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Everybody, let’s all sing together now! It’s the most wonderful time of the year! It isn’t December, but it is summertime. Sheds open; bands tour; free events and street fests abound. This week, we kick off the OTT Summer Trilogy, just one of many times when we tell you what to do. (Our theater preview is June 4; the music preview is June 18.) Every summer, there are things that you mean to do. Then, suddenly, it’s September, time of the Great Regret, as in “I should have …”

Here’s our cherry-picked bounty of summer goodness, to help you navigate the entertainment options and make sure your summer finds some fun. We even face off Grant Park Music Fest versus Ravinia (Page x).