I would like to make a POST request to upload a file to a web service (and get response) using Python. For example, I can do the following POST request with curl
Personally I think you should consider the requests library to post files.
url = 'http://jigsaw.w3.org/css-validator/validator'
files = {'file': open('style.css')}
response = requests.post(url, files=files)
Uploading files using urllib2 is not impossible but quite a complicated task: http://pymotw.com/2/urllib2/#uploading-files