Originally Posted by
LawSchweiin
It's tough to go wrong with riding in Italy, but I'd recommend either the northern lake district or Tuscany. Tuscany in particular seems well suited to road riding. I've also ridden far in the south, but I found the roads to be of much poorer quality.
This is the third Tuscany recommendation. I think I mentioned it as south of Florence (Chianti region) is about my favorite. Just note that if you stay in a town, that typically means an uphill ride to your lodging. Probably an uphill ride to a different town for lunch as well.
We spent 2 wonderful nights just north of Greve one year at Castillo Vicchiomaggio. They had (at the time) a dinner on Tuesday night featuring 7 different selections from their winery. I learned that biscotti goes really well dipped not just in coffee but also a desert wine. I think the dinner was great as well (but what food in Italy isn’t ?)
https://www.vicchiomaggio.it/