Very Good 655 Reviews
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What We Love

  • A room or suite at a five-star resort among vineyards, with breakfast, discounts and morePerusing the carefully crafted menu, by none other than Gordon Ramsay
  • Sipping wine under the vaulted ceilings of the wine cellar, lit gently by candlelight
  • Receiving treats like a spa discount, a dining discount, a welcome drink and daily breakfast
  • Upgrading to a Junior suite, for extra luxury

What To Know

  • The resort is housed in a converted monastery and is surrounded by rolling Tuscan countryside
  • Other than Gordon Ramsay's Contrada, onsite La Cantina – tucked away in the wine cellar under vaulted ceilings – is a must
  • Treatments at the spa are expensive, but first-class


  •  Babysitting
  •  Bar
  •  Free WiFi
  •  Gym
  •  Parking On Site
  •  Pet-friendly
  •  Pool
  •  Restaurant
  •  Spa
Disclaimer: This content was accurate at the time the hotel was reviewed. Please check our partner sites when booking to verify that details are still correct.
Hotels Italy Romance sky swimming pool property house reflecting pool Villa backyard waterway Resort


A room or suite in a Tuscan resort, with breakfast, a welcome drink, a dining discount and more

The Lowdown

The historic Castel Monastero is an 11th-century gem, glinting upon the hills of the Chianti region, just 16 miles from Siena and in a restored medieval hamlet. The castle displays lovely views over the Tuscan landscape, revealing centuries of historic architecture and rolling vineyards.Like its setting, it’s traditionally Tuscan, having reclaimed its former splendor after hours of careful restoration.
Built from rustic stone, and with records that date back to 1044, this five-star retreat is a haven of timeless beauty, against the backdrop of a glorious Italian sunset. It’s also received some modern updates to make a stay even more comfortable. After a long day exploring the famous frescoes and art in the area, relax with a massage in the award-winning spa, orindulge in a gourmet dining experience, led by none other than Gordon Ramsay.


Staying in a Deluxe room, you’ll be treated to 377 to 452 sq. ft. of soft furnishings and historically inspired textiles, with a bathroom that includes a shower and tub. With Wi-Fi access, a flat-screen TV and minibar, the rooms are also modern and convenient. Upgrade to a Junior suite for up to 678 sq. ft. and charming views of the country and a historic piazza.


With a restaurant and menu headed up by Gordon Ramsey himself, this getaway will have you wining and dining in style. Food is themed around the concepts of culture, emotion and memory and is authentically Tuscan; wines, oils and cheese from the region are featured here with pride. You may also retreat to the medieval cellar, where you’ll find an extraordinary wine list.


Only 16 miles from sunny Siena and 31 miles from Chianti, the property is surrounded by nature and a rich landscape, dotted with remains from Etruscan civilization. The area is famous for its delicious wines that burst with personality, as well as its gourmet cuisine and artistic history. In Siena, admire unforgettable frescoes by Ambrogio Lorenzetti and, should you wish to venture further afield, Florence is but a mere 56 miles away.

How to Get There

Castel Monastero
Monastero D'Ombrone
Castelnuovo Berardenga, 53019 Italy


4.5 Very Good 655 Reviews
Splendid experience

A quiet, top quality resort that’s away from the crowd, yet so close in the heart of beautiful Tuscany. The property is a gem in itself. Room is spacious, quiet and clean. Staffs are friendly and extremely nice. At first we were afraid it might not be very kids friendly but as it turned out the kids enjoyed the place a lot including the nice swimming pool. The restaurants and the food were superb including their wine choices. By day 2 we were greeted by our names daily.

The only thing I’ve noticed is that they might be a bit lack of staff, especially at the pool area. We didn’t get to order any drinks on our first day, but the subsequent days when it was busier they did staff up the pool area. Other than that the staffs at the restaurants and front desk were extremely helpful.

