Hotels near Castiglion del Bosco Winery

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Dec 31 - Jan 1
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Jan 2 - Jan 4
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Jan 9 - Jan 11

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Our top choices for Castiglion del Bosco Winery hotels

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
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 P14,819
P16,993 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Drogheria & Locanda Franci
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
Living area
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 P8,077
P9,438 total
includes taxes & fees
Jan 8 - Jan 9, 2026
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 P4,839
P5,323 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Mercure Petriolo Siena Terme Spa Hotel
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 P3,450
P4,072 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Cordella in Montalcino Wine Resort
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 P4,986
P5,761 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Hotel Garibaldi
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 P5,656
P6,221 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Locanda nel Cassero
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 P6,867
P7,830 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
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
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 P3,116
P3,705 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso
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 P13,291
P14,897 total
includes taxes & fees
Jan 20 - Jan 21, 2026
L'Orto delle Terme
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
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
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 P9,757
P11,010 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Vento Dorcia
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 P29,192
P32,457 total
includes taxes & fees
Jan 31 - Feb 1, 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 P6,787
P7,673 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hotel More Di Cuna
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 P4,895
P5,592 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Hotel 1000 Miglia
Seasonal outdoor pool, pool umbrellas, sun 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 P11,563
P13,065 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
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.
View all properties

Top Castiglion del Bosco Winery Hotel Reviews

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza

10/10 Excellent
"Great location, nice room, and great host!"
Chris 1-night trip
Posted 1 month ago
B&B Le Scalette di Piazza

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.
What's the best hotel 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 traveler 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 a few miles include Casali di Bibbiano and Agriturismo Il Casalino.
How many hotels can I expect to find close to Castiglion del Bosco Winery?
Expedia has 145 hotels and other accommodations 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! You'll find that most room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to get top deals close to 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.