Photo by tom owens

Castiglione del Bosco Hotels

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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Castiglione del Bosco hotels

Rosewood Castiglion del Bosco

5.0 star property
Montalcino
10.0 out of 10, Exceptional, (68)
"Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !"
United Kingdom
IOSEFIN
The price is €1,244
includes taxes & fees
21 Dec - 22 Dec
Rosewood Castiglion del Bosco

Grand Hotel Impero - Wellness & Exclusive SPA

4.0 star property
Castel del Piano
9.2 out of 10, Wonderful, (81)
"One of my favourite hotels. I make it a special trip to stay there."
Canada
Andre
The price is €82
includes taxes & fees
9 Dec - 10 Dec
Grand Hotel Impero - Wellness & Exclusive SPA

Drogheria & Locanda Franci

Montalcino
9.8 out of 10, Exceptional, (15)
"Would stay here again."
United States
Martin
The price is €197
includes taxes & fees
3 Dec - 4 Dec
Drogheria & Locanda Franci

Podere Brizio

Montalcino
9.8 out of 10, Exceptional, (153)
"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

B&B Le Scalette di Piazza

Montalcino
9.4 out of 10, Exceptional, (88)
"Great location and excellent staff. "
Canada
Jacek
The price is €110
includes taxes & fees
28 Nov - 29 Nov
B&B Le Scalette di Piazza

Palazzo Nobile di San Donato

Montepulciano
9.4 out of 10, Exceptional, (67)
"Unique experience in a central location "
United States
Neil T
The price is €218
includes taxes & fees
9 Dec - 10 Dec
Palazzo Nobile di San Donato

Borgo Sant'Ambrogio Resort

5.0 star property
Trequanda
9.8 out of 10, Exceptional, (94)
"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 €111
includes taxes & fees
8 Dec - 9 Dec
Borgo Sant'Ambrogio Resort

La Posta Hotel & Thermal Spa

5.0 star property
San Quirico d'Orcia
9.8 out of 10, Exceptional, (69)
"Enjoyed our stay to the fullest!"
United States
Anna
The price is €401
includes taxes & fees
26 Nov - 27 Nov
La Posta Hotel & Thermal Spa

Hotel Corsignano

4.0 star property
Pienza
9.4 out of 10, Exceptional, (327)
"Enjoyed the hotel. Great location, quality breakfast and rooms."
United States
Joseph
The price is €122
includes taxes & fees
30 Nov - 1 Dec
Hotel Corsignano

Villa Le Prata - Residenza del Vescovo

Montalcino
10.0 out of 10, Exceptional, (71)
"Incredible stay!"
Canada
Tomasz
The price is €339
includes taxes & fees
28 Nov - 29 Nov
Villa Le Prata - Residenza del Vescovo

Le Ragnaie

Montalcino
9.2 out of 10, Wonderful, (322)
"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 €126
includes taxes & fees
5 Dec - 6 Dec
Le Ragnaie

Castello di Velona Resort Thermal SPA & Winery

5.0 star property
Montalcino
9.0 out of 10, Wonderful, (339)
"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."
United States
Jose
Castello di Velona Resort Thermal SPA & Winery

Castello Di Vicarello

Cinigiano
9.6 out of 10, Exceptional, (25)
"AMAZING PROPERTY!"
United States
Vanessa
The price is €1,524
includes taxes & fees
26 Nov - 27 Nov
Castello Di Vicarello

Castello

3.0 star property
Sovicille
8.6 out of 10, Excellent, (70)
"Great little place to stay overnight. "
United States
Ivona
Castello

Rossellino

Pienza
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 €126
includes taxes & fees
26 Nov - 27 Nov
Rossellino

Hotel Vecchia Oliviera

3.0 star property
Montalcino
9.6 out of 10, Exceptional, (62)
"Beautiful hotel. Very kind and friendly staff. Comfortable and many amenities! The view from our room was amazing!"
United States
Jennifer
Hotel Vecchia Oliviera

Relais Le Macine di Stigliano

4.0 star property
Sovicille
10.0 out of 10, Exceptional, (15)
"Amazing staff. Beautiful views and facilities. Treated like friends. "
United States
Josh
The price is €128
includes taxes & fees
27 Nov - 28 Nov
Relais Le Macine di Stigliano

Capanna Suites

Montalcino
9.8 out of 10, Exceptional, (130)
"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
Capanna Suites

Albergo Le Terme

4.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (68)
"Very good hotel. The parking is a little bit far, good breakfast, i will recommend 👌 "
United States
liad
The price is €315
includes taxes & fees
5 Dec - 6 Dec
Albergo Le Terme

Locanda Vesuna

3.0 star property
Trequanda
9.4 out of 10, Exceptional, (49)
"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 €87
includes taxes & fees
19 Dec - 20 Dec
Locanda Vesuna
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Castiglione del Bosco attractions

Learn more about Castiglione del Bosco

Love history and dining? Get away to 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

More cheap stays in Castiglione del Bosco

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 3255 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