Castel Monastero Resort
Castel Monastero Resort
Castel Monastero offers a unique opportunity to experience the Palio di Siena while enjoying the serenity and sophistication of one of Tuscany’s finest countryside retreats. Set within a beautifully restored medieval village, it is the perfect choice for those seeking a blend of five-star luxury, peaceful surroundings, and effortless access to the excitement of race day.Request a personalised quote or speak to an expert today:
What's Included
Trip Dates: 30th June – 3rd July 2027 or 14th – 17th August 2027
- Private return airport transfers
- Three (or more) nights accommodation
- Breakfast each morning
- Welcome amenities in room upon arrival
- Wine tasting at Castel Monastero with the hotel’s sommelier
- Dinner in one of the “Contrada” the night before the Palio
- Access to the “acqua benessere” indoor Spa
- Access to a shared window in a historic palace overlooking Piazza del Campo
- A light Tuscan buffet and open bar during the race
Luxurious 5* Resort
Featuring modern amenities in elegant, cozy rooms and suites
Historic Charm
Stay in a beautifully restored medieval Tuscan village
Wellness Retreat
Relax with spa treatments and serene wellness facilities
Gourmet Dining
Savour authentic Tuscan cuisine and local wines
Scenic Surroundings
Enjoy picturesque countryside and outdoor activities
Castel Monastero Resort is nestled in the heart of the Tuscan countryside, surrounded by rolling hills, vineyards, and olive groves. It’s around a 30 minute transfer from the historic city of Siena, making it easily accessible for the Palio, while offering a peaceful, secluded retreat away from the city’s bustle.
The resort has a variety of dining options including:
Contrada – An elegant gourmet restaurant with refined Tuscan cuisine crafted by Executive Chef Davide Canella. The menu blends classic Italian flavours with contemporary touches, focusing on locally sourced ingredients — perfect for a romantic dinner or special night out. It also offers al fresco dining in summer overlooking the resort’s charming piazza.
La Cantina – A relaxed yet atmospheric restaurant set in the resort’s medieval wine cellar. Here you can enjoy traditional Tuscan dishes like pici pasta, ribollita, and Chianina beef alongside a strong selection of local wines.
Chigi Bar & Aqva Pool Bar – For a lighter, casual experience, the Chigi Bar offers aperitifs and drinks in the monastery’s historic spaces, while the pool bar serves refreshing snacks and cocktails during the warmer months.
Toast, Wine & Snacks – Beyond formal dining, guests can sample local Chianti and Tuscan wines paired with regional cheeses and charcuterie — ideal for a laid‑back tasting or pre‑dinner aperitivo.
Room Options
Superior
Comfortable and light-filled rooms, styled in warm Tuscan country décor. They feature a spacious bedroom with classic Tuscan furnishings and offer scenic views of the resort or countryside. Many bathrooms include both a shower and a bathtub.
Deluxe
Slightly larger rooms designed for a relaxing stay for two. These combine Tuscan charm with contemporary comfort, with warm interiors and countryside views. Some rooms can connect to adjacent spaces, and most bathrooms include both a bathtub and a separate shower.
Prestige
More spacious rooms offering a separate sleeping area and often a small lounge. These elegant accommodations reflect refined Tuscan style and can accommodate up to three guests with a third bed or cot, along with scenic views over the forest, vineyards or castle.
Junior Suite
A unique suite featuring a bedroom and lounge plus enchanting views over the resort’s historic piazza and surrounding countryside. The romantic setting adds extra charm to this spacious option.
Executive Suite
Elegant and expansive suites with a separate lounge area and bedroom, offering splendid views over the fields, vineyards or piazza.
Customer Reviews
Frequently Asked Questions
Approximately 20–25 minutes by private transfer. The resort sits in the Chianti countryside, offering serene luxury while remaining perfectly placed for the event.
An invitation-only outdoor banquet held the evening before the race in the streets of one of the participating Contrade (in past years often the Eagle Contrada near the Cathedral). Long tables, torchlight, local food and wine, and the passionate atmosphere of the neighbourhood create one of the most authentic experiences of Palio week.
Yes — private airport transfers on arrival and departure, plus transfers into Siena for the Contrada Dinner and race day, are all included.
Yes. Guests enjoy complimentary access to the Acqua Benessere spa, pools, and grounds throughout the stay. A private wine tasting with the hotel’s sommelier is also included.
Extensions at Castel Monastero or further travel to Florence, Pisa, or Rome are easily arranged. Simply let us know and we will tailor the onward arrangements.
As early as possible. Official hospitality positions and the best rooms at Castel Monastero are limited and in high demand, particularly for the August edition.
Access to a shared window in a historic palace overlooking Piazza del Campo, together with a light Tuscan buffet and open bar throughout the afternoon and evening. You enjoy the historic procession and race from a privileged, elevated position without the crowds and heat of the central square.
Official Tickets & Hospitality
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Exclusive Events
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Bespoke Experiences
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Rated Excellent
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