I live less than 10 minutes from Downtown Akron (in the Highland Square/West Akron area).
Sure you are right, there are a lot of 'homeless-looking people' down on Main....however, right in front of Cascade Plaza is where all of the city buses sit to drop off and pick people up, so there are usually a ton of
all types of people hanging around there.
As far as the Civic Theater...have you been inside?? They sunk tons of money into rehabbing that building - its beautiful inside. And that doesnt include the brand new library and the Art Museum that they are giving a facelift.
During the week its primarily working people (its downtown) and of course a lot of the kids from college (the UofA Polsky Building is right downtown as well). On the weekends, htlong is right....there are concerts at Lock3Park and Aeros b-ball games all the time. As far as the bars....same as Cleveland...bustling Friday and Saturday nights by Jillians, Brubakers, etc.
They are trying to bring back downtown A-K...Testa companies just built a huge, quite expensive Retail/eatery and residential building right near Luigi's in the "Northside" area:
http://www.northsidelofts.com/
If you don't like the immediate downtown thing, Highland Square has Aladdins (super! Mid-Eastern food), Angel Falls Coffee, Revival (vintage clothing store), Two Amigo's (mexican), Mary Coyles (ice cream) and Dodies neighborhood restaurant. Or, check out a movie at the Highland Theater - they still serve alcohol during the movies which is cool, old school style and it has great architecture. Its a quaint little neighborhood of which they are also trying to build up. New construction has been started on a brand new Highland Square branch library, a grocery store (soon to come), and the new Chipotle is finally open.
What else were you hoping to find exactly, just out of curiosity?