R Bar is the hockey bar, right outside the arena, all hockey all the time, great place to pre and post game and even go on off nights. Anywhere right there on Park Street will be fun for a 20's something. If your dad likes live music of the classic variety, Woodlands Bar in Grandview and Park Street Tavern on Park St. Historical Society for a day thing, never been to the Air Museum in Dayton but that seems like a long drive when there is plenty to do here. At least an hour both ways and you don't know your way around...If you like nice steakhouses, Hyde Park on High Street. Gordon Biersch next to the arena has good food and beers also. I personally would skip the Statehouse, not much to see on the inside really. Wouldn't mean much to you unless you are from Ohio.
Enjoy our city! I'll be going to New York for the Feb 22 game, any idea where the Jackets or opposing teams usually stay in New York?