Sweepstakes, Contests or instant winner games

This is a rather broad question, and the answer will change from agency to agency, and possibly even promotion to promotion. I checked with Rich Kaback, DJA's Vice President of Travel & Incentives , to see how wwe would handle such a request, and here's Rich's answer:
"We frequently receive and gladly handle requests for extensions, particularly when the sweepstakes travel award is to a distant destination, but only offered for a limited duration. We engage the winner in a dialogue to determine whether they would like to extend, and clarify that we can make changes to the flight itinerary, so long as the original airfare is not exceeded. We then advise the applicable airfare cost and make every effort to rebook without any increase in airfare, or alternatively offer the winner the opportunity to subsidize the difference, in the event of an increase. We also gladly assist with land arrangements (hotel reservations, car rental, etc. - whatever is required.) However, just to insure that the accounting is crystal clear and unclouded, we typically maintain our original reservation, which we prepay in full, and then create a new, secondary reservation for any extension arrangements, which we cover with the winner's credit card. Sometimes, if the winner extends at the same hotel, we confirm a similar type of room accommodation, but with a separate confirmation number, and clarify this information to the winner in the letter which accompanies the final documents, advising that the winner should, at check-in, request that the same room be maintained or assigned to both bookings."