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

Castiglione del Bosco Hotels from S$67

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Check prices for these dates

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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Our top choices for Castiglione del Bosco hotels

A villa with a swimming pool, surrounded by trees and hills.

1. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (86 reviews)
"Nice and quiet excellent hospitality"
United States
Mohammed
The price is S$1,793
includes taxes & fees
4 Nov - 5 Nov
Castiglion del Bosco, A Rosewood Hotel
A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.

2. SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (418 reviews)
"An excellent location for enjoying a peaceful atmosphere, surrounded by true nature and spectacular views. I would certainly stay at this Agriturismo again when I return to Tuscany."
United States
Farasley
The price is S$166
includes taxes & fees
9 Nov - 10 Nov
SI Montalcino Hotel
A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

3. Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (342 reviews)
"Amazing stay very welcoming and gorgeous views!"
United States
Trevor
The price is S$154
includes taxes & fees
23 Nov - 24 Nov
Le Ragnaie
A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

4. Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (177 reviews)
"Lovely setting. Great views and incredibly helpful staff. Really enjoyed our two days. Canā€™t wait to come back šŸ‘"
United States
Aseem
The price is S$283
includes taxes & fees
16 Nov - 17 Nov
Podere Brizio
A courtyard with outdoor seating, a covered area, and a building with brick walls and green shutters.

5. Hotel Borgo Antico

Hotel Borgo Antico
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (103 reviews)
"A hidden gem on the Via Francigena. We loved our stay after a day of walking from Siena. Delicious food too. "
United Kingdom
Charles
The price is S$129
includes taxes & fees
31 Oct - 1 Nov
Hotel Borgo Antico
A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

6. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (51 reviews)
"Most beautiful and relaxing place on the planetšŸ˜"
United States
Marko
The price is S$151
includes taxes & fees
1 Nov - 2 Nov
Fattoria Pieve a Salti
A room with a bed, a chair, a view through an open window, and a white dresser with bottles and glasses.

7. Albergo Giardino

Albergo Giardino
Montalcino
8.8 out of 10, Excellent, (43 reviews)
"Albergo Giardino is in an ideal location, with a good choice of restaurants, bars and shops close by. It is clean, comfortable and in the heart of a thriving community. Owner Nida was lovely and keen to ensure a pleasant stay. Would recommend."
United Kingdom
Norma
The price is S$162
includes taxes & fees
2 Nov - 3 Nov
Albergo Giardino
A pool with lounge chairs and a sunset view.

8. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (267 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is S$118
includes taxes & fees
2 Nov - 3 Nov
Mercure Petriolo Siena Terme Spa Hotel
A poolside area with lounge chairs, a table with drinks, and a view of hills.

9. Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (167 reviews)
"This is our new favorite place to stay near Montalcino. It is beautiful beyond words, and the rooms are fantastic, spacious, comfortable, and just perfect. We will be back!"
United States
Silvana
The price is S$422
includes taxes & fees
2 Nov - 3 Nov
Capanna Suites
A hot tub with a view of a historic building and mountains.

10. Casa Franci Montalcino

Casa Franci Montalcino
Montalcino
9.8 out of 10, Exceptional, (47 reviews)
"Fantastic accommodations, friendly and helpful staff"
United States
Jim
The price is S$371
includes taxes & fees
16 Nov - 17 Nov
Casa Franci Montalcino
A room with a view of a vineyard, a table with cups and saucers, and a window with curtains.

11. Wine Estate Paradiso di Cacuci

Wine Estate Paradiso di Cacuci
Montalcino
8.4 out of 10, Very good, (5 reviews)
"Very Small village Most beautiful view ever Excellent wine and excellent breakfast"
Canada
Maud
The price is S$392
includes taxes & fees
31 Oct - 1 Nov
Wine Estate Paradiso di Cacuci
A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

12. Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (94 reviews)
"A lovely place to enjoy the wine and the region. Rooms are spacious and extremely clean. House has a magical feel to it. Staff were so kind and always on hand to help out. A wonderful visit!"
Canada
Karen
The price is S$576
includes taxes & fees
29 Nov - 30 Nov
Villa Le Prata - Residenza del Vescovo
A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

13. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (14 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is S$370
includes taxes & fees
29 Nov - 30 Nov
Palazzo Saloni
A bedroom with a bed, a chair, a table, and a stone wall.

