Find hotels in Castiglioncello del Trinoro from ฿1,208

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24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Castiglioncello del Trinoro hotels

Exterior
Terre di GIORGIO - Agriturismo Villa la Palazzetta

Terre di GIORGIO - Agriturismo Villa la Palazzetta

Terre di GIORGIO - Agriturismo Villa la Palazzetta
Castiglione d'Orcia
9.6 out of 10, Exceptional, (9)
"Beautiful property, clean and nice rooms. Our hosts were very helpful and the food amazing! Breakfast containing fresh fruits, local products and freshly baked cakes was fantastic. Pool and relaxing area with a view of Monte Amiata. "
Switzerland
Alexandra
The price is ฿3,828
฿4,357 total
includes taxes & fees
28 Dec - 29 Dec
Terre di GIORGIO - Agriturismo Villa la Palazzetta
Property grounds
Agriturismo Podere Casano

Agriturismo Podere Casano

Agriturismo Podere Casano
Radicofani
8.0 out of 10, Very good, (2)
"Paesaggio stupendo e struttura ben tenuta, consiglio ai proprietari di effettuare il servizio di cena/pranzo/colazione un pò più rivolto alla ristorazione e un pò meno al casalingo, prodotti ottimi ma il servizio da migliorare. "
Italy
omar
Agriturismo Podere Casano
Sun deck
Capanna Suites

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (132)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
Capanna Suites
Restaurant
La Bandita Townhouse

La Bandita Townhouse

La Bandita Townhouse
Pienza
10.0 out of 10, Exceptional, (6)
"Fabulous hotel - comfortable, quiet and the staff is incredibly friendly. Looking forward to my next stay! "
United States
Elin
The price is ฿14,979
฿16,624 total
includes taxes & fees
5 Jan - 6 Jan 2026
La Bandita Townhouse
Front of property
Hotel Osteria Dell Orcia

Hotel Osteria Dell Orcia

Hotel Osteria Dell Orcia
4.0 star property
Castiglione d'Orcia
9.6 out of 10, Exceptional, (46)
"Beautiful place in the Tuscan countryside. Excellent food and service. We had a lovely 2 night stay."
Denmark
Nick
Hotel Osteria Dell Orcia
Villa, Valley View | Garden view
Drogheria & Locanda Franci

Drogheria & Locanda Franci

Drogheria & Locanda Franci
Montalcino
9.8 out of 10, Exceptional, (16)
"Would stay here again."
United States
Martin
The price is ฿7,616
฿8,744 total
includes taxes & fees
8 Jan - 9 Jan 2026
Drogheria & Locanda Franci
Reception
I Borghi dell'Eremo

I Borghi dell'Eremo

I Borghi dell'Eremo
Piegaro
10.0 out of 10, Exceptional, (55)
"Beautiful grounds, room:suites, impeccable staff made a wonderful relaxing time but still have our favorite small villages to explore "
United States
Donna
The price is ฿11,617
฿12,779 total
includes taxes & fees
2 Jan - 3 Jan 2026
I Borghi dell'Eremo
Property grounds
Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (14)
"Excellent room and food. Great location!"
United States
Saurabh
The price is ฿8,371
฿9,402 total
includes taxes & fees
29 Dec - 30 Dec
Poggio Paradiso Resort & Spa
Spa
Mastrojanni Relais

Mastrojanni Relais

Mastrojanni Relais
Montalcino
10.0 out of 10, Exceptional, (61)
"This is the most magical and beautiful property in Tuscany with amazing food and service. The guests talk about how they come back every year to this resort The views from the pool are the best in this area. "
United States
Laura
The price is ฿14,178
฿15,962 total
includes taxes & fees
8 Jan - 9 Jan 2026
Mastrojanni Relais
View from property
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
5.0 star property
Montalcino
9.0 out of 10, Wonderful, (340)
"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."
United States
Jose
Castello di Velona Resort Thermal SPA & Winery
Outdoor pool, pool loungers
Convento San Bartolomeo

Convento San Bartolomeo

Convento San Bartolomeo
Piancastagnaio
9.8 out of 10, Exceptional, (48)
"Very nice historic property. "
United States
Harrison
The price is ฿3,955
฿4,350 total
includes taxes & fees
8 Jan - 9 Jan 2026
Convento San Bartolomeo
Lobby
Locanda del Loggiato

Locanda del Loggiato

Locanda del Loggiato
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (35)
"Location, nice staff, clean, beauty of this place: unique. "
Canada
Chucri
The price is ฿4,337
฿4,917 total
includes taxes & fees
7 Jan - 8 Jan 2026
Locanda del Loggiato
Exterior
Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (128)
"Great hosts, central location "
United States
Alexander
Bed & Breakfast Vicolo dell'Oste
Food court
La Locanda di San Francesco

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (131)
"Great room-great staff-great location"
United States
Richard
The price is ฿5,725
฿6,444 total
includes taxes & fees
18 Jan - 19 Jan 2026
La Locanda di San Francesco
Exterior
Palazzo Pio III

