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Rome to Le Marche, Where to stay?

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It looks like we are heading back to Rome next year and we are thinking of going to the Le Marche area after spending time with family in Rome. I have no knowledge of this area (which is part of the fun of course) but have heard that it is beautiful and unspoiled. We have been to Umbria but wondering if there are any suggestions as to where to stay along the way or where to stay in Le Marche (what areas did you like best and why). We will probably have about five nights or so after we leave Rome. We love nature but also don't necessarily want to be stressed about driving back to a hotel after dinner and wine. We have driven extensively in Italy and while it has it's obvious pluses, those long, windy roads can be a bit stressful. I know this is diffcult because it sounds like we want to be near a town center and at the same time be in a remote maybe we do both??? Also, would you recommend goining in May or June? Also, what is our best option in terms of travel from Rome to Le Marche? Any info on this area would be much appreciated. Thank you!

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