Castel Monastero began life as an eleventh-century village. Then it became a monastery, complete with an incredible Chianti cellar. Now, roughly a thousand years later, it still sits magisterially on a hill, a high-end luxury hotel, one placed close to Siena, far from most everywhere else, and absolutely worth a detour.

As you’d expect, given such a pedigree, there are vaulted ceilings, rough-hewn stone walls, broad beams, and vineyard views. Rooms are scattered among various buildings a short distance from the main one, heightening the sense of seclusion (the super-thick walls and private courtyard help too). Tours by bike, horse, or car into the neighboring countryside can be arranged, or you might prefer to hang out by one of the indoor or outdoor pools. The hotel also offers mushroom foraging, followed by lunch.

And while life here was tranquil enough during the property’s years as a monastery, a more accessible form of relaxation is offered by the dazzling and modern Spa Monasterii.

Room amenities included in room stay

• Flat screen TV, WIFI, Mini – bar, tea

Hotel amenities 

• • Spa Monasterii
  • 3 Pools
  • Yoga pad
  • Tennis court
  • Fitness Center

Check-in: 3:00 pm
Checkout: 11:00 am

Two restaurants serve Castel Monastero’s guests: the fine-dining Michelin star, Contrada, is open for breakfast and dinner. The more casual Cantina, set in the old medieval wine cellar and offers seasonal Tuscan flavors for lunch and dinner. The lobby bar offers light fare for a quick snack.