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France Winter Road Trip - December 26th - January 7th

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My wife and I have finally carved out enough time to spend two weeks in Europe, unfortunately we don't have time to plan as much as we would like. Right now our flight is into Milan on December 26th and our plan was to spend one to two nights in Milan and then take a train to Chambery, France where we would rent a car and begin a road trip to Paris. However, we have been told by travel agents that this is a terrible time of year to travel through the countryside and that we don't have nearly enough time to make the proper arrangements. We have always dreamed of a drive through the small towns and backroads, stopping in the late afternoon and checking into a bed and breakfast and getting on the road after lunch the next day for a few more hours on the road. Picking a few spots to spend multiple nights and then ending the trip with 3 or 4 nights in Paris. Are we crazy? Should we just take a train from Milan to Paris and split our time between the two cities?
Thank you in advance for ANY advice...

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