If your relationship to Wilco is the really just the music then it definitely shouldn't -- if you want, you'll get to listen to the same album that that person who also buys the $500 book gets to listen to.
Maybe an imperfect analogy, but... I recently tried to buy tickets for Elton John's farewell tour. Tickets were $250 to get in the door and sit in the nosebleeds, $450 to sit in the lower bowl and $1k+ to be on the floor. The tour is popular and he should be able to charge what he wants, more power to him. Its too rich for my blood but I'm not personally offended, and I don't think anyone can be all that surprised after Vegas residencies, other high-priced tours, the fact that this "farewell" tour seems to keep getting extended, etc. However, if Bruce Springsteen were to announce a farewell tour and charge the same, I would be stunned because that runs so antithetical to how he has managed his business and connected with his fans. It wouldn't change his music, but it may very well change the way that some people feel about their connection with his music.