Palazzo Pio III

Palazzo Pio III
Sarteano
10.0 out of 10, Exceptional, (3)
"Great stay at this hotel. Amazing breakfast and very warm welcome. I highly recommend Palazzo Pio III! Everything was perfect!"
Canada
Geneviève
Palazzo Pio III
Suite | Down duvets, pillow-top beds, individually decorated
The Monteleone

The Monteleone

The Monteleone
Monteleone d'Orvieto
9.8 out of 10, Exceptional, (8)
"“Oasi di pace in Umbria. Camera ampia, moderna e pulitissima; letto comodissimo e bagno con doccia top. Colazione ricca, con opzioni dolci e salate. Comodo il parcheggio interno e l’accesso semplice con codice. La piscina all’aperto è perfetta per rilassarsi dopo le visite nei borghi vicini. Staff gentilissimo (un grazie speciale ad Anna in reception) e massima cura dei dettagli. Siamo stati benissimo e torneremo sicuramente. Consigliatissimo!”"
Italy
matteo
The price is ฿4,284
฿4,713 total
includes taxes & fees
26 Dec - 27 Dec
The Monteleone
Property entrance
LaChiusa Tuscany

LaChiusa Tuscany

LaChiusa Tuscany
3.0 star property
Torrita di Siena
9.2 out of 10, Wonderful, (66)
"This is such a cute fun traditional Tuscan place to stay! Everywhere you look is an amazing view. The dinner was fantastic. The breakfast was delicious. The bed was super comfortable. The room, while rustic and vintage, was very nice. It was so peaceful and quiet! We thoroughly enjoyed our stay and the drive through Tuscany to get there. Bonus that it’s near Maximus’s house from the gladiator movie sights!"
United States
Brent
The price is ฿7,057
฿7,762 total
includes taxes & fees
27 Dec - 28 Dec
LaChiusa Tuscany
Property entrance
Villa Svetoni Wine Resort

Villa Svetoni Wine Resort

Villa Svetoni Wine Resort
Montepulciano
9.6 out of 10, Exceptional, (72)
"Very nice place to go around from."
Canada
Raja
Villa Svetoni Wine Resort
Exercise/lap pool
Piccolo Hotel Aurora

Piccolo Hotel Aurora

Piccolo Hotel Aurora
3.0 star property
Abbadia San Salvatore
9.0 out of 10, Wonderful, (21)
"Personale veramente gentilissimo e disponibili, tutto molto curato e pronto ad ogni piccola e grande esigenza. Camera pulitissima e confortevole con ogni confort e bevande gratuite senza limiti nella hall. Consigliano ristorante interno molto molto buono. Ritornerò sicuramente "
Italy
martino
Piccolo Hotel Aurora
Terrace/patio
Hotel Fabbrini

Hotel Fabbrini

Hotel Fabbrini
3.0 star property
Abbadia San Salvatore
8.6 out of 10, Excellent, (9)
"Struttura curata e pulita. Personale cortese."
Italy
Massimo
The price is ฿2,796
฿3,076 total
includes taxes & fees
12 Jan - 13 Jan 2026
Hotel Fabbrini
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castiglioncello del Trinoro Hotel Reviews

Palazzo Brandano

Palazzo Brandano

10/10 Excellent
"Room and breakfast is great but a 20 minute drive to Pienza very cute area"
Suzanne 1-night trip
Posted 1 month ago
Palazzo Brandano

More cheap stays in Castiglioncello del Trinoro

Albergo Le Macinaie

Albergo Le Macinaie

Loc. Prato Le Macinaie Castel del Piano GR
The price is ฿1,032 per night from 19 Jan to 20 Jan
฿1,032
฿1,208 total
19 Jan - 20 Jan 2026
includes taxes & fees
9.4/10 Exceptional! (30 reviews)

Frequently asked questions

What's the best place to stay in Castiglioncello del Trinoro?
Monteverdi Tuscany is one of the top choices for your stay based on our traveller data. This inn offers a full-service spa and 2 restaurants. Other good options for your trip to the area are Relais Villa Grazianella - UNA Esperienze and Grand Hotel Admiral Palace. See all available top hotels, or vacation rentals in Castiglioncello del Trinoro.
If I need to cancel my hotel reservation in Castiglioncello del Trinoro, will I receive a refund?
Yes, most room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, you might be able to still cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Castiglioncello del Trinoro.
What is the top LGBTQ-friendly place to stay in Castiglioncello del Trinoro?
Monteverdi Tuscany is a top LGBTQ-friendly inn that features a full-service spa and 2 restaurants. See all available hotels listed as LGBTQ-friendly in Castiglioncello del Trinoro.
What is staying in Castiglioncello del Trinoro like?
Travellers to Castiglioncello del Trinoro will find plenty to explore and enjoy. In Castiglioncello del Trinoro, there are 4 hotels and other accommodation options to choose from. Find out more about Castiglioncello del Trinoro.
What are the top places to visit in Castiglioncello del Trinoro?
Places to visit in the wider area include La Foce, Terme di Chianciano and Piscine Termali Theia. You'll also find Terme di Montepulciano Spa and Val di Chiana in the area. Take a look at what more there is to see and do in Expedia's Castiglioncello del Trinoro guide.
What's the seasonal weather in Castiglioncello del Trinoro?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Castiglioncello del Trinoro is 1077 mm.