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Stay in Multalcino or Montepulciano

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Four senior ladies wish to see the Tuscany countryside and and take day trips to charming towns. We are focusing on Montepulciano or Montalcino. Looking seriously at an apartment called a View From the Top in Montepulciano we found on Booking.com. Does anyone know anything about this apartment booking.com has no reviews for it. Still don’t know whether we will rent a car or depend on local transportation to other towns such as ASSISSI, ORVIETO AND CIVITA (SORRY KEYBOARD IS STUCK ON CAPS).
DOES ANYONE KNOW WHICH WHICH THE TWO TOWNS WOULD HAVE THE BEST RESTAURANTS AND MARKETPLACE ALONG WITH SIDEWALK CAFÉ(S) TO SIT, DRINK WINE AND WATCH THE WORLD GO BY.
WE WILL BE THERE FIVE NIGHTS FIRST PART OF MAY. IF WE ARE COMPLETELY OFF OUR ROCKERS AND THAT IS NOT THE BEST PLACE TO BE FOR FOUR LADIES 70+ TO ENJOY THE TUSCANY COUNTRYSIDE PLS LET US KNOW. THE MORE WE STUDY THINGS THE MORE CONFUSING WE GET BEFORE IT’S OVER WE MAY NEED A FOUR BEDROOM PLACE TO STAY BECAUSE WE’RE NOT TALKING (KIDDING I THINK).
ANY RECOMMENDATIONS AND HELP WLD CERTAINLY BE APPRECIATED.

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