Photo by tom owens
Search Winery Hotels in Castiglione del Bosco
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Castiglione del Bosco Winery Hotels
Our top choices for Castiglione del Bosco hotels with winery
10.0 out of 10, Exceptional, (70)
"Wonderful stay "
Talib
The price is 35.559.625 ₫
39.424.264 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Capanna Suites
Capanna SuitesMontalcino
9.8 out of 10, Exceptional, (131)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Megan
Meublé Il Riccio
Meublé Il RiccioMontepulciano
9.8 out of 10, Exceptional, (86)
"Staff is great and many good restaurants in short walking distance."
Mark
Villa Ermellina Siena, a Tribute Portfolio Hotel
Villa Ermellina Siena, a Tribute Portfolio HotelCamollia
9.0 out of 10, Wonderful, (7)
"Unique and cozy prot"
Kristine
The price is 3.071.577 ₫
3.471.176 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
9.6 out of 10, Exceptional, (440)
"A hidden gem overlooking the city set in stunning grounds"
Philip
PienzaLettings Suites
PienzaLettings SuitesPienza
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Tom
The price is 1.985.365 ₫
2.307.156 ₫ total
includes taxes & fees
23 Dec - 24 Dec
8.8 out of 10, Excellent, (630)
"Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel "
Pedro
Mastrojanni Relais
Mastrojanni RelaisMontalcino
10.0 out of 10, Exceptional, (61)
"This is the most magical and beautiful property in Tuscany with amazing food and service. The guests talk about how they come back every year to this resort
The views from the pool are the best in this area. "
Laura
The price is 11.072.805 ₫
12.488.223 ₫ total
includes taxes & fees
24 Dec - 25 Dec
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.