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Compare 3,247 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Rosewood Castiglion del Bosco

5.0 star property
10.0 out of 10, Exceptional, (66)
"Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !"
The price is ¥288,649
¥319,261 total
includes taxes & fees
Oct 22 - Oct 23
Rosewood Castiglion del Bosco

Castello Banfi - Il Borgo

5.0 star property
10.0 out of 10, Exceptional, (120)
"Amazing scenery and castle. Great restaurants "
The price is ¥136,613
¥152,021 total
includes taxes & fees
Oct 24 - Oct 25
Castello Banfi - Il Borgo

Torre del Fuggisole

2.0 star property
10.0 out of 10, Exceptional, (35)
" A lovely boutique hotel, beautifully refurbished. Spotless. Reception very friendly and helpful. All the sights were within walking distance. Couldn’t fault it."
Torre del Fuggisole

Palazzo di Valli

3.0 star property
9.8 out of 10, Exceptional, (406)
"Perfect location, wonderful breakfast and very friendly and helpful staff"
Palazzo di Valli

Hotel Certosa Di Maggiano

4.0 star property
9.8 out of 10, Exceptional, (173)
"Wonderful stay"
Hotel Certosa Di Maggiano

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."
The price is ¥26,897
¥30,110 total
includes taxes & fees
Oct 24 - Oct 25
Borgo Sant'Ambrogio Resort

Hotel Palazzetto Rosso

3.0 star property
9.8 out of 10, Exceptional, (198)
"Great location and staff. "
The price is ¥45,326
¥50,732 total
includes taxes & fees
Oct 9 - Oct 10
Hotel Palazzetto Rosso

La Posta Hotel & Thermal Spa

5.0 star property
9.8 out of 10, Exceptional, (67)
"Peaceful location with stunning view and well trained staff It was a perfect family vacation My only mistake is not having the time to stay a full week Would come back with our child when they are older "
The price is ¥62,026
¥69,103 total
includes taxes & fees
Oct 19 - Oct 20
La Posta Hotel & Thermal Spa

Borgo Grondaie

3.0 star property
9.6 out of 10, Exceptional, (427)
"Fabulous stay. Highly recommend. "
Borgo Grondaie

Borgo Santo Pietro

5.0 star property
9.6 out of 10, Exceptional, (56)
"The most magical place I have ever stayed!"
The price is ¥144,118
¥160,277 total
includes taxes & fees
Oct 19 - Oct 20
Borgo Santo Pietro

Hotel Vecchia Oliviera

3.0 star property
9.6 out of 10, Exceptional, (55)
"Perfect location and wonderful staff!"
The price is ¥28,645
¥32,208 total
includes taxes & fees
Oct 19 - Oct 20
Hotel Vecchia Oliviera

Hotel Osteria Dell Orcia

4.0 star property
9.6 out of 10, Exceptional, (46)
"Amazing personnel always taking great care of you, the place is 20 min. Drive from Montalcino, has well maintained pool, breakfast very good, laundry available and restaurant in site. Self-parking area. Great location if you want to disconnect and enjoy breathtaking views of the Tuscany area."
Hotel Osteria Dell Orcia

Palazzo Ravizza

4.0 star property
9.4 out of 10, Exceptional, (710)
"charm of a bygone age, nice breakfast and terrace "
The price is ¥23,018
¥26,193 total
includes taxes & fees
Oct 26 - Oct 27
Palazzo Ravizza

Hotel Corsignano

4.0 star property
9.4 out of 10, Exceptional, (320)
"The staff is wonderful and the hotel is beautiful, perfectly situated near Pienza center. We loved it, felt very comfortable, and will be back!"
Hotel Corsignano

Hotel San Gregorio

3.0 star property
9.4 out of 10, Exceptional, (127)
"Such friendly staff, loved Pienza and the property was such a good location! "
The price is ¥26,027
¥29,679 total
includes taxes & fees
Oct 25 - Oct 26
Hotel San Gregorio

ADLER Spa Resort Thermae

5.0 star property
9.4 out of 10, Exceptional, (66)
"ADLER Spa Resort Thermae is exceptional. From the warm welcome to the first-class property, everything exceeded expectations. Meals were outstanding, and as someone gluten free, I appreciated the wide range of safe, clearly marked options. The spa and thermal pool are incredible, and the 50km guided e-bike ride through the countryside was unforgettable. The daily sound bath was a unique highlight, and a rainy afternoon wine tasting and lunch turned into a cozy, memorable experience. Ask for...
The price is ¥171,349
¥189,357 total
includes taxes & fees
Oct 15 - Oct 16
ADLER Spa Resort Thermae

Albergo Le Macinaie

2.0 star property
9.4 out of 10, Exceptional, (29)
"People are really very kind and do anything to make you feel comfortabel. And the environment is beautiful. Restaurant is good also!"
The price is ¥4,924
¥5,766 total
includes taxes & fees
Oct 26 - Oct 27
Albergo Le Macinaie

