Top Hotels Near Castiglion del Bosco Winery in Montalcino from AU$78

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11 Dec - 12 Dec
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12 Dec - 13 Dec
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12 Dec - 14 Dec
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Our top choices for Castiglion del Bosco Winery hotels

Villa (Agresto) | Living area
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
0.5 km from Castiglion del Bosco Winery
10.0 out of 10, Exceptional, (69)
"Wonderful stay "
United States
Talib
The price is AU$2,008
includes taxes & fees
4 Jan - 5 Jan 2026
Castiglion del Bosco, A Rosewood Hotel
Villa, Valley View | Garden view
Drogheria & Locanda Franci

Drogheria & Locanda Franci

Drogheria & Locanda Franci
6.5 km from Castiglion del Bosco Winery
9.8 out of 10, Exceptional, (16)
"Would stay here again."
United States
Martin
The price is AU$418
includes taxes & fees
21 Dec - 22 Dec
Drogheria & Locanda Franci
Spa
Mastrojanni Relais

Mastrojanni Relais

Mastrojanni Relais
13 km from Castiglion del Bosco Winery
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 AU$655
includes taxes & fees
19 Dec - 20 Dec
Mastrojanni Relais
Exterior
B&B Le Scalette di Piazza

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
6.5 km from Castiglion del Bosco Winery
9.4 out of 10, Exceptional, (90)
"Great location and excellent staff. "
Canada
Jacek
B&B Le Scalette di Piazza
Front of property
Corte Francigena

Corte Francigena

Corte Francigena
12.7 km from Castiglion del Bosco Winery
9.8 out of 10, Exceptional, (6)
"Loved everything about my stay"
United States
Svetlana
The price is AU$293
includes taxes & fees
24 Dec - 25 Dec
Corte Francigena
Front of property
Agriturismo La casella

Agriturismo La casella

Agriturismo La casella
3.0 star property
7 km from Castiglion del Bosco Winery
9.0 out of 10, Wonderful, (30)
"It is a piece of heaven amazing location and views "
United States
Mariel
Agriturismo La casella
Terrace/patio
Locanda nel Cassero

Locanda nel Cassero

Locanda nel Cassero
14.6 km from Castiglion del Bosco Winery
9.6 out of 10, Exceptional, (5)
"Locanda confortevole e accogliente gentilezza e grande disponibilità "
Italy
Edoardo
The price is AU$151
includes taxes & fees
16 Dec - 17 Dec
Locanda nel Cassero
Garden
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
15.7 km from Castiglion del Bosco Winery
9.4 out of 10, Exceptional, (154)
"Nice informal environment, good staff, great ubication "
United States
norma
The price is AU$174
includes taxes & fees
15 Dec - 16 Dec
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
Classic Double Room
Tuscany View, Montalcino

Tuscany View, Montalcino

Tuscany View, Montalcino
6.5 km from Castiglion del Bosco Winery
8.6 out of 10, Excellent, (8)
"Very nice place right in town convenient to everything"
United States
Bonnie
The price is AU$207
includes taxes & fees
17 Dec - 18 Dec
Tuscany View, Montalcino
Indoor pool, seasonal outdoor pool
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
9.7 km from Castiglion del Bosco Winery
8.8 out of 10, Excellent, (235)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is AU$210
includes taxes & fees
17 Dec - 18 Dec
Mercure Petriolo Siena Terme Spa Hotel
Couples treatment room(s), sauna, hot tub, steam room, body treatments
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
15.4 km from Castiglion del Bosco Winery
9.0 out of 10, Wonderful, (46)
"Our stay was great. "
United States
Elena
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
Exterior
Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort
11.2 km from Castiglion del Bosco Winery
8.4 out of 10, Very good, (21)
"One of the best places we stayed for one night , the host (owner and chef) was very friendly and the food he cooked was amazing - one of the best meals we had in the 3 weeks we stayed in Italy. Getting there by car was convenient but no easy to find. Once you are there the place is amazing and the food just great!"
Canada
Edgardo
The price is AU$84
includes taxes & fees
15 Dec - 16 Dec
Cordella in Montalcino Wine Resort
Daily buffet breakfast (EUR 8 per person)
Hotel More Di Cuna

