He said people often approached him and asked him to sign CDs after smaller gigs, and many had told him stories of the first time they heard one of his songs.
"When you're touring, you easily get stuck in a bubble ... and never meet any people," he said. "When you get to small places, you end up meeting the people."
McGlashan said he had visited Wairarapa before - once with The Mutton Birds and once as a solo performer.
He has played at Toast Martinborough, and tries to make the trip regularly so he can visit his cousin who is a winemaker.
He also hopes to visit local musician Warren Maxwell.
As well as performing old favourites, McGlashan is currently working on a new album and some songs will be heard on the tour.
"This is a chance to hear songs when they're not quite finished."
Don McGlashan will perform at Carterton Events Centre on October 4. Tickets are $40 from www.dashtickets.co.nz
