ANSWERS: 3
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Yes, you can.
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Of course! Make sure you get the right installer file for your distrobution.
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Probably you can, but a better idea might be to d/l a DVD image and burn it. Then you will have lots of software available to you and won't have to repeat the process for awhile. Of course, I'm assuming here that: a) Ubuntu DVD images are available b) those images include the WINE packages. . A quick googling reveals that a) is true, but I have been unable to easily determine what is contained in the DVD image.
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