Hotel Athena

4.0 star property
9.2 out of 10, Wonderful, (1010)
"Nice hotel and close to the plaza."
The price is ¥19,225
¥22,021 total
includes taxes & fees
Oct 27 - Oct 28
Hotel Athena

Hotel Italia

3.0 star property
9.2 out of 10, Wonderful, (1012)
"Great staff, wonderful breakfast, close to the plaza. "
Hotel Italia

Grand Hotel Continental Siena – Starhotels Collezione

5.0 star property
9.2 out of 10, Wonderful, (562)
"Very nice hotel "
The price is ¥69,895
¥78,631 total
includes taxes & fees
Oct 27 - Oct 28
Grand Hotel Continental Siena – Starhotels Collezione
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

Castello Banfi
CastelloBanfi Il Borgo, Luxury Retreat in Montalcino Italy
Growing up as a devoted history lover, I have always daydreamed about living in a castle. I used to recreate that magical word in my phantasy, populated with vassals and fortune tellers, with dames and cavaliers.

This summer, my stay at the beautiful Tuscan resort CastelloBanfi Il Borgo in Montalcino, Italy gave me the chance to turn this dream into reality.
Ambra Castello Banfi 2
This beautiful property is set in an ancient stone hamlet that was built in the 1700 sunder the protective walls of the 13th Century Castle “Castelloalle Mura”. What was once used as a dwelling for farmers who toiled with their noble landowners has today been restyled into the luxurious rooms and suites of this jewel of Tuscan hospitality.
Ambra Castello Banfi
While the architectural style remained unchanged and very authentic, the interior was renovated with modern comforts, premium fabrics and exclusive accessories.
Luxury Retreat in Montalcino
Ambra Castello cannon
dream of living in a castle
We were so lucky to stay in one of their exclusive 14 rooms, surrounded by history, vineyards and olive groves.

CastelloBanfiilBorgo is truly a place of peace and serenity.Enjoying breakfast or “aperitivo” at sunset from the infinity pool that over looks immense stretches of Brunello vines is simply good for the soul.
Castello well
Ambra Castello
But wait until you witness the most delectable gastronomic experience at “Taverna”, one of the two epic restaurants on property. That’s the ultimate experience to please all of your senses!
Ambra tee at Castello
Ambra Castello pool
Ambra in a castle
In the next post will show you all the delicious Italian food we got to savor at the castle’s restaurant, but for now enjoy some beautiful photos and the video about this incredible resort!
CastelloBanfiIlBorgo
Ambra in Montalcino Italy

Castello Banfi

You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas, or simply enjoy its wineries.

Tenuta Greppo Franco Biondi Santi

Tenuta Greppo Franco Biondi Santi

You can enjoy a tasting or tour at Tenuta Greppo Franco Biondi Santi during your travels to Montalcino. Discover the area's countryside and spas.

Learn more about Castiglione del Bosco

Love history and dining out? Get away to Castiglione del Bosco!

Rosewood Castiglion del Bosco, Villa Stabbi on this pic. The most amazing hotel resort in Tuscany or perhaps the whole of Italy...
Photo by Mario Mürner
Open Photo by Mario Mürner

Top Castiglione del Bosco Hotel Reviews

More cheap stays in Castiglione del Bosco

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 traveler data. This hotel offers a winery and 2 outdoor pools. Two other options for your stay in the area are Hotel Athena and NH Siena. See all available top hotels, or vacation rentals in Castiglione del Bosco.

What's the top vacation rental in Castiglione del Bosco?

The House of Alice, charm and relaxation: Visitors like this Castiglione del Bosco vacation home rental. It is located in a rural location and has a fireplace, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. Kick off your shoes and enjoy yourself with a garden and a selection of books. See all vacation rentals in Castiglione del Bosco.

If I need to cancel my hotel reservation in Castiglione del Bosco, will I receive a refund?

Yes, you'll find most hotel bookings are refundable if you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Castiglione del Bosco.

Where can I learn more about changing or cancelling my trip to Castiglione del Bosco?

For additional details about changing or cancelling your trip to Castiglione del Bosco, go to https://www.expedia.com/service/.

What's the best boutique-style accommodation in Castiglione del Bosco?

Rosewood Castiglion del Bosco is a favorite hotel with our travelers looking for a stylish accommodation, and features 42 guestrooms, a winery, and 2 restaurants. See all boutique hotels in Castiglione del Bosco.

What's the best place to stay near Peretola Airport (FLR)?

Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.

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 3251 hotels and other accommodations in the surrounding area. Find out more about Castiglione del Bosco.

What is there to see in Castiglione del Bosco?

A favorite place to visit is Castiglion del Bosco Winery. You'll also find Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi in the area. Check out what more 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 temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castiglione del Bosco is 37 inches.

Explore a world of travel with Expedia

Explore a world of travel with Expedia