10. Castelletto di Montebenichi - Italy
You don't need to be a world explorer to know that the wine country of Tuscany is one of the most beautiful locations in all of Europe. But to get the most out of everything this area has to offer, it seems like a no-brainer to stay in the Castelletto di Montebenichi, an actual 12th century century nestled in the Chianti region. If you can swing it, why wouldn't you? It's located in one of those areas that's somewhat removed from the masses of tourists, which will allow you to experience a little bit of small village charm while still being within easy distance of gorgeous Siena.