If you think concert tickets are high, check out baseball.
Actually, around here, at least, going to a a baseball game is about the cheapest game in town, in terms of entertainment. Cheap seats at PNC Park to see the Pirates are still cheaper than a full-price movie ticket on a weekend night, and they are always running some sort of cheap food promotions (like dollar dog nights, etc.)--and it is still geared to be a "family-oriented" event. PNC Park is a beautiful venue, right on the rivers downtown, and has been used as a model by many other new MLB parks. It is also readily accessible via public transportation, which is a huge bonus.
Now go to one of the major concert venues, a Steeler's game at Heinz Field, or a Penguin's game at PPG Paints Arena, and hang onto your shorts. Tix are outrageous, parking is even worse $$$, and there is always a bunch of drunken morons "tail-gating" outside then brawling inside the venue--not a place you necessarily want to take the missus and kids.
I have clients that are season ticket-holders, and they will give me "free tix" to games at least a couple times a season, and even with not paying for the tix themselves, two of us will still burn through $300 in the matter of a few hours.
Back in the day (as a poor college student), a whole gang of us from my fraternity would go "camp-out" for concert tix and buy as many as we could possibly afford, and then scalp them to pay for our trip/night at the concert.
Don't have the patience or interest to do that any more, but I have a "new game". If I go to one of the large outdoor venues, I'll just take a carton of Newports and a carton of Marlboros with me--by the end of the night, people are begging to buy a pack of smokes for $25-30. The venues won't permit their vendors to sell cigarettes, and if you leave during the show, you can't get back in (stub or no stub). Like "shooting fish in a barrel" LOL. $150-160 in cigarettes can get you an easy $500 by the end of the night.