Winners Milford is the home of sports betting in Milford CT. It brings sports betting to the Connecticut shoreline at 89 Roses Mill Rd, just off Interstate 95 between Bridgeport and New Haven. Fanatics Sportsbook runs in person here, with eight self service kiosks, two manual tellers and 58 HD screens. You must be 21 or older to place a sports bet.
The doors close at 7 PM on Tuesdays and Wednesdays, 8 PM on Fridays and Saturdays, and 8:15 PM on Sundays, Mondays and Thursdays. That makes timing the key skill for sports betting in Milford CT, so we built this guide around it.
Winners Milford on Roses Mill Road
The venue packs more than 70 seats into 4,600 square feet, with free parking on site. Snacks and soft drinks are on hand, and you’ll find more dining options nearby. Call 203 877 8367 or read the MyWinners Help Center entry for the full list of services.
Two tellers work alongside the eight kiosks. That gives you a person to talk to even on a busy Saturday afternoon.
Plan Around Milford’s Closing Times
Winners Milford keeps daytime hours. It opens at 11:30 AM on weekdays and 11 AM on weekends. Thursday and Monday night football kick off at 8:15 PM, the same minute the doors close on those nights. Sunday Night Football starts at 8:20 PM, five minutes after Sunday closing, and the NFL’s London games kick off at 9:30 AM ET, well before the doors open.
That doesn’t stop you betting on any of them. Fixed odds lock in when you place the bet, so you can back the Sunday night game in the afternoon and watch it at home. For a London game, place your bet on Saturday.
When to Place Your Bet
Lines move. Injury news, weather and the weight of money all shift the number between the day a line opens and kickoff. Bet early to grab a price before the market catches up. Bet late and you know more about who’s playing.
Here’s why the number matters. Say you take a team at -3 and the line later moves to -3.5. If your team wins by exactly three, your bet pushes and you get your stake back. A bettor who waited for -3.5 loses on the same result.
Keep Your Ticket Until the Game Ends
Your printed ticket is your bet. If you bet on a night game, the result lands after the venue closes, so hold on to the ticket and bring it back to collect.
What’s on the Board
The Connecticut Lottery Corporation lists pro and college football, basketball, hockey and baseball at its Fanatics retail sportsbooks, along with tennis, soccer, golf, MMA and boxing. Check the kiosks on your visit for the current markets.
Racing on the Shoreline
Winners Milford carries live racing and simulcast feeds from tracks in the US and abroad. Horse racing and greyhound racing bets start at age 18. The counter sells Connecticut Lottery, Mega Millions and Powerball tickets, and staff can handle deposits and withdrawals for your MyWinners account.
Smart Sports Betting in Milford CT
You need to be 21 to place a sports bet at Winners Milford. Pick a budget, keep each bet small enough that a loss doesn’t sting, and walk away when the budget runs out.
The Connecticut Council on Problem Gambling offers a free helpline at 1 (888) 789 7777, available 24 hours a day. The Connecticut Department of Consumer Protection oversees gaming in Connecticut.
Stop by Roses Mill Road
Get to Winners Milford in the afternoon, lock in your numbers while the lines suit you and catch the early games on 58 screens. It’s the simplest way to bet on sports along the shoreline.

