Val d'Orcia
Travel Guide
Visit Val d'Orcia
Rosewood Castiglion del Bosco
Localita Castiglion del Bosco Montalcino SI
$1,058 nightly
The price is $1,175 total per night from Jan 4 to Jan 5
$1,175 total
Jan 4 - Jan 5
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! (70 reviews)
Wonderful stay
Reviewed on Nov 25, 2025
Hotel San Gregorio
Via Della Madonnina 4 Pienza SI
$139 nightly
The price is $160 total per night from Jan 7 to Jan 8
$160 total
Jan 7 - Jan 8
Total with taxes and fees
Book a stay at this business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions RI Crea RE and Enoteca Di ...
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 Oct 25, 2025
Hotel Relais II Chiostro di Pienza
Corso Rossellino 26 Pienza SI
Stay at this hotel in Pienza. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Chiesa ...
8.6/10 Excellent! (611 reviews)
The room was beautiful and very clean. Breakfast staff was very kind.
Reviewed on Oct 29, 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.
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 RI Crea RE and Enoteca Di ...
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 Oct 25, 2025
The House of Alice, charm and relaxation
Montalcino (SI) Toscana
Stay at this vacation home in Montalcino. Enjoy a garden, laundry facilities, and cable/satellite TV service. Popular attractions Abbazia di Sant'Antimo and ...
9.6/10 Exceptional! (67 reviews)
This was a most wonderful and amazing place! Great location and beautiful furnishings.
Reviewed on Nov 29, 2025
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Siena Tuscany
Book a stay at this family-friendly villa in Montalcino. Enjoy private pools, a garden, and laundry facilities. Popular attractions Castello Banfi and Corte ...
9.4/10 Exceptional! (48 reviews)
Probably the highlight of our 5 week vacation through Europe. We spent 5 wonderful days here relaxing by the pool and enjoying the commanding views. Camilla was a gracious and quick responding host. Would love to come back!
Reviewed on Oct 22, 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.
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 with a stop at 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 savor the wineries.
Horti Leonini
Explore the great outdoors at Horti Leonini, a lovely green space in San Quirico d'Orcia. While you're here, you can savor the wineries.
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- Visit Bagno Vignoni
- Bagno Vignoni Vacations
- Piazza delle Sorgenti
- Visit Castiglione d'Orcia
- Visit Rocca d'Orcia
- Castiglione d'Orcia Vacations
- Fortress of Tentennano
- Rocca d'Orcia Vacations
- Visit Pienza
- Chapel of our Lady of Vitaleta
- Pienza Cathedral
- Palazzo Borgia
- Piazza Pio II
- Pieve di Corsignano
- Palazzo Comunale
- Palazzo Piccolomini
- Pienza Vacations
- Enoteca Di Ghino
- Visit San Quirico d'Orcia
- Visit Monticchiello
- Horti Leonini
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Chianciano TermeSan Casciano dei BagniMontepulcianoCamiglianoSan Quirico d'OrciaCinigianoCastelnuovo dell'AbateCastiglione d'OrciaPienzaMontalcinoAbbadia San SalvatoreTrequandaTorrita di SienaMurloCetonaRadicofaniCivitella PaganicoLa FoceSarteanoBuonconventoCastel del PianoPiancastagnaioBagno VignoniSeggianoMonte Antico
- Castello Banfi
- Pienza Cathedral
- Baths of San Filippo
- Fortress of Montalcino
- Tenuta Greppo Franco Biondi Santi
- Chapel of our Lady of Vitaleta
- Castiglion del Bosco Winery
- Abbazia di Sant'Antimo
- Palazzo Piccolomini
- La Foce
- Collegiate Church of San Quirico
- Torrenieri Montalcino Station
- Piazza Pio II
- Piazza delle Sorgenti
- Poggio Antico
- Horti Leonini
- Civic and Diocesan Museum of Sacred Art of Montalcino
- Museum of Brunello
- Pieve di Corsignano
- Capanna of Cencioni
- Rocca di Radicofani
- Palazzo Borgia
- Fortress of Tentennano
- Palazzo Vescovile
- Palazzo Chigi
