Photo by tom owens

Find hotels in Castiglione del Bosco from ฿3,016

Start date: Check-in selected.
To Date
End date: Check-out

    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
29 Oct - 30 Oct
Tomorrow
30 Oct - 31 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Filter by

Guest rating
Guest rating
Star rating

Top 10 Castiglione del Bosco hotels and places to stay

2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, pool loungers
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
5.0 star property
10.0 out of 10, Exceptional, (67)
"Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !"
United Kingdom
IOSEFIN
The price is ฿45,149
฿50,041 total
includes taxes & fees
12 Nov - 13 Nov
Rosewood Castiglion del Bosco
2 restaurants, lunch, dinner served; Modern European cuisine
Borgo Santo Pietro
Borgo Santo Pietro
5.0 star property
9.6 out of 10, Exceptional, (56)
"The most magical place I have ever stayed!"
Canada
Gregory
The price is ฿31,761
฿35,314 total
includes taxes & fees
31 Oct - 1 Nov
Borgo Santo Pietro
Jetted bathtub
Grand Hotel Impero - Wellness & Exclusive SPA
Grand Hotel Impero - Wellness & Exclusive SPA
4.0 star property
9.2 out of 10, Wonderful, (80)
"One of my favourite hotels. I make it a special trip to stay there."
Canada
Andre
The price is ฿2,639
฿3,053 total
includes taxes & fees
19 Nov - 20 Nov
Grand Hotel Impero - Wellness & Exclusive SPA
Villa, Valley View | Garden view
Drogheria & Locanda Franci
Drogheria & Locanda Franci
9.8 out of 10, Exceptional, (15)
"Would stay here again."
United States
Martin
The price is ฿6,110
฿7,099 total
includes taxes & fees
26 Nov - 27 Nov
Drogheria & Locanda Franci
Front of property
Podere Brizio
Podere Brizio
9.8 out of 10, Exceptional, (151)
"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
Podere Brizio
Lunch and dinner served, local cuisine
La Posta Hotel & Thermal Spa
La Posta Hotel & Thermal Spa
5.0 star property
9.8 out of 10, Exceptional, (69)
"Enjoyed our stay to the fullest!"
United States
Anna
The price is ฿13,579
฿15,125 total
includes taxes & fees
23 Nov - 24 Nov
La Posta Hotel & Thermal Spa
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas
SI Montalcino Hotel
SI Montalcino Hotel
3.0 star property
9.2 out of 10, Wonderful, (374)
"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
SI Montalcino Hotel
Restaurant
Palazzo Nobile di San Donato
Palazzo Nobile di San Donato
9.4 out of 10, Exceptional, (65)
"Unique experience in a central location "
United States
Neil T
The price is ฿8,406
฿9,398 total
includes taxes & fees
2 Nov - 3 Nov
Palazzo Nobile di San Donato
Garden
Borgo Sant'Ambrogio Resort
Borgo Sant'Ambrogio Resort
5.0 star property
9.8 out of 10, Exceptional, (93)
"I had an amazing stay at Borgo Sant’Ambrogio Resort. The property is absolutely beautiful with breathtaking views of the Tuscan landscape. It exceeded my expectations in every way. The staff was warm and friendly which made the experience even more special. I would highly recommend this resort to anyone looking for a peaceful and unforgettable stay in Tuscany."
United States
Richard
The price is ฿4,676
฿5,257 total
includes taxes & fees
28 Nov - 29 Nov
Borgo Sant'Ambrogio Resort
Free daily continental breakfast
Hotel Relais II Chiostro di Pienza
Hotel Relais II Chiostro di Pienza
4.0 star property
8.8 out of 10, Excellent, (626)
"Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel "
United States
Pedro
Hotel Relais II Chiostro di Pienza
Terrace/patio
Castello
Castello
3.0 star property
8.6 out of 10, Excellent, (69)
"Great little place to stay overnight. "
United States
Ivona
Castello
Land view from property
Hotel Corsignano
Hotel Corsignano