Hotel More Di Cuna

Hotel More Di Cuna
3.0 star property
18.3 km from Castiglion del Bosco Winery
8.8 out of 10, Excellent, (22)
"Nice place with excellent breakfast "
Australia
Vanessa
The price is AU$131
includes taxes & fees
23 Dec - 24 Dec
Hotel More Di Cuna
Exterior
Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso
13.1 km from Castiglion del Bosco Winery
8.2 out of 10, Very good, (10)
"Amazing view"
Italy
Ilaria
The price is AU$78
includes taxes & fees
12 Dec - 13 Dec
Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso
Dining
Hotel Garibaldi

Hotel Garibaldi

Hotel Garibaldi
15.8 km from Castiglion del Bosco Winery
6.6 out of 10, (7)
"No WIFI at the room No Reel breakfast avalable"
Canada
Réjean
The price is AU$146
includes taxes & fees
14 Dec - 15 Dec
Hotel Garibaldi
Terrace/patio
Antico Brunello

Antico Brunello

Antico Brunello
9.9 km from Castiglion del Bosco Winery
The price is AU$12,732
includes taxes & fees
21 Dec - 22 Dec
Antico Brunello
Seasonal outdoor pool
Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
15.7 km from Castiglion del Bosco Winery
The price is AU$433
includes taxes & fees
18 Dec - 19 Dec
Albergo Diffuso Borgo Santo
Seasonal outdoor pool, pool umbrellas, pool loungers
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
4.0 star property
15.4 km from Castiglion del Bosco Winery
9.2 out of 10, Wonderful, (228)
"Tuscany in April and September is two different things but Hotel Palazzo del Capitano was the same. Revisiting this beautiful and cozy hotel was just as nice the second time. The room, the garden, the service, the food - all excellent "
Denmark
Ole
The price is AU$346
includes taxes & fees
18 Dec - 19 Dec
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
Bar (on property)
B&B Borgo Medievale San Quirico D'orcia

B&B Borgo Medievale San Quirico D'orcia

B&B Borgo Medievale San Quirico D'orcia
15.4 km from Castiglion del Bosco Winery
B&B Borgo Medievale San Quirico D'orcia
Exterior
Agriturismo Le Case

Agriturismo Le Case

Agriturismo Le Case
17.8 km from Castiglion del Bosco Winery
The price is AU$263
includes taxes & fees
31 Dec - 1 Jan 2026
Agriturismo Le Case
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.
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Top Castiglion del Bosco Winery Hotel Reviews

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo

10/10 Excellent
"We had a lovely stay here. It's a short drive from town and a beautiful property. We did a wine tasting of the delicious estate wines and a cooking class as well. The room is spacious, comfortable, and well decorated. The staff is really attentive and took great care of us, giving us advice on where to go, helping us get the car to town and make reservations, etc. We used the hot tub which was fantastic. Thanks for a great relaxing stay!"
Marysa 3-night trip
Posted 3 days ago
Villa Le Prata - Residenza del Vescovo

Hotels near other Castiglion del Bosco Winery attractions

Corte Pavone Winery

You can enjoy a tasting or tour at Corte Pavone Winery during your travels to Montalcino. Visit the area's spas or simply enjoy its wineries.
See properties

Capanna of Cencioni

5.0/5 (1 review)
You can enjoy a tasting or tour at Capanna of Cencioni during your travels to Montalcino. Discover the area's countryside and wineries.
See properties

Frequently asked questions

What's the area like around Castiglion del Bosco Winery?
Castiglion del Bosco Winery is located in Castiglione del Bosco. You'll find 149 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay near Castiglion del Bosco Winery?
Castiglion del Bosco, A Rosewood Hotel is one of the top choices for your stay based on our traveller data, and this hotel offers a winery and 2 outdoor pools. It's located just a short 0.3 mi (0.5 km) from Castiglion del Bosco Winery. Other good options within 5 miles include Hotel Dei Capitani and Casali di Bibbiano.
How many hotels are there near Castiglion del Bosco Winery?
Expedia has 149 hotels and other accommodation options a few miles from Castiglion del Bosco Winery.
If I need to cancel the hotel reservation for my stay near Castiglion del Bosco Winery, will I receive a refund?
Yes! Most room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within a 24-hour period of booking. Add dates, click "Search", then use the "fully refundable" filter to view the best deals near Castiglion del Bosco Winery.
What can I see and do near Castiglion del Bosco Winery?
Sights like Fortress of Montalcino and Castello di Montepescini highlight some of the local culture. If you have some time to wander around the area, you might stop by Tenuta Greppo Franco Biondi Santi, Cantina di Montalcino or Corte Pavone Winery. If you want to see more of the surrounding area, you can plan a visit to Civic and Diocesan Museum of Sacred Art of Montalcino and Capanna of Cencioni.