14. Dimora delle Muse

Dimora delle Muse
Montalcino
10.0 out of 10, Exceptional, (75 reviews)
"The breakfast was great. Sara and Michele are great hosts and have great recommendations for their guests. Very good place to stay. "
United States
Bradley N.
The price is S$271
includes taxes & fees
3 Nov - 4 Nov
Dimora delle Muse
An infinity pool with a clear view of the sunset, surrounded by trees and lounge chairs.

15. Palazzuolo

Palazzuolo
3.0 star property
San Quirico d'Orcia
8.2 out of 10, Very good, (203 reviews)
"Very clean! helpful staff!. Nice location."
United States
Alberto
The price is S$246
includes taxes & fees
31 Oct - 1 Nov
Palazzuolo
A stone patio with a round table and chairs, surrounded by potted plants, overlooking a hilly landscape.

16. Palazzo Brandano

Palazzo Brandano
Trequanda
9.4 out of 10, Exceptional, (107 reviews)
"Large rooms, helpful staff, delicious breakfast at a very reasonable price. Thereā€™s no water by the hotel, as seen in the picture. Itā€™s located on a very old walled townā€¦ quite quaint."
Canada
Peter
The price is S$77
includes taxes & fees
30 Nov - 1 Dec
Palazzo Brandano
A historic town with a prominent church, a square with outdoor seating, and a swimming pool.

17. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.4 out of 10, Exceptional, (13 reviews)
"Just a fantastic place in the most beautiful setting. Medieval historical ambiance with a modern vibe. Pool area - perfect. Breakfast - perfect. Dinner - perfect. Views - incredible! Location - the best in town!"
United States
Karen
The price is S$167
includes taxes & fees
2 Nov - 3 Nov
Relais Cloister Pienza
A stone building with a pathway leading to a door, surrounded by trees and illuminated by warm lights.

18. L'Orto delle Terme

L'Orto delle Terme
San Quirico d'Orcia
9.6 out of 10, Exceptional, (63 reviews)
"Clean room and beautiful Suite. Breakfast was excellent!"
United States
Tracey
The price is S$177
includes taxes & fees
29 Nov - 30 Nov
L'Orto delle Terme
A balcony with two metal chairs and a small round table, overlooking a green landscape with hills and trees.

19. Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (396 reviews)
"Love this hotel. Very nice place in a great location and very friendly staff."
Canada
Tatiana
The price is S$191
includes taxes & fees
23 Nov - 24 Nov
Hotel Corsignano
A villa with a swimming pool, terraced garden, and a view of distant mountains.

20. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (83 reviews)
"The natural surroundings and views around the agriturismo were beautiful, making our stay truly enjoyable. The tours and dinner options provided are excellent as well ā€” I highly recommend taking part in them."
Japan
RYO
The price is S$201
includes taxes & fees
19 Nov - 20 Nov
Agriturismo Il Macchione
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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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 MĆ¼rner
Open Photo by Mario MĆ¼rner

Top Castiglione del Bosco Hotel Reviews

Hotel Athena

Hotel Athena

8/10 Good
"Hotel was fine, the staff need to communicate through what port to enter to avoid ZTL fine!! We got fined since we didnā€™t know. A lady staff was kind enough to email police department not to fine but it didnā€™t work. The hotel is on the edge of the ZTL zone and you need to enter through ā€œSan Marcoā€ port!!"
ALLEN 2-night trip
Posted 8 hours ago
Hotel Athena

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
The price is S$67 per night from 27 Nov to 28 Nov
S$67
27 Nov - 28 Nov
includes taxes & fees
7.8/10 Good! (259 reviews)

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 Grand Hotel Continental Siena ā€“ Starhotels Collezione. 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 3395 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 22Ā°C, while the coldest months are January and February, with an average of 6Ā°C. Average annual precipitation for Castiglione del Bosco is 944 mm.

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