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Castel Monastero Resort

from £3,695 per person
2 July 2026 / 16 August 2026
Siena, Italy
Why stay at this hotel

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.

Reviews

"If you're thinking of going to see the Palio, please book it with Racing Breaks. The trip was well organised and professional. All going to plan. The hotel RB use is 1st class and would recommend The Castel Monastero as the rooms, restaurants, spa and staff would be difficult to improve. If you book RB give you the flexibility to extend the trip before or after so you can link it with seeing other parts of Italy. They are flexible with airport transfers too. Great bucket List experience thank you."
Samantha, 2025
"An absolutely unforgettable experience! RacingBreaks.com organised every detail perfectly — from our stunning hotel to the exclusive race viewing and incredible Contrada dinner. The team made us feel looked after from start to finish. Seeing the Palio di Siena up close was a true bucket-list moment. Highly recommend!"
Michael, 2025
"The Palio di Siena was like stepping into history — the atmosphere, the colours, the passion were simply incredible. The whole trip was seamless and stress-free. We loved the mix of cultural experiences and relaxation at our beautiful countryside hotel. A truly unique way to explore Tuscany!"
Michelle, 2025
"If you're thinking of going to see the Palio, please book it with Racing Breaks. The trip was well organised and professional. All going to plan. The hotel RB use is 1st class and would recommend The Castel Monastero as the rooms, restaurants, spa and staff would be difficult to improve. If you book RB give you the flexibility to extend the trip before or after so you can link it with seeing other parts of Italy. They are flexible with airport transfers too. Great bucket List experience thank you."
Samantha, 2025
"An absolutely unforgettable experience! RacingBreaks.com organised every detail perfectly — from our stunning hotel to the exclusive race viewing and incredible Contrada dinner. The team made us feel looked after from start to finish. Seeing the Palio di Siena up close was a true bucket-list moment. Highly recommend!"
Michael, 2025
"The Palio di Siena was like stepping into history — the atmosphere, the colours, the passion were simply incredible. The whole trip was seamless and stress-free. We loved the mix of cultural experiences and relaxation at our beautiful countryside hotel. A truly unique way to explore Tuscany!"
Michelle, 2025
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Contact

Your ultimate racing break starts here

Tell us a little more about what you’re looking for, and our team will craft the perfect racing escape tailored just for you.

Call:

0800 193 6646

Email:

General Enquiries:info@racingbreaks.com

Customer Service:reservations@racingbreaks.com

Concierge/VIP:concierge@racingbreaks.com

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