San Michele al Castello

We came in late May of '25 and stayed in the Torre suite. The layout is unusual, with the bedroom upstairs, a nice private terrace just outside it, and the bathroom and a small sitting room downstairs. The indoor staircase is steep but very stable, so you just need to take care on it. The Valdichiana view is fantastic, and the grassy private terrace by the bedroom is a lovely spot to enjoy it. Guests can also use two other larger grassy terraces with similar views. The medieval building has been renovated beautifully, and the plantings and landscaping are lovely. Everything was spotless and well organized, and the staff were extremely kind, helpful, and good at making coffee and serving a lovely colazione. They also arranged breakfast and sightseeing help for us. If you speak a little Italian, it can make the stay easier, as it does throughout the country. The place is near the top of this ancient Tuscan hill town, on a narrow, difficult street in the ZTL, which is limited to local permit holders much of the time. Follow the staff's instructions and park for free in the Piazza Giuseppe Garibaldi outside the Porta Fiorentina. They'll collect you and your luggage when you arrive, and take you back there with your bags when you leave. The walk between the Piazza and the building isn't unreasonable, though getting up and down the hill takes effort, especially for a fat American like me. This probably isn't the right fit for anyone who struggles with stairs. There are steps up from the street, and most rooms require more once you reach the office level. We’re looking forward to staying again.

The owners and staff went out of their way to make our stay enjoyable. We spent five nights at the end of April in this B&B in the quiet hilltop town of Castiglion Fiorentino. The room was very comfortable, with a modern, clean bathroom, and breakfast was delicious every morning. Highly recommend.

Sonia and her team really make the stay. They’re so welcoming and lovely, and everything else is just as wonderful, from breakfast and the views to the people. The building is stunning, and they’ve renovated it beautifully while keeping its charm. I’ll definitely be back.

Castiglion Fiorentino is such a cozy little town, and this place made our stay unforgettable. The staff felt like family, and even came to collect us from the train station. Our room had an amazing view, and breakfast was another big plus. It’s also well placed for visiting Tuscan towns like Cortona, Siena, and Arrezo. 10/10.