Kentucky Derby | 2019

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The 145th running of the Kentucky Derby 
Saturday, May 4th


The $3 million Kentucky Derby takes place on the first Saturday in May at historic Churchill Downs in Louisville Kentucky. Don’t miss a second of the action as the top 3-year-old's from across the country & around the world compete in the 145th installment of the ‘Run for the Roses'!

Join Winners For The Greatest 2 Minutes In Sports!

Saturday, May 4th • Doors Open At 10AM

Advance Wagering • Friday, May 3rd • Doors Open At 10AM At All Winners Locations.

Advanced wagering will be available at all Winners Venues including online with MyWinners & Telephone Wagering. Advanced wagering begins Friday May 3rd on the Kentucky Derby race only.  

*Must be 18+ to enter; 21+ in Putnam & Stamford.

Lucky Lou & Parlay Paul discuss all things Derby with The Coach on WELI! 

CLICK HERE to listen

Expert Picks, How to Bet, Merchandise & MORE!


     Name Title   KY Derby Picks   

    Lou Severino  

    Director of Simulcasting/In House Handicapper

    Coming Soon

    Paul DeRoseIn House Handicapper

     Coming Soon

    Bob EhaltNY Hot List

     Coming Soon

    Toby CalletProfessional Handicapper

     Coming Soon


  • Looking for some tips?

    Click here for our Kentucky Derby Wagering Help Sheet. 

    Straight Play:

    Small budget?  Look to play '$2 win wagers' on every horse – that would cost $40.

    Exotic Play:

    Place $2 win wagers on every horse mixed with some place & show wagers (guaranteed winners will be selected).

    Place a few $1 Exacta Box wagers (2 horses to come first and second in any order) – this is harder to hit, but you get a better payout!

    Trizotic Play:

    Play a few $1 Trifecta Box wagers with the two favorite horses to see if you can strike it Big! It will cost you $6 a wager with three horses, but what a return you'll get if it comes in!

    Expert Advice

    Click here for more information. (Coming soon)

  • Play at a Winners Venue:

    Make plans to join us at any of our 16 Winners Venues in Connecticut.

    Play online with MyWinners:

    You can also get ahead of the game & set up your Online Wagering Account to enjoy all things Derby!

  • Kentucky Oaks & Derby Special Wagers


    Wagering on the Oaks/Derby Double will be offered again this year. This wager involves a Daily Double on the Kentucky Oaks (run Friday) and the Kentucky Derby. Wagering will open on Friday, May 3rd and close at post time of the Kentucky Oaks, approx. 5:49pm on Friday. 

    There will also be a Oaks-Derby Pick 3 wager offered this year. This wager will be a Pick 3 combining the Kentucky Oaks (run Friday) with the Old Forester Turf Classic and Kentucky Derby (both run Saturday). Wagering will open Friday, May 3rd and will close at post time of the Kentucky Oaks, approx. 5:49pm on Friday. 

  • Watch The Kentucky Derby!


    Due to broadcasting rights, is unable to stream racing from Churchill Downs starting at noon on Friday, May 3rd & starting at noon on Saturday, May 4th.

    Don't worry - you'll still be able to watch the Kentucky Derby if you're visiting one of our 16 Winners Venues in Connecticut!

    Want to watch the KY Derby from home?

    You'll still be able to catch all the action & not miss a second of the 'Greatest 2 Minutes in Sports'!


    Thursday, May 2nd

    4:00pm - 6:30pm  |  NBC Sports Network (Kentucky Derby preview plus Churchill (Races 7 - 10) live

    Friday, May 3rd

    12:00pm - 3:00pm & 5:00pm - 6:30pm  |  NBC Sports Network (Kentucky Oakes Day, Churchill (Races 4 - 11) live

    Saturday, May 4th

    12:00pm - 3:00pm  |  NBC Sports Network

    3:00pm - 7:30pm | NBC


    NBC Channel Lineup - Per Cable Carrier

     Cable Carrier  NBC    NBC Sports Network  
     Optimum 4 212
     Frontier 4 640
     Xfinity 4 1207
     Cox 4 93
     Dish Network 4 159
     DirecTV 4 220
     Charter Spectrum 4 41


    Please Note: Channels may vary based on your location & HD Channels.

