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As mentioned by several people, Richard Thompson (particularly on one of his all-too-infrequent electric tours) always gives good bang for the buck. Unfortunately for this tour, his regular bass player had to leave for a family emergency, so with a fill-in guy the set lists have become a lot more static over multiple nights.
I'll also second the recommendation for Belle & Sebastian, who also engage with the audience in a very refreshing manner.
The Decemberists also fall in that category: people who actually have fun playing and make the audience feel that enjoyment as well.
I'm going to see Rickie Lee Jones tonight and looking forward to it very much.
On a related subject, who the hell ever thought it was a good idea to hold concerts outdoors? There may be some places in Northern California where this may be pleasant, but New York City is absolute hell (when it's not bucketing down rain) during the summer. I'm still trying to decide whether I want to see the Drive-By Truckers for free in Brooklyn if I have to swelter and burn in the sun (along with the crackheads and derelicts) to do so.
