Find hotels in Castiglioncello del Trinoro from ฿1,208

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Castiglioncello del Trinoro hotels

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
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
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
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
Lunch and dinner served, local cuisine
La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
5.0 star property
San Quirico d'Orcia
9.6 out of 10, Exceptional, (70)
"Enjoyed our stay to the fullest!"
United States
Anna
The price is ฿17,137
฿19,033 total
includes taxes & fees
6 Jan - 7 Jan 2026
La Posta Hotel & Thermal Spa
Exterior
Agriturismo Il Sentiero

Agriturismo Il Sentiero

Agriturismo Il Sentiero
Acquapendente
8.4 out of 10, Very good, (45)
"This was a charming and comfortable accommodation. Very friendly staff and beautiful views of countryside. "
United States
Kelsey
Agriturismo Il Sentiero
Terrace/patio
Relais Val d'Orcia

Relais Val d'Orcia

Relais Val d'Orcia
Pienza
10.0 out of 10, Exceptional, (53)
"Fantastic stay "
United States
Brittanie
Relais Val d'Orcia
Restaurant
Agriturismo Merigge Wellness & Spa

Agriturismo Merigge Wellness & Spa

Agriturismo Merigge Wellness & Spa
Montepulciano
9.8 out of 10, Exceptional, (81)
"Friendly staff and super accommodating. We would highly recommend staying there!!!"
United States
Scott
The price is ฿8,179
฿9,180 total
includes taxes & fees
6 Jan - 7 Jan 2026
Agriturismo Merigge Wellness & Spa
Property entrance
Il Tosco

Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (115)
"The staff was courteous, the food was amazing, and the location was great. We were very impressed"
United States
Joshua
The price is ฿8,305
฿9,283 total
includes taxes & fees
4 Jan - 5 Jan 2026
Il Tosco
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 ฿3,972
฿4,369 total
includes taxes & fees
24 Dec - 25 Dec
The Monteleone
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
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 ฿4,327
฿4,907 total
includes taxes & fees
7 Jan - 8 Jan 2026
Locanda del Loggiato
Property entrance
Meublè Evoè

Meublè Evoè

Meublè Evoè
Montepulciano
9.4 out of 10, Exceptional, (52)
"Hosts are amazing, great location and the breakfast was excellent."
United States
luis
Meublè Evoè
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
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
7 Jan - 8 Jan 2026
Convento San Bartolomeo
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
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
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
15 Jan - 16 Jan 2026
Hotel Fabbrini
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
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 3 weeks 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.