  • The Kentucky Derby is more than a horse race, it’s a long-standing tradition – and an excellent reason for a party! With that said you best believe Winners hosts the best Derby parties in the State!

    Bobby V’s Stamford

    268 Atlantic Street, Stamford, CT

    • Main Bar Dining Area & 2nd Floor Dining Area - Reservations are strongly encouraged; Entire party must arrive by 3pm for reservation to be honoured.
    • Bar Seating, Front Restaurant Dining Area & Wagering Carrels - First Come, First Served.

    Call 203-883-4320 or see the host to make your reservation today!

    Click here for more information.*



    Bobby V's Windsor Locks

    11 Schoephoester Road, Windsor Locks, CT

    • Dining room - reservations are strongly encouraged; must arrive by 3pm for reservation to be honoured
    • Patio seating - First come, first served.

    Call 860-627-5808 or see the hostess to make your reservation today!

    Click here for more information*.



    Winners Sports Haven

    600 Long Wharf Drive, New Haven, CT

    Sports Haven Bar & Grille Restaurant - $50 buffet* (breakfast • apps • entrees • dessert)

    {full buffet begins at 11am}

    Call 203.946.3252 to reserve your seat.

    *50% non-refundable deposit is required when making reservations.

    Click here for more information | 18+ to enter.


    Winners Manchester – Shea's Pizzeria & Sports Bar

    103 Tolland Tpke, Manchester, CT

    Food & drink specials, contests and ‘Enter to Win’ drawings.

    For more information call 860.533.1995 | 18+ to enter.


    Winners Putnam – The Black Dog

    146 Park Road, Putnam, CT

    For more information call 860.533.1995 | 21+ to enter.

    Click here for more information on Black Dog Bar and Grille.


    Winners Windham  - Next to the Sports Bar

    157 Boston Post Road, Windham, CT

    For more information call 860.463.2663 | 18+ to enter.

  • Whatever your budget or taste, there’s no right or wrong way to celebrate the Kentucky Derby. So, break out the hats and Mint Juleps, it’s time to start planning your perfect Kentucky Derby party!

    Remember, if you can’t make it to Winners here’s what you should have to experience the perfect Derby from the comfort of your home:

    • Get dressed up!
    • Gals in their best hats and sundresses
    • Guys in their bowlers hats and jackets; bright colors are key!
    • Party favors - balloons, Derby or horse themed cups, mint julep glasses – see select Winners locations
    • Excellent finger foods
    • Most importantly a Derby wager – click here for a Winners Venue near you


    If you’re not at Winners, tune in to NBC Sports Network on Friday, May 3rd, from 12:30 PM – 6:15 PM for Kentucky Oaks coverage. Then tune in to NBC on Saturday, May 4th, from 2:30 PM – 7:30 PM for all the Kentucky Derby action!


  • Celebrate Kentucky Derby 145 with official Derby T-shirts, caps and commemorative glasses.

    • T-Shirts - $10 or 6,000 Rewards points
    • Baseball Caps - $10 or 6,000 Rewards points
    • Glasses - $4 or 2,400 Rewards points

    Merchandise available at:

    • Winners Bradley  •  11 Schoephoester Road, Windsor Locks, CT
    • Winners Norwalk  •  24 Burnell Blvd, Norwalk, CT
    • Winners Shoreline  •  255 Kossuth Street, Bridgeport, CT
    • Winners Sports Haven  •  600 Long Wharf Drive, New Haven, CT
    • Winners Stamford  •  264 Atlantic Street, Stamford, CT

    18+ to enter; 21+ in Stamford & Putnam

Kentucky Derby Streaming & Bet Minimums


Churchill Downs has sold the exclusive rights to NBC to show racing from the Kentucky Oaks & Kentucky Derby.  Unfortunately, this means that we are unable to show any live video of the Kentucky Oaks & the Kentucky Derby, along with all other races originating from Churchill Downs on Friday & Saturday.

Bet minimums:

As in past years, on both the Kentucky Oaks and Kentucky Derby Day - the Churchill Downs Superfecta will be a $1 minimum wager (normally .10 minimum).