Much of the Wairarapa has been dry, with below average rainfall since 2014.
"In mid-March it looked like we might get out of it," Mr Falloon said. "We are used to farming a dry summer but into autumn now and no rain and it's getting pretty damn tough.
"If we get some rain in the next couple of weeks it will help but it's not just about rain. Water has become a widespread concern with dams going dry, rivers running low and no recharge in the ranges."
Sheep and beef farmer William Beetham, whose property is southeast of Masterton, said it is the driest the farm has been in the 150 years that his family have owned it. The nearby Wainuioru River is dry.
"Even the puddles have dried up. The family has never seen the river dry in 150 years," Mr Beetham told Farmer's Weekly.
The river is not under agricultural pressure because there is no irrigation or stock water drawn from it but there were now dead fish and eels, he said.
"That's a real indicator of how low the rainfall has been. We are now in the middle of summer again -- it's desert."
Greater Wellington Regional Council confirmed drought stress in Wairarapa was severe and had extended further south than the late 1990's event. Mr Falloon said farmers need to be aware that there is a challenge "but they are not alone". He said plans were afoot to kick in with some support events.