Phone us  01392 441245  |  E-news sign up
& weddings
Honeymoons and weddings abroad are tailor-made by Expressions Holidays. Contact us for a range of honeymoon and wedding destinations around the world and an amazing choice of honeymoons from island-hopping to visiting cultural sites.

With Authentic Experiences from Expressions Holidays you enter a world of genuine holiday and travel experiences within the framework of one of our tailor-made holidays, be its significance culture, gastronomy, wine appreciation, wildlife, sports or special occasions.

Expressions Spas opens a world of tailor-made spa holidays that allows you to choose according to region, type of treatment desired, product type and recommends for your party type, whether it be for couples, singles or perhaps mothers and daughters travelling together.

Expressions Families affords you an amazing choice of sophisticated resorts ideally suited to families in selected destinations worldwide. You can also choose according to required facilities in resort and we suggest holidays for families with grandparents and single parent families too.

Expressions Holidays offers you tailor-made rail holidays and journeys by train, including luxury trains, scenic journeys and classic rail tours.

Tailor-made journeys and tours for individuals and small groups to selected destinations around the world from Burma to Italy, from Vietnam to India.

Castel Monastero - Luxury holidays to Tuscany

/uploadedImages/Content/Destinations/Italy/Tuscany/Castel_Monastero_EXH689/ImageGallery/EXH689 Castello di Monastero brochure_Hotel_002_CMYK26 April 13_A.jpg
  • /uploadedImages/Content/Destinations/Italy/Tuscany/Castel_Monastero_EXH689/ImageGallery/EXH689CastelMonastero01Main27Nov17_B.jpg
  • /uploadedImages/Content/Destinations/Italy/Tuscany/Castel_Monastero_EXH689/ImageGallery/EXH689CastelMonastero02Courtyard27Nov17_B.jpg
  • /uploadedImages/Content/Destinations/Italy/Tuscany/Castel_Monastero_EXH689/ImageGallery/EXH689CastelMonastero03Pool27Nov17_B.jpg
  • /uploadedImages/Content/Destinations/Italy/Tuscany/Castel_Monastero_EXH689/ImageGallery/EXH689CastelMonastero04Exterior27Nov17_B.jpg
  • /uploadedImages/Content/Destinations/Italy/Tuscany/Castel_Monastero_EXH689/ImageGallery/EXH689CastelMonastero05Vineyard27Nov17_B.jpg
  • /uploadedImages/Content/Destinations/Italy/Tuscany/Castel_Monastero_EXH689/ImageGallery/EXH689CastelMonastero06Livingarea27Nov17_B.jpg
  • /uploadedImages/Content/Destinations/Italy/Tuscany/Castel_Monastero_EXH689/ImageGallery/EXH689CastelMonastero07Bedroom27Nov17_B.jpg
  • /uploadedImages/Content/Destinations/Italy/Tuscany/Castel_Monastero_EXH689/ImageGallery/EXH689CastelMonastero08Winetasting27Nov17_B.jpg
  • /uploadedImages/Content/Destinations/Italy/Tuscany/Castel_Monastero_EXH689/ImageGallery/EXH689 Castello di Monastero brochure_Hotel_002_CMYK26 April 13_B.jpg
  • About this holiday

    Castel Monastero is a luxurious five star resort offering rustic elegance in the Tuscan countryside, surrounded by vineyards. Emerging from the tall trees of its 4 hectare estate, the golden-ochre walls of this converted monastery take guests back to historic Italy with a single glance. With world-class Spa facilities, wine-tasting opportunities, cooking courses, and Gourmet dining, as well as local opportunities for golf, polo, and truffle-hunting, Castel Monastero is the perfect destination for long holidays spent deepening your understanding and experience of one of Italy's most beautiful regions.

    The journey and how you get there


    Use of the tennis courts, outdoor swimming pools and gym.

    Included in your holiday

    Expressions Holidays includes scheduled flights with British Airways from London to Pisa in Euro Traveller, hire-car and bed and buffet breakfast.

