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Search Winery Hotels in Castiglione del Bosco

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Check availability on Castiglione del Bosco Winery Hotels

Our top choices for Castiglione del Bosco hotels with winery

Capanna Suites

Capanna Suites
Montalcino
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 ! "
Canada
Megan
Capanna Suites

Borgo Grondaie

Borgo Grondaie
3.0 star property
Siena
9.6 out of 10, Exceptional, (440)
"A hidden gem overlooking the city set in stunning grounds"
United Kingdom
Philip
Borgo Grondaie

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
4.0 star property
Camollia
8.8 out of 10, Excellent, (6)
"Unique and cozy prot"
United States
Kristine
The price is 3.081.745 ₫
3.482.666 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Villa Ermellina Siena, a Tribute Portfolio Hotel

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (69)
"Wonderful stay "
United States
Talib
The price is 36.208.001 ₫
40.138.271 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Castiglion del Bosco, A Rosewood Hotel

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza
4.0 star property
Pienza
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 "
United States
Pedro
Hotel Relais II Chiostro di Pienza

Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (579)
"Comfortable rooms, excellent breakfast, lovely pool, and service!"
United States
Anonymous traveller
The price is 3.081.745 ₫
3.482.666 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Four Points by Sheraton Siena

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
2.0 star property
Montepulciano
9.2 out of 10, Wonderful, (199)
"Great family owned hotel in the centre of the town "
United Kingdom
Jonathan
The price is 3.091.582 ₫
3.524.403 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hotel La Terrazza di Montepulciano

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is 1.991.937 ₫
2.314.794 ₫ total
includes taxes & fees
21 Dec - 22 Dec
PienzaLettings Suites

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is 2.306.461 ₫
2.660.770 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Residenza Fabroni

Mastrojanni Relais

Mastrojanni Relais
Montalcino
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. "
United States
Laura
The price is 11.120.667 ₫
12.542.203 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Mastrojanni Relais
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.

Top Castiglione del Bosco Hotel Reviews