed Louisville course, while television ratings exceed those of any other race in the country and nearly all other sporting events on the day.

Betting on the Kentucky Derby Day card hovers around $200 million, a large chunk of it on the Derby itself as the only race throughout the year with as many as 20 starters. Interest on betting the Derby is not only at an all-time high, but begins months beforehand with the Kentucky Derby Future Wager (KDFW) offered four times throughout the winter and spring at various tracks, off-track facilities, and online platforms like

With Derby thoughts immediately swirling at the sight a good-looking two-year-old winner, the Kentucky Derby has truly become a year-round phenomenon.

Kentucky Derby Video

Kentucky Derby Future Wager

Featuring the Future Wager & Sire Wager
Opens: November 26, 2020 at 12 PM
November 29, 2020 at 6 PM

Featuring the Future Wager
Opens: January 22, 2021 at 12 PM
January 24, 2021 at 6 PM

Featuring the Future Wager
Opens: February 12, 2021 at 12 PM
February 14, 2021 at 6 PM

Featuring the Future Wager, Kentucky Oaks & Derby/Oaks Double
Opens: March 5, 2021 at 12 PM
March 7, 2021 at 6 PM (Oaks and Oaks/Derby Double Wagers close at 6:30 PM)

Featuring the Future Wager
Opens: March 26, 2021 at 12 PM
March 28, 2021 at 6 PM

Single-Race Exotic Bets

On an Exacta Bet you need to choose the horses that will finish first AND second in the correct order to claim your winnings!

Pick the first 2 finishers (they can come in either order) to win!

Pick the first 3 finishers to claim your winnings!

Pick the first 4 finishers to be a winner!

Pick the first 5 finishers and you’re a winner!

Multi-Race Exotic Bets

Pick the winners of 2 consecutive races and you can collect your winnings!

Pick the winners of 3 consecutive races and you win!

Pick the winners of 4 consecutive races and your winnings are waiting for you at the window!

Pick the winners of 5 consecutive races and claim your winnings!

Pick the winners of 6 consecutive races and claim your winnings!


TwinSpires is the premier destination for FREE and legal US horse race betting and proud to be the Official Partner of the Kentucky Derby. Register at TwinSpires if you love the thrill of horse racing, and want to bring the experience of the track wherever you go.


Taking place on the first Saturday in May every year, the Kentucky Derby is the longest continually held sporting event in America, and it is one of the most prestigious horse races in the world. The Kentucky Derby is the first race within the Triple Crown of Thoroughbred Racing, where it is followed by the Preakness Stakes race and the Belmont Stakes race.