Hotel Certosa Di Maggiano

Hotel Description

You know what? I almost drove right past Hotel Certosa Di Maggiano the first time I visited – it’s tucked away on this quiet stretch of Strada Di Certosa, about ten minutes outside Siena’s city center, and honestly, that’s exactly what makes it special. This isn’t your typical tourist hotel crammed into the historic center where you’re dodging crowds just to get to your room. Instead, you’re pulling up to what feels like a private estate, this beautiful old monastery that’s been converted into something really extraordinary. The building itself dates back centuries, and you can feel that history the moment you walk through the entrance – thick stone walls, those gorgeous arched corridors, the kind of authentic details you just can’t fake.

What really got me was how they’ve managed to keep the monastery’s peaceful, almost spiritual atmosphere while making it genuinely luxurious. The rooms are spacious in a way that’s rare in Italy – I mean, we’re talking about actual closet space here, plus bathrooms where you don’t have to squeeze around the sink. The beds are seriously comfortable (I’m picky about this stuff), and there’s something about waking up to those views of the Tuscan countryside that just… well, it makes you want to extend your stay. The restaurant is worth mentioning too – they source a lot of ingredients locally, and the chef actually knows what he’s doing with traditional Tuscan dishes without making them feel stuffy or overly fancy. I had this incredible wild boar ragu that I still think about.

The location thing is interesting because yes, you’ll need a car or you’ll be taking taxis into town, but honestly? After spending days wandering Siena’s medieval streets (gorgeous but exhausting), coming back to this quiet sanctuary feels like the perfect balance. The staff really knows their stuff about the area too – they pointed me toward this little wine bar in town that I never would have found otherwise, and gave me detailed directions to some hiking trails that weren’t in any guidebook. Parking is easy here, which anyone who’s tried to navigate a rental car through Siena’s historic center will appreciate. The pool area is lovely during the warmer months, though it can get a bit busy if there’s a wedding happening – they do host events, so just keep that in mind when booking. Overall, this place strikes that sweet spot between authentic Italian charm and modern comfort that’s harder to find than you’d think. It’s the kind of hotel where you actually want to hang around the property, not just use it as a place to crash between sightseeing.

Rooms

• Estimated price from: $272. Deluxe Room with 1 extra-large double bed for Max persons: 2
• Estimated price from: $329. Suite with 1 extra-large double bed and 1 sofa bed for Max persons: 2

Reviews

• A gorgeous 4 star boutique hotel which should be 5 star on service alone – Jacinta from Australia – 11 July 2025 (10/10)

  A gorgeous old monastery with amazing grounds with a beautiful swimming pool. The rooms have been thoughtfully decorated and are super comfortable with all modern amenities. Be The restaurant is outstanding both for dinner and breakfast buffet and the staff are next level amazing and very personable. Because it’s a small boutique hotel they know each of the guests. We had an incredible 4 night stay. Would much rather stay here with the beautiful aspect than in the old town as it’s a quick 10 minute drive in.
  
  What could be improved: In a word everything

• The most magical stay in a beautiful quiet part of Sienna – Eliza from Australia – 6 July 2025 (10/10)

  The most magical and relaxing Hotel I have ever stayed at. The staff, service,grounds, location and restaurant were exceptional. Michelle and Paula were brilliant with recommending Daly excursions and booking restaurants for us. They even upgraded us to a magnificent suite that was very much appreciated. We will certainly be back for another stay and I highly recommend this beautiful hotel. Don’t even think about it just book it.!!!

• Exceptional – Susan from United States – 28 June 2025 (10/10)

  From the stunning grounds and room tonthe front desk staff, most everything was perfect.
  
  What could be improved: There was some uneveness in the support staff(housekeeping).
  The main disappointment was that the hotel plays music much too loud. The music could be heard in our room until late in the evening. Music should remain in the background in such a setting. The staff should monitor families with small children to ensure that there is no disturbance to guests. We had children shouting outside of our room.

• Exceptional – Amanda from United States – 23 June 2025 (10/10)

  We enjoyed our stay at this property immensely. Our suite was spacious, beds were very comfortable and the location is peaceful and quiet. The restuarant, quality of the food and service, the bar, swimming pool, the setting and ambiance were excellent.

• Amazing time in Siena! – Madison from New Zealand – 16 June 2025 (10/10)

  Amazing setting and really lovely staff! Great food and amazing setting!
  
  What could be improved: It’s a bit of pain getting back after dinner in town. Taxis can be hard to come by

• One of the best hotels we’ve ever stayed at. – Anne from Australia – 13 June 2025 (10/10)

  Everything – the large room with views on 3 sides, the beautiful pool, the lovely garden, the staff are wonderful even emailing us recommendations for the next stage in our journey. Very quiet – in the countryside but only a few minutes drive from the Centro Storico of Siena. One of the best small hotels we’ve ever stayed at. Everything top quality. Not cheap but considering the quality, we thought it was very good value.
  
  What could be improved: Nothing

• Exceptional – Thomas from United Kingdom – 12 June 2025 (10/10)

  We came here on our honeymoon trip to Italy and loved it! We really wish we had stayed a few days more. The hotel is beautiful inside and out. There is a lovely, relaxed atmosphere and the staff are so friendly and helpful – they really make the place. The breakfast had a wide range of tasty treats and the dinner at the hotel restaurant was delightful. Thanks for a great stay Hotel Certosa!

• Superb hotel in envious location – Robert from United Kingdom – 10 June 2025 (10/10)

  The location was superb and the facilities were fabulous we ate dinner there and were very impressed.
  
  What could be improved: Nothing

• A perfect place to stay in the Tuscany region. – Ian from United Kingdom – 9 June 2025 (10/10)

  Beautiful location. Very peaceful and an excellent place to relax. Very authentic. A perfect place to stay

• Wonderful. – Kirk from United Kingdom – 4 June 2025 (10/10)

  Stunningly beautiful converted monastery. The gardens and swimming pool were great for relaxing after a day’s sightseeing. The staff were all excellent.

SURROUNDINGS

Facilities