    Holiday prices

    Sample prices for Castel Monastero Tuscany are per person based on two people sharing a Superior double or twin room
    From £1590 for 7 nights
    The prices displayed here are a guide only for this hotel and each holiday price will be tailor-made at the time of booking to reflect the actual flight costs and all up-to-date special offers.

    Special Offers

    • Early Booking Offer(19)
      Book 75 days or more in advance of arrival and receive a 15% discount on our rates on bed and breakfast. This is applicable to all room categories. It is not combinable with any other offers.
    • Complimentary Nights Offer 7 nights or more
      Stay for 7 nights or longer and receive 2 nights on a complimentary basis when staying on our bed and breakfast rates. This offer is valid all year except during July 2019, 12th to 16th August 2019 and in September 2019. This offer is not combinable with other offers.
    • Complimentary Nights Offer 4 nights or more
      Book a stay of 4 nights or longer and receive 1 complimentary night when staying on a bed and breakfast basis. This offer is valid all year except during July 2019, 12th to 16th August 2019 and September 2019. This offer is not combinable with other offers.
    • Complimentary Dinner Offer(2)
      Book a stay in a Junior Suite or Suite for 4 nights or longer and receive one complimentary 3-course dinner (excluding drinks) in the Cantina restaurant.
    • Honeymoon Offer(11)
      All couples staying at the hotel for their honeymoon will receive a complimentary bottle of Italian spumante and flowers in their room upon arrival.
    • Discount Offer for Suites
      Book a stay before the 23rd November 2019 and receive a 5% discount off stays in Junior Suites or higher room categories. One child (under the age of 12) can also stay free of charge when sharing with fully paying adults. This offer is combinable with other offers. Restrictions and blackout dates may apply.

    Hotel code


    Our opinion

    Castel Monastero is a luxurious village-resort with superb facilities.

    Hotel description

    Having opened in June 2009, Castel Monastero in Tuscany occupies what was an ancient hamlet with a monastery dating from the 11th Century called Monastero dell’Ombrone. It can be found to the east of Siena and south of the town of Castelnuovo Berardenga amid the vines, cornfields, chestnut forests and rows of cypress trees of the Ombrone valley. The restoration of the village has transformed the main square into the heart of the resort where you can dine and enjoy a drink and the buildings now house the 74 rooms and suites. Immediately around Castel Monastero are lawns and vineyards as well as striking views of the countryside. Three outdoor pools have been set a little way off from the heart of the resort whilst the spa is situated over two floors in a building in the village. It offers a wide range of treatments for relaxation as well as weight loss and detoxifying guided by Dr Mosaraf Ali, a leading expert in integrated medicine. Castel Monastero prides itself on being a centre for sampling and developing Tuscan gourmet culture. As well as offering gastronomic delights in the restaurants, cookery courses and wine tastings are run on a regular basis by our executive chef and sommelier.The style of decoration throughout the hotel pays homage to Tuscan traditions and offers a rustic elegance with modern touches. The Castel Monastero is a superb addition to our selection of luxury hotels in Tuscany.


    Near Castelnouvo Berardenga, Tuscany

    Official star rating


    Annual opening

    28 March to 23 November.

    Distance from airport

    About 1 hour 20 minutes

    Closest airport


    Room types

    Castel Monastero offers 74 rooms and suites with Wifi, television, air-conditioning, telephone, minibar, safe, hairdryer, slippers, iPod docking station on request. Some rooms interconnect, and some have sofa beds. 
    Superior double or twin
    Deluxe double or twin
    Prestige double or twin
    Junior suite
    Junior Suite Piazza
    Executive Suite
    Royal Suite - on request.

    Hotel facilities and services

    Two restaurants including Contrada (1 May to 31 Oct) by Gordon Ramsay and La Cantina, Bar, Tennis court, Consecrated chapel, Fitness centre, Spa, Hammam, Jacuzzi and Sensory showers, Room service, 2 courtyards, Gardens, 3 outdoor pools, 2 indoor pools, Parking, Babysitting (on request), Kids' Club (1 Jul to 31 Aug), Cookery school, Laundry, Cycle hire, Personal shopper, Hot air balloon trips, Vineyards, Yoga, Treatments and massage, Currency exchange.

