Name: Castiglion del Bosco, A Rosewood Hotel
Price range: $2,062 total
Rating: 10

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI

$726 nightly

$810 total

Oct 25 - Oct 26

Total with taxes and fees

Book a stay at this luxury hotel in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...

9/10 Wonderful! (377 reviews)

"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."

Reviewed on Sep 27, 2026

L'Orto delle Terme

Via dei Mulini 18 San Quirico d'Orcia SI

$129 nightly

$146 total

Oct 15 - Oct 16

Total with taxes and fees

Stay at this B&B in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and hot springs on site. Popular attractions Piazza delle Sorgenti and Tenuta Sanone ...

9.6/10 Exceptional! (59 reviews)

"Tout etait parfais. Chambre propre, staff accueillants et disponible au besoin. Petit déjeuner tres bon avec beaucoup de choix de qualité. Location et vue incroyable. Paysage a couper le souffle."

Reviewed on Sep 26, 2026

Castiglion del Bosco, A Rosewood Hotel

Localita Castiglion del Bosco Montalcino SI

$1,864 nightly

$2,062 total

Oct 30 - Oct 31

Total with taxes and fees

Book a stay at this luxury hotel in Montalcino. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...

10/10 Exceptional! (81 reviews)

"Very warm and friendly service."

Reviewed on Sep 13, 2026

See all 640 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.

Corte Francigena - Apartments

Via Ferretti Montalcino SI

Stay at this apartment in Montalcino. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...

9.8/10 Exceptional! (18 reviews)

"The unit is very clean, awesome breakfast, beautiful view"

Reviewed on Sep 24, 2026

Hotel San Gregorio

Via Della Madonnina 4 Pienza SI

Book a stay at this business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions Enoteca Di Ghino and Artemisia ...

9.4/10 Exceptional! (157 reviews)

"Quaint but modern hotel walking distance to all - good breakfast and service in hotel restaurant. Spacious rooms with air conditioning (which gets turned off when staff cleans room - call desk to turn back on), safe, and bathroom with tub- but no shower curtain- took a while to learn how to negotiate ..."

Reviewed on Sep 17, 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 WiFi, and an outdoor pool. Popular attractions Horti Leonini and Chapel of our Lady ...

9.2/10 Wonderful! (97 reviews)

"The room snd entire property were spotless clean. Staff wete helpful and friendly. Our room and patio overlooked the d'Orcia valley, gorgeous any time, especially in the morning. The entire grounds, pool, loungers, plants were well maintained. This was our third time at Cassanova and we would come ..."

Reviewed on Sep 25, 2026

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.