Search Hotels Near Castiglion del Bosco Winery, Montalcino

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30 Dec - 31 Dec
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2 Jan - 4 Jan
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9 Jan - 11 Jan

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Our top choices for Castiglion del Bosco Winery hotels

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 ฿7,599
฿8,724 total
includes taxes & fees
11 Jan - 12 Jan 2026
Drogheria & Locanda Franci
Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets
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
Idolina Guest House

Idolina Guest House

Idolina Guest House
6.4 km from Castiglion del Bosco Winery
9.4 out of 10, Exceptional, (105)
"The building is lovely - traditional Italian construction with big Chestnut beams in the ceiling. The owner/manager is very pleasant and helpful. Overall, a very nice place to stay. "
Canada
Carl
Idolina Guest House
Exterior
Vento Dorcia

Vento Dorcia

Vento Dorcia
19.8 km from Castiglion del Bosco Winery
10.0 out of 10, Exceptional, (23)
"amazing place and people!"
United States
jorge
The price is ฿5,148
฿5,809 total
includes taxes & fees
8 Jan - 9 Jan 2026
Vento Dorcia
Free daily buffet breakfast
L'Orto delle Terme

L'Orto delle Terme

L'Orto delle Terme
17.4 km from Castiglion del Bosco Winery
9.8 out of 10, Exceptional, (32)
"Amazing stay. Very happy with all aspects "
United States
John
The price is ฿7,164
฿8,029 total
includes taxes & fees
13 Jan - 14 Jan 2026
L'Orto delle Terme
Terrace/patio
Locanda nel Cassero

Locanda nel Cassero

Locanda nel Cassero
14.6 km from Castiglion del Bosco Winery
9.4 out of 10, Exceptional, (6)
"Locanda confortevole e accogliente gentilezza e grande disponibilità "
Italy
Edoardo
The price is ฿2,989
฿3,288 total
includes taxes & fees
5 Jan - 6 Jan 2026
Locanda nel Cassero
Outdoor pool
Agriturismo Il Macchione

Agriturismo Il Macchione

Agriturismo Il Macchione
19.7 km from Castiglion del Bosco Winery
9.6 out of 10, Exceptional, (56)
"The owners and staff are hospitable .and accommodating very warm people "
Canada
aileen
Agriturismo Il Macchione
Superior Apartment, 1 Bedroom, Ground Floor | 1 bedroom, minibar, individually decorated, desk
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
Garden views, open daily
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, (157)
"Nice informal environment, good staff, great ubication "
United States
norma
The price is ฿3,701
฿4,220 total
includes taxes & fees
14 Jan - 15 Jan 2026
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
Breakfast, lunch, dinner served; Italian cuisine, garden views
Podere Spedalone

Podere Spedalone

Podere Spedalone
1.0 star property
18.8 km from Castiglion del Bosco Winery
9.4 out of 10, Exceptional, (42)
"Amazing food, amazing views"
United States
Juan
Podere Spedalone
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 ฿2,557
฿2,813 total
includes taxes & fees
27 Jan - 28 Jan 2026
Mercure Petriolo Siena Terme Spa Hotel
Classic Double Room | Living area | 25-inch flat-screen TV with satellite channels, TV
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 ฿4,261
฿4,980 total
includes taxes & fees
11 Jan - 12 Jan 2026
Tuscany View, Montalcino
Bar (on property)
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
Front of property
Albergo Le Terme

Albergo Le Terme

Albergo Le Terme
4.0 star property
17.4 km from Castiglion del Bosco Winery
9.0 out of 10, Wonderful, (68)
"Very good hotel. The parking is a little bit far, good breakfast, i will recommend 👌 "
United States
liad
The price is ฿12,215
฿13,619 total
includes taxes & fees
5 Jan - 6 Jan 2026
Albergo Le Terme
Garden view
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 ฿3,587
฿4,055 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hotel More Di Cuna
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas
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 ฿1,823
฿2,152 total
includes taxes & fees
7 Jan - 8 Jan 2026
Cordella in Montalcino Wine Resort
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 ฿1,644
฿1,955 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso
Property entrance
Hotel 1000 Miglia

Hotel 1000 Miglia

Hotel 1000 Miglia
3.0 star property
15.4 km from Castiglion del Bosco Winery
7.6 out of 10, Good, (24)
"Very clean and quiet. We stayed here because everything in Siena was booked up. It was easy access, lots of free parking and although the manager did not speak much English he was very helpful and hospitable and even called a restaurant for us so we could eat after a late check in. Would stay here again. "
Canada
Raeanne
The price is ฿2,587
฿2,956 total
includes taxes & fees
8 Jan - 9 Jan 2026
Hotel 1000 Miglia
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 ฿6,232
฿7,042 total
includes taxes & fees
14 Jan - 15 Jan 2026
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
Interior
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 ฿2,630
฿3,040 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hotel Garibaldi
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

Drogheria & Locanda Franci

Drogheria & Locanda Franci

10/10 Excellent
"Nice room on a perfect location to walk around Montalcino with easy parking!"
Alejandro 1-night trip
Posted 2 months ago
Drogheria & Locanda Franci
Albergo Giardino

Albergo Giardino

10/10 Excellent
"Nice, clean. We were leaving early so can’t really rate breakfast. Hostess very nice "
Tabatha 1-night trip
Posted 3 months ago
Albergo Giardino

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 145 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 Casali di Bibbiano and Agriturismo Il Casalino.
How many hotels are there near Castiglion del Bosco Winery?
Expedia has 145 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, Capanna of Cencioni 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 Cantina di Montalcino.