Your Betting Week with MyWinners: March 27 – April 2, 2026
The biggest seven days in spring betting — two $1 million+ horse racing majors, the Dubai World Cup, March Madness heading for the Final Four, UFC in Seattle, and MLB finding its stride.
It doesn't get much bigger than this. The seven days from Friday, March 27 through Thursday, April 2 pack in arguably the richest single week of the betting year — a trio of Grade 1 horse racing showdowns on the same Saturday, March Madness reaching its Elite Eight climax, UFC returning to Seattle with a headline clash of contrasting fortunes, and a brand new MLB season starting to find its rhythm. Whether your bankroll is riding on a Kentucky Derby hopeful, a college basketball bracket, or a mid-week NBA moneyline, there's action every single day. Here's everything you need to know.
Saturday, March 28 — The Big One
Three major horse racing events and a UFC main card on the same evening. Mark it in your calendar now.
Dubai World Cup Night — Meydan Racecourse
The 30th Dubai World Cup takes place at Meydan Racecourse on Saturday, March 28, with $30.5 million in prize money spread across nine elite races — the richest single event in thoroughbred racing. This year's card is headlined by a horse that has been virtually untouchable. Japanese superstar Forever Young arrives at Meydan off back-to-back wins in the Breeders' Cup Classic and the $20 million Saudi Cup — a sequence that has cemented his status as the best dirt horse on the planet heading into the $12 million main event.
The supporting card is equally deep. The $6 million Dubai Sheema Classic features Calandagan, rated the 2025 World's Best Racehorse, taking on Giavellotto and Breeders' Cup Turf winner Ethical Diamond. The Al Quoz Sprint sees last year's Queen Elizabeth II Jubilee Stakes winner Lazzat attempt to reverse form against U.S. multiple stakes winner Reef Runner. Nine races, nine betting angles, and a card spanning every major surface and distance from six furlongs to a mile and a half.
Full MyWinners betting guide: Dubai World Cup Night 2026
Florida Derby — Gulfstream Park, Hallandale Beach, FL
The $1 million Florida Derby (G1) at Gulfstream Park headlines a 14-race card on Saturday, offering 100 Kentucky Derby qualifying points to the winner. It's the 75th running of a race that has produced 26 Kentucky Derby winners, and this year's edition arrives with a genuinely open market. Chief Wallabee was installed as the narrow 2-1 morning-line favorite, trained by Hall of Famer Bill Mott. Commandment, the Fountain of Youth (G2) winner trained by Brad Cox, enters on a three-race win streak at 5-2. Todd Pletcher's Nearly, winner of the Holy Bull (G3), looks to extend his own winning run to four at 4-1.
The race could well determine the Kentucky Derby favorite. A win here against fellow top contenders would likely send the winner to Churchill Downs as the chalk on May 2. The undercard includes the $250,000 Gulfstream Park Oaks (G2) and four other graded stakes worth $2.45 million in total purses.
Full MyWinners betting guide: Florida Derby 2026 — Gulfstream Park
Arkansas Derby — Oaklawn Park, Hot Springs, AR
While Gulfstream draws the blue-bloods, Oaklawn serves up its own high-stakes qualifier the same afternoon. The $1.5 million Arkansas Derby (G1) also offers 100 qualifying points to the winner, making Saturday March 28 the single most point-loaded day on the entire Road to the Kentucky Derby. Sam F. Davis Stakes winner Renegade, trained by Todd Pletcher, was installed as the 3-2 morning-line favorite, with jockey Irad Ortiz Jr. reportedly passing up a Florida Derby mount to stay aboard. Silent Tactic enters having competed in all four Oaklawn Kentucky Derby qualifying races, while Bob Baffert's Litmus Test looks for a rebound with blinkers removed. Longshots Blackout Time and Taptastic offer trifecta value for bettors willing to look beyond the chalk.
Full MyWinners betting guide: Arkansas Derby 2026 — Oaklawn
UFC Fight Night: Adesanya vs. Pyfer — Seattle, WA
Former two-time UFC Middleweight Champion Israel Adesanya takes on rising contender Joe Pyfer at Climate Pledge Arena in Seattle on Saturday night. It's a classic case of two careers heading in opposite directions — Adesanya remains a top-five middleweight but arrives on a three-fight slide, while Pyfer enters riding a three-fight winning streak and is viewed as one of the division's most dangerous ascending fighters. At 36, Adesanya knows the stakes. This is likely a career-defining moment in either direction, making it a fascinating betting proposition beyond a straight moneyline.
The co-main event is a women's flyweight rematch between Alexa Grasso and Maycee Barber, with a spot in the title picture seemingly up for grabs. With 13 bouts on the card, there's plenty of prop betting opportunity across the full night. Prelims start at 5 p.m. ET, main card at 8 p.m. ET. Watch it live and place your bets at any Winners or MyWinners location.