Here VIOLENCE against WOMAN is allowed

I've been here the 17th of July 2019 for working reasons. I was there to check and confirm the venue for a client of mine as wedding planner. Since I'm a destination wedding planner I work for international clients to organize their wedding in Italy.
Said that my clients decided to get married in this venue September 2020. As usual before confirming I go to the venue to check the last details for my clients. The trip was planned for the 17th of July when I was supposed to arrive early afternoon. Because of the high temperature (40 degrees), since I was driving from Anzio unfortunately my car broken the air conditioning. The temperature in the car was about 45 degrees so my iPhone was not working as usual and my navigator, in the country, with low connection, wasn't able to tell me the route. The trip for me was horrible and I arrived after 10 hours of car only at 7:30 p.m.
Valentina, Event responsible, was very kind with me and we immediately find an agreement for my clients. For dinner I was supposed to taste and check the quality of the restaurant. I have to say really high quality. Because I was very stressed I've kindly asked the staff if there was a place where to do, after dinner, my active meditatio ( Osho active meditation).
I've been replied that, after dinner I could have stayed in the Cantina restaurant where there were no clients. But after 15 minutes that I was singing and dancing (as said this is the active meditation) I was invited to leave the restaurant and keep meditating in the pool area, far away from clients rooms.
I was meditating over there when, together with my assistant, I was informed that the director (never introduced to me till that moment) had called the police. I reached the reception and I found the director in piangiama (night dress) and flip flop shouting against me. I've asked the police the reason why he called them. I explained them the situation and the police invited the group of man, director included, to go sleeping.
The morning after I was supposed to do the full site inspection to check the events area. But after breakfast, at the reception the Director came again and in front of the staff and clients shouted to me that I was forced to leave the hotel. I was silent and I didn't replied to the ignorant and violent man. So He took my phone from my hand and shouting he forced me to reach my care and leave the hotel.
My client was at the phone with me when the director shouted against me. Regardless this fact I received an email from Castel Monastero that invited me not to there anymore. Sincerely talking I can promise them that I will never go in that place. Probably the man, since I'm a nice woman, used his man power to demonstrate me that in Italy the man still got the power, also to kill their wives, as quiete every week happens in my country.
I've asked my lawyers to react and discuss what happened in front of a court. And since I also lost my clients after that and I work to maintain also my boy and my girl (I'm divorcing and my ex husband gives us a small contribute) I'm forced to ask them also a refund of the damage.
I enclose to this review a screen shot of the video done while he was taking my phone and a picture of the me at work.
As a luxury influencer I strongly suggest woman travellers to skip this hotel and this violent director.
Claudia Bisceglie
Style, Events, Design

Make this your luxurious home in Tuscany

Most people set up shop in or near Florence, in Tuscany. We preferred to stay away from tourists that Florence is known for so, after a lot of research, we chose Castel Monastero, a luxury resort near Siena. BEST decision we could have made.

It was an Anniversary/Second Honeymoon trip for us. I contacted them ahead of time to let them know, and they were very responsive and said they would ensure our stay would be special. I also asked about the activities they offered and they sent me a list of things to look through. We chose Horseback Riding for 2 hours and they arranged a private driver from CM to and from said activity, which was really nice, although a bit expensive, we thought. No matter.

I'd gone through their web site to get a feel for the resort, which does not do it justice. We arrived via a private driver from Venice and OMG! It is beautiful. And grand. And amazing. The bell hops immediately took our luggage as we went to check in. The front desk knew exactly who we were from my correspondence and, as we couldn't afford a big suite or anything, we had booked a basic room, which they upgraded for our special event. The Resort is a Medieval town/an old monastery so it is several buildings grouped together, all of which were beautiful in their antiquity. We were in the Malva (mauve) building, which was a short walk away from the main area. Our suitcases and the bell hop were waiting for us when we got there (getting a tour of the property by one of the staff members as we walked) and the room was just SO...there are no words. It was on the smaller side, (but plenty of room for us) and extremely charming and well-appointed. The bath was a good size and the shower had great water pressure; very relaxing and refreshing.

We were there for 3 days and we ate only at their on-site restaurants/eateries during our time there. Usually one for room-service, I instead got ready and joined my husband for breakfast which was--I don't want to say "buffet" because this was much more high-end than that, but it was a browse-and-graze situation. Of course, I had to have my pancakes, which the staff was happy to provide to me. Oh, the breakfast staff were simply wonderful! We always sat at the same table and they got to know us so they called it "your table" and were SO nice. The food selection was fresh, delicate and delicious.

The dinner restaurants were lovely as well. Some of the same staff were at both La Cantina and the gourmet Contrada which made the dining experience even better. Our first night at dinner in La Cantina, they surprised us with complimentary sparkling wine, a lovely dessert and extra attention. Lovely people and wonderful, delicious dinner! We ate at the Contrada on our second night. The service was, again, impeccable. The food was unbelievable: precise and light, delicate flavors. My husband and I were both very impressed and enjoyed the heck out of it.

We relaxed in our room during our down time, which faced the outdoor pools and gym. Just beautiful and comfortable. We both even went to the spa ($40 per person per day) for an afternoon. There is a therapy pool that is full of essential oils and mineral salts (similar to the Dead Sea, but with essential oils) so, once you are in there, the water is so dense that you float. It IS advised you don't stay in that pool for longer than 15 (?) minutes. SO relaxing. We then headed to the spa whirlpool which is spectacular--there are a variety of jets and depths and the skylight in the domed ceiling adds great light. Finally we sat in their steam room which I liked because it didn't A. smell like chlorine and B. wasn't too hot. It was my ideal steam room. We were halfway through our trip and my nail polish had chipped pretty well, so I got a manicure. Placed in a recliner chair with my arms on the arm rests in a private room, I was already pretty happy. Then I got a great manicure, where the manicurist, filed and shaped my dry nails, giving me a moisturizing hand and cuticle rub before repainting them perfectly.

We were REALLY sad to leave Castel for the last leg of our trip in Rome. I gave all of the service staff hugs before departure because they got to know us and were kind, not just because that was their job. OH--don't forget to get your afternoon coffee in the bar near the library! This place was a great Tuscan home.