VWP or B-2 Visa required?
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You cannot extend your stay if you entered the United States under the Visa Waiver Program. The only exceptions to this deal with medical emergencies, flights canceled due to weather, and the like.
If you enter on a B2 visa, you can stay for up to one year. You can apply to extend your visit further by filing form I-539 online (more info).
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Source: stackoverflow.com
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