Cleveland Chop is a great place to have within walking distance if you live downtown.
Although I think the dinner menu is a bit pricy, I do love their awesome happy hour specials. The drinks and appetizers make for a great evening and you can walk out with a couple drinks, app and tip for $20 or less.
I actually discovered my favorite wine here a couple years ago, and will happily pay their happy hour price for a few glasses!
The bar has one of those ice cooling features to keep you drinks cold which is pretty cool, and there's also shuffle board to play with your friends.
For dinner, they serve a melt in your mouth cornbread starter which is delicious!