A poolside area with lounge chairs and umbrellas, surrounded by a forested landscape.

Find hotels in Castiglione del Bosco from ₩119,136

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Sep 7 - Sep 8
Tomorrow
Sep 8 - Sep 9
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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Our top choices for Castiglione del Bosco hotels

1. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United States
Talib
₩3,197,989
₩3,533,423 total
includes taxes & fees
Oct 8 - Oct 9
Castiglion del Bosco, A Rosewood Hotel

2. Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
Montalcino
United States
Roy
₩254,418
₩292,368 total
includes taxes & fees
Sep 15 - Sep 16
Hotel Vecchia Oliviera

3. Hotel Borgo Antico

Hotel Borgo Antico
Monteroni d'Arbia
United Kingdom
Charles
₩130,768
₩151,656 total
includes taxes & fees
Oct 7 - Oct 8
Hotel Borgo Antico

4. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
Canada
Sam
₩144,884
₩195,332 total
includes taxes & fees
Sep 29 - Sep 30
SI Montalcino Hotel

5. Le Ragnaie

Le Ragnaie
Montalcino
United States
Douglas
₩237,930
₩277,358 total
includes taxes & fees
Sep 24 - Sep 25
Le Ragnaie

6. Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
United States
Jeffery
₩785,183
₩879,337 total
includes taxes & fees
Sep 10 - Sep 11
Villa Le Prata - Residenza del Vescovo

7. Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
United States
Frankie
₩208,509
₩241,868 total
includes taxes & fees
Oct 7 - Oct 8
Hotel Dei Capitani

8. Hotel Chiusarelli

Hotel Chiusarelli
Siena City Centre
Canada
sharon
₩241,695
₩273,683 total
includes taxes & fees
Sep 24 - Sep 25
Hotel Chiusarelli

9. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
₩123,513
₩135,865 total
includes taxes & fees
Sep 8 - Sep 9
Mercure Petriolo Siena Terme Spa Hotel

10. Albergo Giardino

Albergo Giardino
Montalcino
United Kingdom
Norma
₩148,003
₩169,057 total
includes taxes & fees
Sep 10 - Sep 11
Albergo Giardino

11. Palazzuolo

Palazzuolo
San Quirico d'Orcia
United States
Rubens
₩173,970
₩197,621 total
includes taxes & fees
Sep 27 - Sep 28
Palazzuolo

12. Albergo San Biagio

Albergo San Biagio
Montepulciano
United States
Rodolfo
₩108,732
₩125,859 total
includes taxes & fees
Sep 30 - Oct 1
Albergo San Biagio

13. Palazzo Ravizza

Palazzo Ravizza
Siena Historical Center
United States
XUESHENG
₩343,180
₩385,315 total
includes taxes & fees
Sep 30 - Oct 1
Palazzo Ravizza

14. Drogheria & Locanda Franci

Drogheria & Locanda Franci
Montalcino
United States
Martin
₩303,163
₩349,114 total
includes taxes & fees
Sep 14 - Sep 15
Drogheria & Locanda Franci

15. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
United States
Marko
₩189,321
₩214,507 total
includes taxes & fees
Sep 9 - Sep 10
Fattoria Pieve a Salti

16. Hotel Minerva

Hotel Minerva
Siena City Centre
Canada
Chia lin
₩190,586
₩217,462 total
includes taxes & fees
Sep 11 - Sep 12
Hotel Minerva

17. Grand Hotel Impero - Wellness & Exclusive SPA

Grand Hotel Impero - Wellness & Exclusive SPA
Castel del Piano
United States
Lynn
₩110,958
₩128,308 total
includes taxes & fees
Oct 6 - Oct 7
Grand Hotel Impero - Wellness & Exclusive SPA

18. Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
Montepulciano
Canada
Kevin
₩156,346
₩178,235 total
includes taxes & fees
Sep 13 - Sep 14
Hotel La Terrazza di Montepulciano

19. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
Canada
Dieter
₩149,245
₩173,550 total
includes taxes & fees
Sep 27 - Sep 28
Precise House Montaperti Siena

20. L'Aia di Argia

L'Aia di Argia
Monteroni d'Arbia
United States
mario
₩102,620
₩119,136 total
includes taxes & fees
Sep 8 - Sep 9
L'Aia di Argia
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Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

9.6/10 (5 reviews)
You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.
See properties

Learn more about Castiglione del Bosco

Love history and dining out? Get away to Castiglione del Bosco!

