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Tuscany for the climbing impaired

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We are spending 4 nights in Tuscany in late April and are renting a car. I've been trying to decide whether to base south of Sienna and stick to that area to explore or stay closer to the Chianti region and wander around there. My big problem is that of the 6 of us, 2 have bad knees and would not be able to climb up into the hill towns that don't have parking or funiculars and even then, if the town is all climbing they will be miserable. Some amount of parking them at a cafe is acceptable but I'd like to try to include places where they can wander freely without too much stress on the knees. Finding some places like this will help me narrow my search so i can finally decide which part of Tuscany to concentrate on. We've done the big cities so that's not an option. Any suggestions for flatter charming towns would be greatly appreciated!

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