
Val d'Orcia Trip
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Top hotels in Val d'Orcia

Rosewood Castiglion del Bosco
Localita Castiglion del Bosco Montalcino SI
9.8/10 Exceptional! (71 reviews)
Wonderful stay
Reviewed on 25 Nov 2025

Hotel Relais II Chiostro di Pienza
Corso Rossellino 26 Pienza SI
8.6/10 Excellent! (614 reviews)
A little tired, extremely clean, with an amazing staff
Reviewed on 1 Jan 2026

Hotel San Gregorio
Via Della Madonnina 4 Pienza SI
Fully refundableReserve now, pay when you stay
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
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
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
Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.

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.
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