There are also plenty of outlets for legal online gambling in Pennsylvania at this time, though the number of options available does depend on the form of gambling that a bettor wants to do. You can choose from various legal poker sites in Pennsylvania, or, if you don't want to spend any money, specifically look for the best poker freerolls in Pennsylvania to play poker for free. Yes, it is legal to play online poker in Pennsylvania and has been since state lawmakers legalized it in 2017, with the first online poker site going live in 2019.