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Our top choices for Castiglione del Bosco hotels

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (75 reviews)
"Everything was perfect "
United States
Ralip
$2,024 nightly
The price is $2,239
May 10 - May 11
Total with taxes and fees
Castiglion del Bosco, A Rosewood Hotel

Villa Tiberini Wine Relais

Villa Tiberini Wine Relais
Torrita di Siena
$223 nightly
The price is $245
May 24 - May 25
Total with taxes and fees
Villa Tiberini Wine Relais

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (104 reviews)
"The location is sublime and the facility is AMAZING"
United States
Steven
$129 nightly
The price is $145
May 6 - May 7
Total with taxes and fees
Borgo Sant'Ambrogio Resort

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
$276 nightly
The price is $311
May 12 - May 13
Total with taxes and fees
2 Cuori e 1 Yurta Glamping in Toscana

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (383 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
$150 nightly
The price is $174
May 29 - May 30
Total with taxes and fees
SI Montalcino Hotel

Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (326 reviews)
"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
$142 nightly
The price is $168
Jun 4 - Jun 5
Total with taxes and fees
Le Ragnaie

Borgo Santo Pietro

Borgo Santo Pietro
5.0 star property
Chiusdino
9.6 out of 10, Exceptional, (57 reviews)
"Always wonderful stay here "
United States
Andrew
$1,149 nightly
The price is $1,276
May 20 - May 21
Total with taxes and fees
Borgo Santo Pietro

Palazzo Brandano

Palazzo Brandano
Trequanda
9.6 out of 10, Exceptional, (83 reviews)
"A beautiful place! Breathtaking "
United States
Anabel
$80 nightly
The price is $92
May 6 - May 7
Total with taxes and fees
Palazzo Brandano

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (17 reviews)
"Excellent room and food. Great location!"
United States
Saurabh
$290 nightly
The price is $321
May 11 - May 12
Total with taxes and fees
Poggio Paradiso Resort & Spa

Agriturismo SOLE

Agriturismo SOLE
Trequanda
$362 nightly
The price is $402
May 28 - May 29
Total with taxes and fees
Agriturismo SOLE

Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (156 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
$244 nightly
The price is $277
May 6 - May 7
Total with taxes and fees
Podere Brizio

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (40 reviews)
"Super stay !! "
Canada
Patryk
$105 nightly
The price is $121
May 6 - May 7
Total with taxes and fees
Fattoria Pieve a Salti

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (81 reviews)
"Great location. Great wine. Great staff. "
United States
Vincenzo
$447 nightly
The price is $504
May 6 - May 7
Total with taxes and fees
Villa Le Prata - Residenza del Vescovo

Relais Le Macine di Stigliano

Relais Le Macine di Stigliano
4.0 star property
Sovicille
10.0 out of 10, Exceptional, (15 reviews)
"Excellent hotel in a beautiful picturesque little town Hotel was very nice and comfortable, beautiful decor to the the smallest detail Views were beautiful, air was crisp Breakfast was delicious Free parking on site Would definitely stay here again "
United States
Susan
$251 nightly
The price is $282
May 6 - May 7
Total with taxes and fees
Relais Le Macine di Stigliano

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
2.0 star property
Montepulciano
9.4 out of 10, Exceptional, (203 reviews)
"Very clean and the owner was very delightful "
Canada
Chad
$117 nightly
The price is $133
May 26 - May 27
Total with taxes and fees
Hotel La Terrazza di Montepulciano

Dimora delle Muse

Dimora delle Muse
Montalcino
10.0 out of 10, Exceptional, (67 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.
$222 nightly
The price is $254
May 6 - May 7
Total with taxes and fees
Dimora delle Muse

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very Good, (56 reviews)
"Exceptional service, good breakfast "
United States
borjan
$84 nightly
The price is $98
May 10 - May 11
Total with taxes and fees
Palace Hotel Due Ponti

Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
10.0 out of 10, Exceptional, (68 reviews)
"Wonderfully Beautiful Winery… Stunning views. Fabulous rooms and very welcoming staff."
United States
Laura
$607 nightly
The price is $679
May 7 - May 8
Total with taxes and fees
Mastrojanni Relais - Small Luxury Hotels of the World

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.8 out of 10, Excellent, (213 reviews)
"Great place to stay"
Canada
Robert
$62 nightly
The price is $73
May 10 - May 11
Total with taxes and fees
Albergo San Biagio

Locanda del Loggiato

Locanda del Loggiato
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (35 reviews)
"Location, nice staff, clean, beauty of this place: unique. "
Canada
Chucri
$178 nightly
The price is $200
Jun 3 - Jun 4
Total with taxes and fees
Locanda del Loggiato
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Frequently asked questions

What is the best area to stay in Castiglione Del Bosco?
The best area to stay in Castiglione Del Bosco is within the estate itself, specifically around The Village, which is the heart of the property.

The Village is the central hub of Castiglione Del Bosco, offering a collection of restored historic buildings that house the main amenities. You'll find the primary dining options, a well-stocked shop, and a cozy bar here. The village is set amidst rolling hills with vineyards and olive groves stretching in every direction, providing a picturesque backdrop. It's designed for convenience, with everything within a short walk or shuttle ride.

For couples seeking a romantic and secluded experience, staying in one of the private villas scattered across the estate is an excellent choice. These villas offer privacy, often with private pools, and stunning views of the Tuscan countryside, while still providing access to all the amenities of The Village. They are well-suited for relaxing and enjoying the quiet surroundings.

Families will find the suites and larger accommodations within The Village or nearby ideal. These options often provide more space and easier access to the estate's facilities, including dining and activities.
When is the best time to go to Castiglione Del Bosco?
For an optimal experience in Castiglione Del Bosco, the best times to visit are during the spring (April to June) and fall (September to October) seasons.

During spring, the Tuscan countryside awakens with lush greenery and blooming wildflowers, offering pleasant temperatures superb for exploring the vineyards and olive groves. The weather is generally mild and sunny, making it ideal for outdoor activities like hiking, cycling, and enjoying al fresco dining without the intense heat of summer. This period is particularly good for couples seeking picturesque scenery and comfortable conditions for leisurely tours of the region's historic towns.

The fall months bring a different kind of beauty, with the landscape transforming into rich hues of gold, red, and brown as the grape harvest begins. This is an exciting time for wine enthusiasts, as many local wineries offer special tours and tastings celebrating the vendemmia. The temperatures remain comfortable, and the crowds tend to be smaller than in the peak summer season, allowing for a more serene experience.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Castiglione del Bosco.
How can I save on a Castiglione del Bosco hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Castiglione del Bosco hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Castiglione del Bosco hotel?
Prices for hotels in Castiglione del Bosco often vary, but you can find a great deal from $92 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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