Castel Monastero

Castelnuovo Berardenga, Italy

Castel Monastero is a magnificent medieval convent transformed into a charming hamlet just twenty minutes from Siena.

Property Overview

Nestled in the heart of Chianti, Castel Monastero overlooks breathtaking vineyards and rolling countryside. This private medieval monastery, borgo, and piazza date back to the eleventh century. A one-of-a-kind spa offers wellness, weight-loss, and detox programs with guidance from medical professionals and wellness experts. Dining options include La Cantina, set within an eleventh-century wine cellar, and Michelin-starred La Contrada, overlooking the property's enchanting medieval square. An intimate retreat tucked away in the Tuscan countryside.

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SmartFlyer Exclusives

  • Welcome letter on your behalf accompanied by a local bottle of wine
  • Buffet breakfast
  • Upgrade upon availability at the time of check-in on next room category
  • Early check-in and late check-out upon availability

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Agent Tips

  • Reserve dinner at Michelin-starred Contrada, but don't miss Cantina, set within a vaulted medieval wine cellar.
  • Be sure to spend time at the saltwater pool in Spa Monasterii.
Accommodations

Wake up to vineyards and village views

Set in the heart of Chianti, vineyards, woodlands, and fields stretch out in every direction, alongside a charming square with a café, restaurant, and even a small church. Rooms and suites embrace classic Tuscan style with local textiles, warm colors, and oak-beamed ceilings.Set in the heart of Chianti, vineyards, woodlands, and fields stretch out in every direction, alongside a charming square with a café, restaurant, and even a small church. Rooms and suites embrace classic Tuscan style with local textiles, warm colors, and oak-beamed ceilings.
Pool + Gym

A quiet escape beneath the Tuscan sun

The outdoor pool features three separate levels, including a central infinity pool. A poolside snack bar serves light bites and refreshments throughout the day.

The gym is open twenty-four hours a day and is complimentary for guests. Personalized training sessions are available for those looking to enhance their fitness routine during their stay.
Spa

Where wellness meets the Tuscan countryside

Set within two elegant Tuscan villas, Spa Monasterii offers a holistic approach to wellness through slimming, detox, and anti-aging programs. The spa's signature Aquae Monasterii experience features a high-salinity seawater pool designed in collaboration with the renowned Thalasso del Forte medical team. Surrounded by Chianti's peaceful landscape, guests can also enjoy yoga sessions, wellness consultations, and restorative treatments designed to promote balance and renewal.
Restaurant + Bar

From Michelin stars to medieval cellars

La Cantina serves traditional Tuscan cuisine inside the property's historic wine cellar, where estate-produced Chianti has aged for centuries. Facing the piazza, Michelin-starred La Contrada presents classic regional flavors through a contemporary lens, showcasing locally sourced ingredients and thoughtfully curated tasting experiences.

Two bars are located throughout the property. One is set in the main square with indoor seating and a terrace overlooking the piazza, while the other sits beside the pool. Signature cocktails include the Rosemary Cocktail and the Tuscan Negroni.
  • Vibe
    Timeless Tuscan charm.
  • Who's it for?
    Wellness enthusiasts, tranquility seekers, multigenerational travelers, honeymooners, celebratory getaways, food and wine lovers, and families.
  • Location
    One of Italy's most beautiful stretches of countryside, Tuscany's Chianti region is defined by vineyards, cornfields, chestnut forests, and rows of cypress trees. Castel Monastero, a beautifully restored medieval village and monastery, sits approximately fourteen miles from Siena, offering a peaceful retreat surrounded by some of the region's most iconic landscapes.

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