This was a critical step in garnering support for the future legalization of sports betting and online casinos. ✔️ Momentum toward the legalization of online casinos began in 2018 when Massachusetts legalized daily fantasy sports with the passage of S 2273.✔️ There is currently no legislation to outline the regulation and licensing of online casinos.The exception is social casinos also known as sweepstakes or free-to-play casinos. ✔️ It is not legal to play at any real money online casino in Massachusetts.