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Best Hotel in Tuscany?

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My wife and I are taking our first trip to Italy in early October. We fly into Rome for four nights, then take the train to the Tuscan countryside for three nights, ending with five nights in Florence.

We are not all that into museums. We truly enjoy great food, good wine, simple sightseeing and shopping. My wife would like to take a half day cooking class.

As we get older, we really look for quiet, COMFORTABLE places to stay. In Rome, we are booked at the St. Regis. In Florence, we are at the Four Seasons. However, for Tuscany, we just can't seem to decide where to stay and would appreciate any suggestions. There are no Four Seasons there, so what's next best or even something better?

Also, we prefer not to drive a car there. Does anyone have any information on booking a car with a driver for a day and what that might cost?

Any suggestions would be greatly appreciated.

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