    Water sports

    Land sports

    Horse-riding lessons, Tennis lessons, golf course and polo field access, hot air balloon and helicopter rides, and car and scooter rental.

    Out and aboutnearby/local interest

    Wines and villages of the Chianti region,  Siena, Florence, Arezzo, Montalcino.

    Sports nearby

    Walking, Riding, Golf, Cycling.


    Babysitting is available. Children under the age of 2 stay free of charge in a cot in their parents' room. Older children will incur a small charge, increasing with age, and are required to sleep in an extra bed, which is provided. There is a maximum of one extra bed or cot per room, and extra beds and cots can only be added to Prestige Rooms and above. Interconnecting bedrooms possible. Children under 16 years are not permitted in the indoor water area of the Spa.

    Minimum stays

    Other information

    • BOOK NOW

      Complete a simple booking form and e-mail it to us.

    • CALL US 01392 441245

      We are open Mon-Fri 9-17.30 Sat 9.30-16.00.


      Let us know a convenient time to call you back to discuss your holiday.


  • Holidays of month

  • Italy

    Find out more about Italy

    Italy FAST FACTS

    There is a very good scattering of international airports in Italy, with the main ones being Venice, Pisa, Milan, Rome, Bologna, Naples, Genoa, Turin and Bari; on Sicily, Catania is served by several airlines from the UK and on Sardinia you fly to Cagliari or Olbia.
    Euro (£1 = Euro 1.30)
    Italy is roughly 650 miles long, but only about 100 miles wide
    60 million
    Average temperature
    Italy's temperature varies dramatically, from about 4 degrees in Turin in winter to 33 degrees in Sicily in summer, with snow year-round on the summits of the Pyrenees and Alps
    National holidays in Italy
    Some tourist attractions as well as banks etc may close on the following days:
    1 January
    6 January (Epiphany)
    Easter Monday
    25 April (Liberation Day)
    1 May (Labour Day)
    15 August (Assumption of the Blessed Virgin Mary)
    1 November (All Saints)
    8 December (Immaculate Conception of the Blessed Virgin Mary)
    Christmas Day
    Boxing Day
    There are a number of local feast days that can affect conditions locally. In addition to the above days, museums are often closed on Mondays in Italy.


    • Rail holidays

      Rail holidays and train journeys, tailor-made.

    • Garden holidays

      Italian garden holidays and tours for individuals and small groups

    • Family holidays

      Visit our selection of tailor-made family holidays to selected hotels and resorts around the world.

    • Cookery holidays

      Tailor-made cookery holidays in Italy

    • Spa holidays

      Rejuvenating, relaxing, refreshing, good for the body and the soul; spa and well-being worldwide

    • Authentic experiences

      Our selection of authentic experience and special interest holidays.

    • Worldwide journeys

      Luxury tours for individuals around the world


  • New Marine Biology Centre at Kanuhura

    A new Marine Biology Centre as opened at Kanuhura in the Maldives.

    Find out more Read more

  • New Grand Suites for the Venice Simplon Orient Express in 2020

    Three new Grand Suites will be introduced for 2020 on the Venice Simplon Orient Express

    Find out more Read more

  • Six new Cinnamon suites at Mount Cinnamon

    Mount Cinnamon will be introducing 6 new Cinnamon suites in time for the festive season.

    Find out more Read more

  • Renovated Crusoe suites at Soneva Fushi

    Ten newly refurbished Crusoe Suites at Soneva Fushi will be ready to welcome guests in December

    Find out more Read more

  • Hotel Botanico introduces new Wellness Programme June 2019

    The Hotel Botanico in Tenerife is introducing a new ‘Slim and Wellness Programme’ from June 2019

    Find out more Read more

  • Luxury Al Andalus rail holiday departure dates 2020

    The luxury Al Andalus train departure dates for 2020

    Find out more Read more

  • Cookery Holidays at Eremo della Giubiliana Sicily

    The Eremo della Giubiliana has announced the themes for its cookery lessons

    Find out more Read more

  • New Family Aqua Park at the Westin Resort Costa Navarino

    The redesigned Aqua Park at The Westin Resort Costa Navarino opens end of April 2019.

    Find out more Read more