This is an old topic, but just in case anyone is still trying to get
Sinatra to run on Heroku:

I finally got a sample Sinatra app to run on Heroku.com (not
Herokugarden.com).
Here is the boilerplate code: http://gist.github.com/58039

Feel free to fork it and improve it if you'd like.

Right now it should all work unless I put in a typo.
If it breaks in the future, it could be because Blake says:
"The config/rackup.ru convention instituted at Heroku should not be
relied
on; we may change this in the near future. "

It's mostly based on the sample
Sinatra app Blake posted on github, with a few modifications:
http://github.com/bmizerany/heroku-sinatra-app

It also took me while to realize that Sinatra/Heroku related
questions
would be best answered over at: http://groups.google.com/group/sinatrarb

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