Name: Castiglion del Bosco, A Rosewood Hotel
Price range: RM4,913

Hotel Relais II Chiostro di Pienza

Corso Rossellino 26 Pienza SI

Stay at this hotel in Pienza. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...

8.8/10 Excellent! (635 reviews)

A little tired, extremely clean, with an amazing staff

Reviewed on 1 Jan 2026

Get rates

Hotel San Gregorio

Via Della Madonnina 4 Pienza SI

Fully refundableReserve now, pay when you stay

RM1,353

RM1,516 total

5 Apr - 6 Apr

includes taxes & fees

Stay at this business-friendly residence in Pienza. Enjoy free Wi-Fi, an outdoor pool and room service. Popular attractions RI Crea RE and Enoteca Di Ghino are ...

9.4/10 Exceptional! (138 reviews)

This hotel was the highlight of our Tuscany trip. It is very well decorated, stunning italian furniture and arts on the wall. There is a restaurant for dining. About 2 minutes walking from Pienza old town entrance. Staff was super nice, even their mascot, an yellow cat, came to greet us. It is a ...

Reviewed on 19 Mar 2026

Castiglion del Bosco, A Rosewood Hotel

Localita Castiglion del Bosco Montalcino SI

RM4,913

RM5,450 total

29 Mar - 30 Mar

includes taxes & fees

Stay at this luxury hotel in Montalcino. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte Pavone ...

See all 630 properties in Val d'Orcia

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.

Hotel San Gregorio

Via Della Madonnina 4 Pienza SI

Stay at this business-friendly residence in Pienza. Enjoy free Wi-Fi, an outdoor pool and room service. Popular attractions RI Crea RE and Enoteca Di Ghino are ...

9.4/10 Exceptional! (138 reviews)

This hotel was the highlight of our Tuscany trip. It is very well decorated, stunning italian furniture and arts on the wall. There is a restaurant for dining. About 2 minutes walking from Pienza old town entrance. Staff was super nice, even their mascot, an yellow cat, came to greet us. It is a ...

Reviewed on 19 Mar 2026

Casanova - Panoramic Rooms and Suites

Strada Provinciale 146 di Chianciano San Quirico d'Orcia SI

Stay at this residence in San Quirico d'Orcia. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Popular attractions Horti Leonini and Chapel of our Lady ...

Casa Gioia - Casa Olivieri

Corso il Rossellino 91 Pienza SI

Stay at this apartment in Pienza. Enjoy free Wi-Fi. Popular attractions Palazzo Vescovile and Museo Diocesano are located nearby.

See all properties in Val d'Orcia

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.

Check Val d'Orcia hotel availability

Popular places to visit

Cathedral of Pienza featuring religious elements, a church or cathedral and heritage elements

Pienza Cathedral

Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.

Castello Banfi

You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas or simply enjoy its wineries.

Baths of San Filippo

You can take time to visit Baths of San Filippo during your travels to Bagni San Filippo. Visit the area's spas or simply enjoy its wineries.

Historic Centre of Pienza

Explore the great outdoors at Historic Centre of Pienza, a lovely green space in Pienza. Discover the countryside and churches in this quaint area.

Tenuta Greppo Franco Biondi Santi

You can enjoy a tasting or tour at Tenuta Greppo Franco Biondi Santi during your travels to Montalcino. Discover the area's countryside and spas.

Chapel of our Lady of Vitaleta

You can learn about the history of San Quirico d'Orcia with a visit to Chapel of our Lady of Vitaleta. While you're here, you can savour the wineries.