See all hotels in Castiglione del Bosco
A poolside area with lounge chairs and umbrellas, surrounded by a forested landscape.
Photo by tom owens

Top Castiglione del Bosco Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Clean, well located, friendly staff, wonderful views"
Jared 3-night trip
Posted 6 hours ago
Hotel Athena
Il Chiostro del Carmine

Il Chiostro del Carmine

8/10 Good
"Friendly staff"
Victoria 3-night trip
Posted 1 day ago
Il Chiostro del Carmine
L'Orto delle Terme

L'Orto delle Terme

10/10 Excellent
"Great hotel in a beautiful area - rooms could use some upgrade but great thermal spa"
Matthew 1-night trip
Posted 3 days ago
L'Orto delle Terme
 Palazzo Ravizza

Palazzo Ravizza

8/10 Good
"Great view from our room, lovely courtyard, nice staff. Tricky if you’re driving."
Robyn 1-night trip
Posted 4 days ago
Palazzo Ravizza
Hotel Italia

Hotel Italia

10/10 Excellent
"Our stay was fantastic. The room was genuinely luxurious with marble fittings everywhere. The staff were brilliant and really knew what to recommend. The breakfast was good but rather crowded on the day we were there."
Hannah 1-night trip
Posted 5 days ago
Hotel Italia
Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"Hotel was very clean. Location was great. The only negative, there was no elevator and our room was on the top floor."
Rita 3-night trip
Posted 6 days ago
Hotel Chiusarelli
Hotel Minerva

Hotel Minerva

10/10 Excellent
"We would first like to thank Alessandra at the front desk she was so friendly, knowledgeable, informative, friendly, she helped us soo much! The hotel is great, clean, rooms decent size , bathroom is average size , the room and bathroom clean, and the staff was so great and friendly. Great location close to everything, and well maintained. They offered underground parking $20 night, no outside parking. The breakfast was great and the staff so friendly. Great outside area for sitting and breakfast.we had a balcony with amazing views."
richard 4-night trip
Posted 7 days ago
Hotel Minerva
Castello di Leonina Relais

Castello di Leonina Relais

10/10 Excellent
"We stayed 4 days and are so glad we stayed here. The area has a restaurant right outside with the best view where they serve lunch and dinner. They also have a bar and a pool. It’s an old castle and yet they keep it clean and pretty restored. Breakfast buffet in the morning was included for us. The bathroom comment from others might be from not understanding how to use it as you have to pump the button several times to flush. The staff was wonderful and helpful. They spoke English and some Spanish."
Mariela 4-night trip
Posted 10 days ago
Castello di Leonina Relais
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Great location, beautiful rooms, wonderful staff!"
Lisa 1-night trip
Posted 10 days ago
Grand Hotel Continental Siena – Starhotels Collezione

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
₩129,753
₩150,546 total
Sep 24 - Sep 25
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
₩151,798
₩174,794 total
Sep 8 - Sep 9
includes taxes & fees
7.8/10 Good! (435 reviews)
Piccolo Hotel Etruria
Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
₩156,346
₩178,235 total
Sep 13 - Sep 14
includes taxes & fees
9.4/10 Exceptional! (211 reviews)
Hotel La Terrazza di Montepulciano
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
₩166,935
₩191,445 total
Sep 8 - Sep 9
includes taxes & fees
8.8/10 Excellent! (105 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
₩249,443
₩282,205 total
Sep 8 - Sep 9
includes taxes & fees
10/10 Exceptional! (48 reviews)
Torre del Fuggisole
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get rates
9.4/10 Exceptional! (23 reviews)
Porta Pispini Residence

Frequently asked questions

What's the best place to stay in Castiglione del Bosco?
Castiglion del Bosco, A Rosewood Hotel is one of the top choices for your stay based on our traveler data. This hotel offers a winery and 2 outdoor pools. Two other options for your stay in the area are Hotel Athena and Castello di Velona Resort Thermal SPA & Winery. See all available top hotels, or vacation rentals in Castiglione del Bosco.
If I need to cancel my hotel reservation in Castiglione del Bosco, will I receive a refund?
Yes, you'll find most hotel bookings are refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Castiglione del Bosco.
Where can I learn more about changing or cancelling my trip to Castiglione del Bosco?
For additional details about changing or cancelling your trip to Castiglione del Bosco, go to https://www.expedia.com/service/.
What's the best boutique-style accommodation in Castiglione del Bosco?
Castiglion del Bosco, A Rosewood Hotel is a favorite hotel with our travelers looking for a stylish accommodation, and features 42 guestrooms, a winery, and 2 restaurants. See all boutique hotels in Castiglione del Bosco.
What's the best place to stay near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
What is staying in Castiglione del Bosco like?
Visitors can enjoy all that Castiglione del Bosco has to offer including its restaurants. Tourists to the city can also enjoy its welcoming locals. There are 3404 hotels and other accommodations in the surrounding area. Find out more about Castiglione del Bosco.
What is there to see in Castiglione del Bosco?
A favorite place to visit is Castiglion del Bosco Winery. You'll also find Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi in the area. Check out what more to see and do in Expedia's Castiglione del Bosco guide.
What's the weather like in Castiglione del Bosco?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castiglione del Bosco is 37 inches.

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