Val d'Orcia Travel Guide

Name: Hotel Relais II Chiostro di Pienza
Rating: 8.6

Tourist Guide

Cathedral of Pienza featuring heritage architecture

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

Monticchiello which includes landscape views

Visit Val d'Orcia

Activities

Rosewood Castiglion del Bosco

Localita Castiglion del Bosco Montalcino SI

NZ$2,567

4 Jan - 5 Jan 2026

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 ...

10/10 Exceptional! (70 reviews)

Wonderful stay

Reviewed on 25 Nov 2025

Hotel San Gregorio

Via Della Madonnina 4 Pienza SI

NZ$420

3 Jan - 4 Jan 2026

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 ...

9.2/10 Wonderful! (134 reviews)

Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!

Reviewed on 25 Oct 2025

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 ...

8.6/10 Excellent! (611 reviews)

The room was beautiful and very clean. Breakfast staff was very kind.

Reviewed on 29 Oct 2025

Get rates

See all 607 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 ...

9.2/10 Wonderful! (134 reviews)

Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!

Reviewed on 25 Oct 2025

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 ...

9/10 Wonderful! (78 reviews)

This hotel is a combination of modern and classic Italian styles. It has renovated rooms with modern bathrooms, but other areas of the hotel are outdated. It features a spa, sauna, thermal waters, and an outdoor pool with a spectacular view. The outdoor area is very beautiful and modern. The breakfast ...

Reviewed on 18 Oct 2025

The House of Alice, charm and relaxation

Montalcino (SI) Toscana

Stay at this holiday home in Montalcino. Enjoy a garden, laundry facilities and cable/satellite TV service. Popular attractions Abbazia di Sant'Antimo and Museum ...

9.6/10 Exceptional! (67 reviews)

This was a most wonderful and amazing place! Great location and beautiful furnishings.

Reviewed on 29 Nov 2025

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.

Popular places to visit

Castello Banfi

5/5(2 reviews)

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.

Pienza Cathedral

4/5(6 reviews)

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

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.

Fortress of Montalcino

Find out about the history of Montalcino when you take a trip to Fortress of Montalcino. Visit the area's spas or simply enjoy its wineries.

Collegiate Church of San Quirico

After visiting Collegiate Church of San Quirico, make a plan to see the other sights and activities in San Quirico d'Orcia. While you're here, you can savour the wineries.