I am an Australian citizen currently staying with friends in America on the VWP and I would like to stay a little longer. This will take me over the 90 days allowed and I'm wondering if I leave the country and go to Canada/cross a border, come back and stay with them for another 5-6 weeks.
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Welcome to TSE. I believe this question was previously asked and answered at Is it possible to extend your stay after entering the US under VWP? – choster Jul 10 '18 at 00:40
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Legally speaking, you could go to Canada and apply there for a B-2 visa, which allows longer visits. I have no idea how likely the application would be to succeed, however. – phoog Jul 10 '18 at 02:43
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No. Generally, going only to Canada, Mexico, or neighboring Caribbean islands and then coming back to the US will not give you a new period of admission on the Visa Waiver Program. You must go beyond those places (e.g. to Central America) to have a chance of getting a new period of admission on VWP when you get back.
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2And even then, getting a new 90 day period of admission on VWP is not guaranteed, if the immigration officer thinks you're doing it to circumvent the rules. – Greg Hewgill Jul 10 '18 at 00:34