The parking lot of the Parkette on old Bridgeport Hill has a nice view of downtown, especially at Sunset. And, they have great hoagies. They’re closed on Mondays and close early (maybe 3:30) on Sundays.
CENTRA is the city bus system. I only rode it a couple of times when a family member was a bus driver. Looking up some routes and taking a long ride could be an interesting way to take a look around.
The 911 call dispatch log can give an idea of places that might have a pattern of trouble. It shows the calls of the past 24 hours.
Harrison County CAD is intended for the media, but is available to the general public online.