Castiglione del Bosco Hotels from S$78

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
16 Mar - 17 Mar
Tomorrow
17 Mar - 18 Mar
This weekend
20 Mar - 22 Mar
Next weekend
27 Mar - 29 Mar

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Castiglione del Bosco hotels

Living area

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (73 reviews)
"Wonderful stay "
United States
Talib
The price is S$1,596
includes taxes & fees
21 Mar - 22 Mar
Castiglion del Bosco, A Rosewood Hotel
Lunch and dinner served, local cuisine

Locanda In Tuscany

Locanda In Tuscany
Castiglione d'Orcia
9.6 out of 10, Exceptional, (19 reviews)
"Our stay at Locanda in Tuscany was nothing short of spectacular. Nestled in the heart of the Tuscan countryside, the hotel offers breathtaking views that capture the essence of this picturesque region. The staff were exceptional, anticipating our needs and promptly responding to all our requests, from arranging wine tastings to making dining reservations. The rooms were beautifully appointed with luxurious amenities that blended seamlessly with the rustic charm of the surroundings. Our daughter...
India
Shashidhar
The price is S$362
includes taxes & fees
6 Apr - 7 Apr
Locanda In Tuscany
Hiking

Palazzo Brandano

Palazzo Brandano
Trequanda
9.6 out of 10, Exceptional, (78 reviews)
"Room and breakfast is great but a 20 minute drive to Pienza very cute area"
United States
Suzanne
The price is S$94
includes taxes & fees
19 Mar - 20 Mar
Palazzo Brandano
Lobby sitting area

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (119 reviews)
"Great countryside stay"
Canada
Josh
The price is S$301
includes taxes & fees
16 Apr - 17 Apr
Tenuta Santo Pietro
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (377 reviews)
"The staff were friendly and very helpful & accommodating. The beds were comfortable and the breakfast was abundant and good options. A great place to stay."
United States
Mark
The price is S$207
includes taxes & fees
13 Apr - 14 Apr
SI Montalcino Hotel
Outdoor spa tub

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (75 reviews)
"Incredible stay!"
Canada
Tomasz
The price is S$451
includes taxes & fees
17 Mar - 18 Mar
Villa Le Prata - Residenza del Vescovo
Outdoor pool, pool loungers

Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (153 reviews)
"Beautiful hotel, near to Montalcino and a lot winerys, very calm and charm the property Good breakfast Staff very kindly and attentive I recommend!!!!"
Mexico
Orlando Santini
The price is S$271
includes taxes & fees
10 Apr - 11 Apr
Podere Brizio
Spa

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is S$410
includes taxes & fees
17 Mar - 18 Mar
2 Cuori e 1 Yurta Glamping in Toscana
Spa

Mastrojanni Relais

Mastrojanni Relais
Montalcino
10.0 out of 10, Exceptional, (64 reviews)
"This was heaven on earth!! Completely over-exceeded my expectations! Room was so nice, comfortable, and relaxing. A perfect retreat to our busy trip. Also, the wine tour and restaurant can't be missed!! "
United States
Chris
The price is S$626
includes taxes & fees
29 Mar - 30 Mar
Mastrojanni Relais
Property grounds

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (14 reviews)
"Excellent room and food. Great location!"
United States
Saurabh
The price is S$379
includes taxes & fees
4 Apr - 5 Apr
Poggio Paradiso Resort & Spa
Sun deck

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (133 reviews)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
The price is S$422
includes taxes & fees
20 Mar - 21 Mar
Capanna Suites
Minibar, in-room safe, desk, blackout curtains

Dimora delle Muse

Dimora delle Muse
Montalcino
10.0 out of 10, Exceptional, (64 reviews)
"We enjoyed our stay and the hosts were wonderful."
United States
Scott
The price is S$258
includes taxes & fees
6 Apr - 7 Apr
Dimora delle Muse
View from property

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (60 reviews)
"Beautiful grounds , close to town, charming room…:: we would definitely go back for a longer stay"
Canada
Patrician
The price is S$203
includes taxes & fees
22 Mar - 23 Mar
Agriturismo Il Macchione
Lobby sitting area

Locanda Vesuna

Locanda Vesuna
3.0 star property
Trequanda
9.4 out of 10, Exceptional, (53 reviews)
"Such a quiet and beautiful property, the hosts provided everything that was needed, and the location was great for visiting local Cantinas and Vineyards "
United States
Justin
The price is S$132
includes taxes & fees
22 Mar - 23 Mar
Locanda Vesuna
Building design

A440 in Tuscany

A440 in Tuscany
Pienza
9.6 out of 10, Exceptional, (51 reviews)
"This was the perfect little getaway stay for my husband and I! Amazing location."
United States
Alexandra
The price is S$312
includes taxes & fees
7 Apr - 8 Apr
A440 in Tuscany
Free daily continental breakfast

Hotel Dei Capitani

Hotel Dei Capitani
3.0 star property
Montalcino
8.8 out of 10, Excellent, (417 reviews)
"The breakfast options could have been better otherwise a very good stay"
Singapore
A
The price is S$150
includes taxes & fees
26 Mar - 27 Mar
Hotel Dei Capitani
Balcony view

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
2.0 star property
Montepulciano
9.2 out of 10, Wonderful, (201 reviews)
"The hotel is well maintained and right in the center of Montepulciano, walking distance to everything. The highlight of our stay was the owners, Roberto and Victoria, they were wonderful, made us feel right at home and our morning breakfast chats were genuine and informative. I highly recommend "
United States
Vincenza
The price is S$167
includes taxes & fees
17 Mar - 18 Mar
Hotel La Terrazza di Montepulciano
Indoor pool, seasonal outdoor pool

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (240 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is S$113
includes taxes & fees
31 Mar - 1 Apr
Mercure Petriolo Siena Terme Spa Hotel
Front of property

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
5.0 star property
Siena
9.8 out of 10, Exceptional, (187 reviews)
"The best in Siena."
Canada
David
The price is S$372
includes taxes & fees
28 Mar - 29 Mar
Hotel Certosa Di Maggiano
Exterior

Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
3.0 star property
Montalcino
9.6 out of 10, Exceptional, (62 reviews)
"Perfect location and wonderful staff!"
United States
Laura
The price is S$211
includes taxes & fees
13 Apr - 14 Apr
Hotel Vecchia Oliviera
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

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
Beautiful view of the hotel pool (a number of the villas have their own pools) from a terrace above, with the Tuscan hillside in the background.
Photo by tom owens
Open Photo by tom owens

Top Castiglione del Bosco Hotel Reviews

Recent Reviews in Castiglione del Bosco

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"Absolutely fantastic stay. Photos don’t do it justice. Amazing food, and had a very fun time at the cocktail bar with Ricardo!"
Priya 1-night trip
Posted 4 days ago
Hotel Certosa Di Maggiano

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
The price is S$78 per night from 17 Mar to 18 Mar
S$78
17 Mar - 18 Mar
includes taxes & fees
7.8/10 Good! (255 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 Hotel Chiusarelli. 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 3277 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 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castiglione del Bosco is 944 mm.

Explore a world of travel with Expedia