It looks like a very nice place Teench. As far as towns in Chianti, the village of Gaiole's roots go back to being a market town along a river so it isn't as charming as Radda or Castellina.
It isn't on a hilltop as the others are... but the area is beautiful, the wine estates and landscapes are definitely scenic, especially as you head to Siena and Radda.
As a base for 3 days, I'd suggest staying a little more central in Chianti, towards the other two mentioned above.