You can't. It is strictly one file per control.
To upload multiple files using one submit button you would need to use Javascript to add more FileControls dynamically, like this (using jQuery):
$(document).ready(function () {
$("#addAnotherFile").click(function () {
$("input[type='file']").after('<br /><input type="file" name="file" />');
}
});
In the submit button handler, you can then enumerate through the Request.Files collection to access your uploads:
for (int i = 0; i < Request.Files.Count; i++)
{
HttpPostedFile file = Request.Files[i];
if (file.ContentLength > 0)
{
file.SaveAs(Path.Join("Uploaded/Files/Path",Path.GetFileName(file.FileName)));
}
}