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3 nights in Puglia to end our vacation in early October - what town?

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We will be spending 8 nights in a villa in Tuscany (near Siena) this fall to celebrate my sister's 50th, and have 3 nights at the end of the trip, before departing back out of Rome FCO. Puglia is high on our radar and while 3 days may not do it justice, it sounds marvelous. Where would be a good base to locate ourselves?

We will have a rental car while in Tuscany. It looks like a 5-6 hour ride, correct?
We enjoy food, exploring, getting to know the locals. Would like to stay in a nice B&B.

Thank you!

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