4.0 star property
9.4 out of 10, Exceptional, (325)
"Enjoyed the hotel. Great location, quality breakfast and rooms."
United States
Joseph
The price is ฿4,783
฿5,488 total
includes taxes & fees
16 Nov - 17 Nov
Hotel Corsignano
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool loungers
Hotel Vecchia Oliviera
Hotel Vecchia Oliviera
3.0 star property
9.6 out of 10, Exceptional, (60)
"Beautiful hotel. Very kind and friendly staff. Comfortable and many amenities! The view from our room was amazing!"
United States
Jennifer
Hotel Vecchia Oliviera
Classic Double Room | Living area | 25-inch flat-screen TV with satellite channels, TV
Tuscany View, Montalcino
Tuscany View, Montalcino
8.6 out of 10, Excellent, (8)
"Very nice place right in town convenient to everything"
United States
Bonnie
The price is ฿4,202
฿4,927 total
includes taxes & fees
13 Nov - 14 Nov
Tuscany View, Montalcino
Exterior
Albergo Giardino
Albergo Giardino
8.8 out of 10, Excellent, (31)
"Clean place, absolute perfect location in the centre, helpful staff!"
Canada
Dean
The price is ฿4,166
฿4,960 total
includes taxes & fees
2 Nov - 3 Nov
Albergo Giardino
Seasonal outdoor pool, pool umbrellas, pool loungers
Villa Le Prata - Residenza del Vescovo
Villa Le Prata - Residenza del Vescovo
10.0 out of 10, Exceptional, (68)
"The vila and the staff are flexible and friendly"
Mexico
Rene
The price is ฿11,287
฿12,793 total
includes taxes & fees
3 Nov - 4 Nov
Villa Le Prata - Residenza del Vescovo
Superior Double Room, 1 Queen Bed, Valley View (Superior) | Premium bedding, minibar, in-room safe, desk
Locanda In Tuscany
Locanda In Tuscany
9.6 out of 10, Exceptional, (19)
"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 ฿8,518
฿9,520 total
includes taxes & fees
30 Oct - 31 Oct
Locanda In Tuscany
Front of property
Rossellino
Rossellino
8.6 out of 10, Excellent, (55)
"Quaint hotel in the heart of Pienza. Comfortable and close to all amenities. "
Canada
Debbie
The price is ฿4,166
฿5,111 total
includes taxes & fees
30 Oct - 31 Oct
Rossellino
Seasonal outdoor pool, open 9:30 AM to 7:30 PM, pool umbrellas
Le Ragnaie
Le Ragnaie
9.2 out of 10, Wonderful, (321)
"Great place to stay the staff was super friendly and very close to Monalcino. Good wine everywhere. The scenery was so beautiful! "
United States
Douglas
The price is ฿4,261
฿5,065 total
includes taxes & fees
9 Nov - 10 Nov
Le Ragnaie
2 outdoor pools, an infinity pool, pool umbrellas, pool loungers
Castello Di Vicarello
Castello Di Vicarello
9.6 out of 10, Exceptional, (24)
"AMAZING PROPERTY!"
United States
Vanessa
The price is ฿43,926
฿48,319 total
includes taxes & fees
1 Nov - 2 Nov
Castello Di Vicarello
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

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Everything was 5 star. It’s like living in a castle in the sky with hot thermal pools everywhere and amazing food. We loved our outdoor patio with the sunset view of the panorama."
Mark 1-night trip
Posted 3 days ago
Castello di Velona Resort Thermal SPA & Winery

More cheap stays in Castiglione del Bosco

Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3, Siena, SI
The price is ฿2,675 per night from 3 Nov to 4 Nov
฿2,675
฿3,055 total
3 Nov - 4 Nov
includes taxes & fees
8/10 Very Good! (383 reviews)

Frequently asked questions

What's the best place to stay in Castiglione del Bosco?
Rosewood Castiglion del Bosco 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 Palazzo Ravizza. 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?
Rosewood Castiglion del Bosco 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 3263 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