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Guide to walking/hiking in Tuscany?

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During our planned trip to Italy in April 2013, we are spending three nights in Tuscany. While we will have a rental car, I thought it might be nice to do some walking/hiking between towns. We are very active and outdoorsy and would be happy to hike 5-8 miles (or more!) one day, as long as there is nice scenery and maybe a good restaurant as an endpoint. I've seen several guidebooks geared towards this type of thing, but many look pretty old.

Any current guidebook recommendations for this type of thing? Or websites? Or just general suggestions for town to walk between (Pienza to Montelpulciano, maybe?)?

Anyone with experience doing this want to weigh in on how it was? Should I leave the hiking for another trip? Or was it a great memory in the Tuscan countryside? Will the weather be okay during April?

Thank you!

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