Thursday, March 26 – Friday, March 27 — March Madness Sweet 16
The tournament's second weekend kicks off with the Sweet 16, and the bracket has already been turned upside down. No. 9 seed Iowa upset defending champion Florida in the second round, busting brackets nationwide and leaving the field genuinely wide open. Thursday's games tip off in Houston and San Jose, with Friday's action in Chicago and Washington, D.C.
No. 1 seed Duke faces a tough test with point guard Caleb Foster's fitness in doubt, while No. 2 seed Houston gets a home-crowd advantage at Toyota Center — two wins from a third Final Four appearance in six seasons. With no dominant chalk left standing, there's outstanding value across moneylines, spreads, and player props throughout the weekend.
Full MyWinners betting guide: Sweet 16 Betting 2026
Saturday, March 28 – Sunday, March 29 — March Madness Elite Eight
The Elite Eight takes place across Saturday and Sunday, with four games deciding which teams advance to the Final Four in Indianapolis on April 4. Saturday's games tip off at 6:09 p.m. ET from Houston and San Jose; Sunday's action starts at 2:15 p.m. ET from Chicago and Washington, D.C. With Florida already eliminated and no dominant favorite, the bracket is genuinely anyone's run for the roses — which means real value on both sides of every matchup.
Don't overlook the Women's Tournament either. The women's Elite Eight runs March 29–30, with the Final Four heading to Phoenix on April 3 and the championship game on April 5. The women's bracket has its own compelling storylines and betting markets worth exploring.
The MLB Season Finds Its Feet
The 2026 MLB season is now in its first full week of action. With pitching consistently ahead of hitting at this stage of the spring, totals and starting pitcher matchups offer some of the best early-season value. Moneylines on proven aces facing weaker lineups at run-suppressing parks are worth targeting in your parlay. Keep a close eye on bullpen usage — teams manage starter pitch counts carefully in April, and a short outing from a frontline arm can flip a total quickly. Sharp bettors follow those reports closely.
NBA — Playoff Positioning Heats Up
With the NBA regular season entering its final stretch, the league's best teams are juggling rotation management and seeding fights simultaneously. That creates a nuanced betting environment — favorites resting stars can be vulnerable against the spread, while play-in race teams are highly motivated. The fringe contenders fighting for their postseason lives are the spots worth watching for moneyline value. Check Fanatics Sportsbook in store for current lines as the standings tighten through the week.
Greyhounds — Action Every Day
For bettors who want action every day of the week, greyhound racing runs continuously across tracks including Palm Beach Kennel Club and Wheeling Island. Greyhound pools at MyWinners are available daily, with trifecta and superfecta bets offering outsized payouts when you get the combination right. Compared to horse racing, the shorter greyhound fields make exacta boxes more manageable — and thorough form study of trap draw, recent times, and distance preference is where the real edge lies.
Your Week at a Glance
Thursday, March 26: March Madness Sweet 16 (Houston / San Jose)
Friday, March 27: March Madness Sweet 16 (Chicago / Washington, D.C.)
Saturday, March 28: Florida Derby, Arkansas Derby, Dubai World Cup Night, March Madness Elite Eight, UFC Fight Night: Adesanya vs. Pyfer, MLB
Sunday, March 29: March Madness Elite Eight, Women's Elite Eight, NBA, MLB, Greyhounds
Monday–Thursday: MLB daily action, NBA, Greyhounds
How to Bet With MyWinners This Week
With one of the biggest betting weeks of the year kicking off on Friday, there's never been a better time to get your MyWinners account loaded up and ready. Online, you can bet on horse racing and greyhound racing— including all the races covered in this preview — at app.mywinners.com. Prefer to bet on your phone? Download the MyWinners: Racing & Sports app on iOS or Android and take the action with you wherever you are.
Rather watch the events on the big screen? Thanks to Fanatics Sportsbook being live at all nine Winners and MyWinners venues across Connecticut, you get a full sports betting offer alongside horse racing and greyhounds in a great atmosphere. Find your nearest Winners venue in CT and make a day of it.
Frequently Asked Questions
Can I bet on the Florida Derby at MyWinners?
Yes. MyWinners offers full pool betting on the Florida Derby at Gulfstream Park, including win/place/show, exacta, trifecta, and superfecta pools.
Can I bet on the Dubai World Cup at MyWinners?
Yes. The Dubai World Cup card at Meydan is available to bet at MyWinners, with pari-mutuel pools covering all nine races on the card including the $12 million main event.
CanI bet on March Madness at MyWinners?
Yes. Fanatics Sportsbook in all Winners and MyWinners venues offers full betting markets on every March Madness game through the Elite Eight, Final Four, and national championship, including moneylines, spreads, totals, and parlays, subject to local regulations in CT.
Can I bet on MLB at MyWinners?
Yes. Fanatics Sportsbook in all Winners and MyWinners venues covers the full MLB schedule, with daily moneylines, run-line spreads, totals, and player props available on every game of the 2026 season.
Can I bet on greyhounds at MyWinners?
Yes. Greyhound racing is available at MyWinners every day of the week, with pool betting on all major tracks including win/place/show, exacta, trifecta, and superfecta pools.
