In fact, pari-mutuel wagering has been regulated in Maryland for over 100 years. Horse racing betting is legal, and you can place bets at off-track betting locations and online. However, the best way to play, or bet on sports, is at licensed offshore gambling sites like BetOnline. Local regulated online casinos are not currently available in Maryland, but you can play casino games at the six land-based casino locations in the state. Land-based casinos have been open in Maryland since 2010, with Hollywood Casino Perryville being the first casino to open. Retail sportsbooks began to open in December 2021, with online sportsbooks following in November 2022. Retail and online sports betting was regulated in Maryland in May 2021 when Governor Larry Hogan signed HB 940. Maryland Online Gambling Legislation Timeline Mega Dice – Never worry about having to pass a KYC.Lucky Block – Gamble and get instant withdrawals.SportsBetting.ag – Bet on sports with low margins.Las Atlantis – Pick up numerous free bet bonuses every week.MyBookie – Join exclusive blackjack tournaments.XBet – Simple user interface for casual gamblers.BetUS – High betting limits across 20+ sports.BetNow – Great site for MLB betting and table gaming.Wild Casino – Top online casino in Maryland.BetOnline – Best online gambling site in Maryland.