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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
$1,971 nightly
The price is $2,180
May 3 - May 4
Total with taxes and fees
Castiglion del Bosco, A Rosewood Hotel

Villa Tiberini Wine Relais

Villa Tiberini Wine Relais
Torrita di Siena
$222 nightly
The price is $244
May 24 - May 25
Total with taxes and fees
Villa Tiberini Wine Relais

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
$272 nightly
The price is $306
May 13 - May 14
Total with taxes and fees
2 Cuori e 1 Yurta Glamping in Toscana

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
$190 nightly
The price is $212
May 10 - May 11
Total with taxes and fees
Borgo Sant'Ambrogio Resort

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
$149 nightly
The price is $174
May 29 - May 30
Total with taxes and fees
SI Montalcino Hotel

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
$285 nightly
The price is $316
May 11 - May 12
Total with taxes and fees
Poggio Paradiso Resort & Spa

Agriturismo SOLE

Agriturismo SOLE
Trequanda
$329 nightly
The price is $366
May 17 - May 18
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
$238 nightly
The price is $271
May 6 - May 7
Total with taxes and fees
Podere Brizio

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
$1,148 nightly
The price is $1,274
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
$106 nightly
The price is $120
May 4 - May 5
Total with taxes and fees
Palazzo Brandano

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (80 reviews)
"Great location. Great wine. Great staff. "
United States
Vincenzo
$538 nightly
The price is $604
May 10 - May 11
Total with taxes and fees
Villa Le Prata - Residenza del Vescovo

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (40 reviews)
"Super stay !! "
Canada
Patryk
$131 nightly
The price is $148
May 3 - May 4
Total with taxes and fees
Fattoria Pieve a Salti

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.
$219 nightly
The price is $250
May 11 - May 12
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
$83 nightly
The price is $97
May 12 - May 13
Total with taxes and fees
Palace Hotel Due Ponti

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
$160 nightly
The price is $188
May 13 - May 14
Total with taxes and fees
Le Ragnaie

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 6 - May 7
Total with taxes and fees
Hotel La Terrazza di Montepulciano

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
$66 nightly
The price is $77
May 3 - May 4
Total with taxes and fees
Albergo San Biagio

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)
"The place is absolutely beautiful and the access to the spa and winery fit the plan for our stay perfectly. Marco gave us a great tour. "
United States
Paul
$577 nightly
The price is $646
May 3 - May 4
Total with taxes and fees
Mastrojanni Relais - Small Luxury Hotels of the World

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (73 reviews)
"Great little place to stay overnight. "
United States
Ivona
$74 nightly
The price is $86
May 3 - May 4
Total with taxes and fees
Castello

A440 in Tuscany

A440 in Tuscany
Pienza
9.6 out of 10, Exceptional, (53 reviews)
"This was the perfect little getaway stay for my husband and I! Amazing location."
United States
Alexandra
$309 nightly
The price is $344
May 18 - May 19
Total with taxes and fees
A440 in Tuscany
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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Top Castiglione del Bosco Hotel Reviews

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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.

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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 $111 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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