A second prize is also on offer for those who live in driving distance from the Wairarapa.
That includes accommodation and a scenic helicopter flight.
"As locals we know Wairarapa is a great winter destination and we've developed a range of videos on our website and inspirational travel ideas to attract more people to come here this winter," said Mr Hancock.
"These are aimed at families, couples and groups wanting girls or boys weekend get-aways.
"They can come here, rug up in front of an open fire and enjoy a glass of Martinborough pinot noir or sample some of the best whiskies from around the world at The Bar at Solway Park which is affiliated to the Scotch Malt Whisky Society.
"Families can visit Manukura, the white kiwi at Pukaha Mount Bruce while those wanting an adventure can go hunting, fishing or take a scenic flight in a helicopter before enjoying a beer from one of the four breweries in the region," he said.
Air New Zealand Regional Affairs Manager Ian Collier said the national carrier is pleased to support Destination Wairarapa's winter campaign.
-Anyone 18 and over can enter the competition.
-Full details, including terms and conditions, are on www.wairarapanz.com.