Downtown Pittsburgh has some street crime but that is usually late at night and usually drug-related from the details which get published. It is generally considered a safe place to walk around. You'll generally be OK, especially in a group.
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In our Pittsburgh Itinerary, we outlined the best way to spend 3 days in Pittsburgh, PA. We think it is the perfect amount of time to see all the highlights. That said, there are enough things to do and see in Pittsburgh that travelers could easily spend 5 days or longer.
Within Downtown Pittsburgh, Port Authority operates a free-fare T zone. The zone includes the following stations: First Avenue Station, Steel Plaza, Wood Street Station, and Gateway; North Side Station and Allegheny Station.