Located just off the highway between Bridgeport and New Haven, Winners Milford is your quick-stop destination for live racing and sports betting in southern Connecticut. With 58 high-definition screens, 8 self-service kiosks, and more than 4,600 square feet of entertainment space, this venue delivers convenience, excitement, and comfort for racing fans and sports enthusiasts alike.
Experience the Excitement
At Winners Milford, you’ll find all your favorite MyWinners features — plus exclusive on-site experiences that make every visit worth the trip.
Here’s what’s waiting for you:
Live Racing & Simulcast Feeds: Catch every race from across the US and international tracks on 58 wall-to-wall screens.
Sports Kiosks & Fanatics Sportsbook: Place legal bets on your favorite teams with Fanatics Betting & Gaming.
Self-Service Betting: Skip the line and wager instantly at 8 digital kiosks, or use our manual teller for a personal touch.
Food & Drinks: Grab snacks, soft drinks, or enjoy nearby dining options for a relaxed experience.
Promotions & Competitions: Take part in exclusive in-venue giveaways, seasonal challenges, and live-viewing events.
A Hub for Racing, Sports & Community
Winners Milford isn’t just a betting venue — it’s a community hub for fans across New Haven County. Whether you’re watching a big race, following your fantasy picks, or just catching up with friends, you’ll find an inclusive, easy-going atmosphere that welcomes both new visitors and loyal locals.
Total Screens: 58
Sports Kiosks: 8
Manual Teller: 2
Seats Available: Over 70
Services Available
Live Racing
Simulcast Wagering
Fanatics Sports Betting
Snacks & Drinks
Customer Assistance
MyWinners Account Servicing
Free Parking
Location & Contact
Phone: +1 203-877-8367
Address: Winners Milford, 89 Roses Mill Road, Milford, CT 06460, United States
Opening Hours:
Monday: 11:30 am – 6 pm
Tuesday: 11:30 am – 6 pm
Wednesday: 11:30 am – 6 pm
Thursday: 11:30 am – 8 pm
Friday: 11:30 am – 9 pm
Saturday: 11:30 am – 9 pm
Sunday: 11:30 am – 6 pm
Hours may differ on public holidays.
Parking: Free on-site parking available
Directions: Located just off I-95 between Bridgeport and New Haven, easily accessible for visitors traveling along the Connecticut shoreline.
What You Can Do at Winners Milford
Whether you prefer racing, sports, or socialising, Winners Milford has you covered:
Whether you’re in it for the thrill, the atmosphere, or just a fun night out — we’ve got you covered.
Bet: On horse racing, greyhound races, or Fanatics sports markets.
Watch: Every race and match live on 58 HD screens.
Socialise: Catch up with friends and celebrate your wins together.
Go Digital: Log in to MyWinners to manage your account, place wagers, and keep the excitement going anywhere in Connecticut.
💡 Did You Know? Winners Milford is ideally positioned between Bridgeport and New Haven, offering easy access, comfortable seating, and quick betting stops for travellers on the go.
Frequently Asked Questions
How do I place a bet at Winners Milford?
How do I place a bet at Winners Milford?
You can place bets at the self-service kiosks or with assistance from our team. Fanatics Sportsbook is also available on-site for fully licensed sports betting.
Is Fanatics Sports Betting available at Winners Milford?
Is Fanatics Sports Betting available at Winners Milford?
Yes. Fanatics Sports Betting operates on-site at Winners Milford alongside our pari-mutuel wagering facilities. Guests can place fully licensed and legal sports bets in person, with the same level of service and convenience found at other Winners and Fanatics locations.
Can I use my MyWinners account at Winners Milford?
Can I use my MyWinners account at Winners Milford?
Yes. Our staff can manually process deposits and withdrawals linked to your MyWinners wallet.
Do I need to be a member to visit Winners Milford?
Do I need to be a member to visit Winners Milford?
No membership is required. You must be 18 or older to wager on pari-mutuel racing and 21 or older to place Fanatics sports bets.
Are there any promotions or competitions at Winners Milford?
Are there any promotions or competitions at Winners Milford?
Absolutely. We run venue-exclusive promotions and competitions — check in on-site or follow MyWinners for ongoing offers.