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

Castiglione del Bosco Hotels from S$121

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Check prices for these dates

Tonight
15 Sept - 16 Sept
Tomorrow
16 Sept - 17 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

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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 Kingdom
Abdel
S$3,321
includes taxes & fees
8 Oct - 9 Oct
Castiglion del Bosco, A Rosewood Hotel

2. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
Canada
Sam
S$173
includes taxes & fees
29 Sept - 30 Sept
SI Montalcino Hotel

3. Podere Brizio

Podere Brizio
Montalcino
United States
Aseem
S$327
includes taxes & fees
11 Oct - 12 Oct
Podere Brizio

4. Capanna Suites

Capanna Suites
Montalcino
United States
Michael
S$664
includes taxes & fees
9 Oct - 10 Oct
Capanna Suites

5. Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
Montalcino
United States
Roy
S$258
includes taxes & fees
14 Oct - 15 Oct
Hotel Vecchia Oliviera

6. Drogheria & Locanda Franci

Drogheria & Locanda Franci
Montalcino
United States
Peter
S$286
includes taxes & fees
15 Sept - 16 Sept
Drogheria & Locanda Franci

7. Le Ragnaie

Le Ragnaie
Montalcino
United States
Douglas
S$201
includes taxes & fees
24 Sept - 25 Sept
Le Ragnaie

8. Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
United States
Frankie
S$200
includes taxes & fees
14 Oct - 15 Oct
Hotel Dei Capitani

9. Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
United States
Jeffery
S$827
includes taxes & fees
20 Sept - 21 Sept
Villa Le Prata - Residenza del Vescovo

10. Albergo Giardino

Albergo Giardino
Montalcino
United Kingdom
Norma
S$165
includes taxes & fees
16 Sept - 17 Sept
Albergo Giardino

11. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
S$121
includes taxes & fees
30 Sept - 1 Oct
Mercure Petriolo Siena Terme Spa Hotel

12. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
United States
Marko
S$178
includes taxes & fees
17 Sept - 18 Sept
Fattoria Pieve a Salti

13. Dimora delle Muse

Dimora delle Muse
Montalcino
United States
Bradley N.
S$310
includes taxes & fees
18 Sept - 19 Sept
Dimora delle Muse

14. Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
United States
Laura
S$852
includes taxes & fees
4 Oct - 5 Oct
Mastrojanni Relais - Small Luxury Hotels of the World

15. Palazzo Lucchini

Palazzo Lucchini
Montalcino
S$585
includes taxes & fees
15 Sept - 16 Sept
Palazzo Lucchini

16. Hotel Borgo Antico

Hotel Borgo Antico
Monteroni d'Arbia
United Kingdom
Charles
S$143
includes taxes & fees
15 Oct - 16 Oct
Hotel Borgo Antico

17. Hotel More Di Cuna

Hotel More Di Cuna
Monteroni d'Arbia
Canada
Somayyeh
S$123
includes taxes & fees
17 Sept - 18 Sept
Hotel More Di Cuna

18. L'Aia di Argia

L'Aia di Argia
Monteroni d'Arbia
United States
mario
S$112
includes taxes & fees
15 Sept - 16 Sept
L'Aia di Argia

19. L'Orto delle Terme

L'Orto delle Terme
San Quirico d'Orcia
United States
Stimson
S$238
includes taxes & fees
15 Oct - 16 Oct
L'Orto delle Terme

20. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Song
S$1,079
includes taxes & fees
27 Sept - 28 Sept
Castello di Velona Resort Thermal SPA & Winery
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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? Get away to Castiglione del Bosco!

See all hotels in Castiglione del Bosco
A stone staircase leading to a stone building surrounded by hedges.
Photo by Mario Mรผrner

Top Castiglione del Bosco Hotel Reviews

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"Just loved it!! This is a great place!!!"
Daniel 3-night trip
Posted 7 hours ago
Villa Scacciapensieri Boutique Hotel
 Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"This property was in a great location, clean with large rooms and beautiful views. Staff was extremely helpful and breakfast was wonderful!"
Sherri 1-night trip
Posted 9 hours ago
Palazzo Ravizza
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Very warm and friendly service."
Abdel 2-night trip
Posted 2 days ago
Castiglion del Bosco, A Rosewood Hotel
Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Excellent location. Easy parking and helpful staff."
Tracy 1-night trip
Posted 2 days ago
Hotel Chiusarelli
Grand Hotel Continental Siena โ€“ Starhotels Collezione

Grand Hotel Continental Siena โ€“ Starhotels Collezione

10/10 Excellent
"Excellent location. Even though a walking only area, easy walk. Great service and breakfast was delicious. My only complaint is the included breakfast was only for 1 person."
Brittany 1-night trip
Posted 2 days ago
Grand Hotel Continental Siena โ€“ Starhotels Collezione
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that youโ€™ll feel safe spending the night."
Shaji 1-night trip
Posted 3 days ago
Hotel Italia
Hotel Athena

Hotel Athena

10/10 Excellent
"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"
stacy 3-night trip
Posted 3 days ago
Hotel Athena
Castello di Leonina Relais

Castello di Leonina Relais

10/10 Excellent
"."
Daniele 7-night trip
Posted 4 days ago
Castello di Leonina Relais
Villa Tiberini Wine Relais

Villa Tiberini Wine Relais

10/10 Excellent
"Villa Tiberini is a beautiful place! The chef, staff and owners are wonderful people. The apartment was clean, had all of the necessities and thoughtful touches to make the experience welcoming and comfortable. The shower water pressure and pillow top bed were an extra treat! Breakfast was delicious and we loved the wine. We thoroughly enjoyed our time and would highly recommend this stay for anyone looking to get away from the buzz of tourist destinations. The actual winery is about a 10 minute drive away. We enjoyed our time lounging by the pool and exploring nearby towns by car."
Danealla 4-night trip
Posted 4 days ago
Villa Tiberini Wine Relais

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
S$141
28 Sept - 29 Sept
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Piรฉ al Sasso 16 Montepulciano SI
S$168
22 Sept - 23 Sept
includes taxes & fees
9.4/10 Exceptional! (211 reviews)
Hotel La Terrazza di Montepulciano
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
S$171
15 Oct - 16 Oct
includes taxes & fees
7.8/10 Good! (437 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
S$225
15 Oct - 16 Oct
includes taxes & fees
8.8/10 Excellent! (108 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
S$255
11 Oct - 12 Oct
includes taxes & fees
10/10 Exceptional! (49 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 traveller data. This hotel offers a winery and 2 outdoor pools. Other good options for your trip to 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! Most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Castiglione del Bosco.
What's the best boutique-style hotel in Castiglione del Bosco?
Castiglion del Bosco, A Rosewood Hotel is a favourite hotel with our travellers looking for stylish accommodation, and features 42 guestrooms, a winery and 2 restaurants. See all boutique hotels in Castiglione del Bosco.
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 3403 hotels and other accommodation options in the surrounding area. Find out more about Castiglione del Bosco.
What should I do while I'm visiting Castiglione del Bosco?
A favourite place to visit is Castiglion del Bosco Winery. You'll also find Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi in the area. Take a look at what more there is 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 temperature of 22ยฐC, while the coldest months are January and February, with an average of 6ยฐC. Average annual precipitation for Castiglione del Bosco is 944 mm.

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