There's a guy on reddit asking for advice:

 

http://www.reddit.com/r/cincinnati/comments/qkyz8/good_things_to_do_in_downtown/

 

Starting Monday, I'll be traveling to Cincinnati Monday - Friday of each week. I don't anticipate working late most nights, and I'd like to find some things to do to stay busy.

Keep in mind, these are all weeknights that I'm there, and I'm staying in downtown. I'll be there each week for about three months and don't want to die of boredom.

Ideas?

The Contemporary Arts Center is open on Monday evenings.

Oh man, where do you go from here.  How about a few of the below:

 

1) New Christian Moerlein Lagger House

2) Toby Keith's - I Love This Bar and Grill

3) Gateway Quarter / Vine Street Scene

4) Show at the Aronoff

5) Contemporary Arts Center

6) Neons Bar near Main and 12th (great patio as we experienced last night)

7) Blue Wisp Jazz Club

8) Performance at Music Hall

9) Restaurant Row on Sixth Street

10) Events at The Taft Theater

11) Events on Fountain Square (albeit they're just ramping up for Spring)

12) If you must, Newport on the Levee

 

...those are just off the top of my head.  I'll try to think more later.

 

Note: When all else fails he could stop by the Visitors Center on Fountain Square (albeit only open limited hours during the day) to get more ideas.

Plenty of good options there.  I would add:

 

* Walk up to Mt. Adams for dinner one evening.

* Take one of those horse carriage rides that leave from Fountain Square.  Surprisingly fun.

* Carew Tower observation deck.

* Cab it up to the art museum (though I don't know what their evening hours are like).

* Reds game (he'll definitely be here for plenty of those)

* I'd take the opportunity to hit every decent restaurant downtown (Palace, Orchids, Via Vite, Nicholson's, Nada, Nicola's, Ruby's, etc.).

* A walking architecture tour of downtown.  I'm sure there are guides for this kind of stuff online.

* One of the Cincy Haus tours of OTR. 

* Live music at MOTR (pretty much every night)