The Castle

In the heart of Tuscany
The ancient Medieval residence location allows you to visit Val di Chiana, Val D’Orcia and the Chianti region


The Rooms

Exclusive accommodations
Equipped with all the comforts, the apartments have views on the Val di Chiana. Spacious and exclusive, for a dream vacation.



Enjoy a moment of relaxation
Some rooms have a Jacuzzi. Only few km from the residence you can enjoy famous termal complexes. Internal SPA area is coming soon.



Good food and recreational activities
The position of the Castle allows customers to visit some of the most beautiful villages in Italy, medieval termal structures and much more.

Welcome to La Pia Dama a journey into the Middle Ages

Located in Val di Chiana in Sinalunga, Castello La Pia Dama is a renovated 14th-century castle, offering elegant rooms with free Wi-Fi, an outdoor pool and the possibility of eating in the evening.

Imagine a medieval jewel in the heart of Tuscany, one of the most famous regions of Italy, a land of beauty, art, culture and gastronomic traditions. Surrounded by an enchanting landscape of medieval villages, wheat fields, vineyards and olive groves that extend to the horizon, Relais Castello La Pia Dama is waiting for you.



“Deh, quando tu sarai tornato al mondo,
e riposato de la lunga via”,
seguitò ‘l terzo spirito al secondo,
“Ricordati di me, che son la Pia;
Siena mi fè, disfecemi Maremma:
salsi colui che ‘nnanellata pria
disposando m’avea con la sua gemma”.

the castle

In the heart of the famous Val di Chiana, in one of the most striking views of the Tuscan countryside, stands the Castle of Pia Dama, a 14th century village, formerly the residence of the Cacciaconti family (1,200) and later of the Orlandini family (from 1,600). In 1865 King Vittorio Emanuele II spent the night in a tent in the Poggiolo yard in order to witness military maneuvers taking place in the area, transformed today into an exclusive Relais 3 keys.

Immersed in a marvelous panorama between Val di Chiana of Siena and Arezzo, Val d’Orcia and Chianti, the Relais Castello La Pia Dama came back to life in 2008, after long and careful renovations. The structure aims to offer, in the flavor of history, moments of peace and tranquility, in harmony with the nature that surrounds it.

A Relais is designed for your holidays in Tuscany, which includes 7 housing units, including suites, apartments and comforts, the Il Poggiolo restaurant (Coming Soon!), the Punto Wellness, the outdoor swimming pool, the Rondini lounge bar and the Convention Hall for business meetings, conferences , weddings and birthday parties. A special place, away from the chaos and hectic pace of every day, castle is ideal for spending unique and precious moments.

During your stay you can enjoy the American buffet breakfast served daily in the breakfast room, sunbathe in the garden, play table tennis or table football and billiards or have a snack at the bar.

the rooms sleep in history

Soft and relaxed atmosphere with exclusive comfort. We decided to have only 13 rooms, to give our guests an experience, which suits to their requests. The 3 Suites especially designed to give you complete feeling of the medieval atmosphere but with modern comfort and large space. The 6 Apartments are designed in order to allow you to be together with your loved ones and share your vacation with them. The 4 Comforts rooms for business trips, more practical and essential but always with the intact charm of your room in the Castle.

The air-conditioned rooms come with satellite TV, a private bathroom with a bathtub and a hairdryer. Some rooms have a spa bath or shower.

The stronghold expresses historical charm in every corner, its suites represent that era that we so love to dream about thanks to the period furniture, crystals and paintings, carefully positioned to show off all their beauty while the accommodations are presented each one differently.

The essential lines are enriched with unusual details, the silence of the area embraces the visitor bringing it to the sought-after well-being, and for those who do not want to give up anything among the many comforts offered, the pool will also guarantee modern luxury.


Not only art and culture, but good food and activities to make your stay unique.

Castello La Pia Dama is a 15-minute drive from the picturesque Tuscan town of Montepulciano and 60 km from the Siena-Ampugnano airport. About 30 minutes from Siena and Perugia. 20 min from Cortona, Arezzo, Lake Trasimeno and the beautiful Val D’Orcia.

Very well connected to the motorway ‘of the sun’ and the highway. The Valdichiana Outlet is 5 minutes from the Castle.

Testimonials what they say about us

  •   La struttura è a dir poco meravigliosa,le camere arredate con cura.
    La pace e la tranquillità rendono questo posto un isola felice in cui rifugiarsi per una vacanza relax.
    A... read more

    Cristina B

      Abbiamo Ho soggiornato in questa struttura per una notte.
    La location splendida dall'esterno ma una volta girata la curva per entrare nel parcheggio si ha un impatto diverso....un disordine... read more


      Abbiamo soggiornato per una notte, sistemati in una quadrupla e due doppie. Al nostro arrivo (fortunatamente nel pomeriggio e non in serata) tutte le stanze erano fredde. Il personale, su... read more

    Lucia M
  •   Paradiso terrestre consigliamo sia io che mio marito di venire ad alloggiare qui posto unico Roberto il proprietario gentilissimo ci ha preparato cenette e pranzetti tipici unici ed Elio il... read more


      Location favolosa, personale gentilissimo è disponibile, servizi già di buon livello, ma che il proprietario sta ulteriormente incrementando. Abbiamo passato due notti magnifiche in una suite con vasca tonda idromassaggio.... read more


      Ci sono stato tanto tempo fa erano proprio gli inizia. lo ricordo come un posto da favola...oggi vedo dalle foto che è ulteriormente migliorato. Gli arredi sono originalissimi, studiati ad... read more

  •   Grazie infinite. Seguiremo il tuo prezioso consiglio. A presto !


      Ottima esperienza. Relax, riposo, in una location meravigliosa immersa nel verde Toscano, sul posto troverete una bella piscina dove nuotare, e rilassarvi. La nostra camera era accogliente... read more


      Sono stato 1 notte qui con una coppia di amici.
    Titolare molto gentile e cortese, posto davvero bellissimo, camera spaziosa e ben arredata con aria condizionata, l'unica pecca è che... read more

  •   Roberto e consorte sono persone squisite, la location è situata nel mezzo delle tappe più gettonate della Toscana.
    Immerso nel verde il castello si affaccia sulle valli circostanti, il... read more


      Ho soggiornato 2 notti in questo fantastico castello con mio marito e le mie figlie..posto stupendo.. relax assicurato. Posto strategico per visitare molte località toscane. Camera enorme, anzi..lo definirei appartamento,... read more

    Alessia S

      Ho soggiornato in questa struttura purtroppo per una sola notte e poche settimane fa. Posto incantevole (un vero e proprio castello, come nelle fiabe) e molto comodo da raggiungere direttamente... read more