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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
$1,935 nightly
The price is $2,141
May 4 - May 5
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 4 - May 5
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
$288 nightly
The price is $323
May 12 - May 13
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, (103 reviews)
"The location is sublime and the facility is AMAZING"
United States
Steven
$193 nightly
The price is $215
May 10 - May 11
Total with taxes and fees
Borgo Sant'Ambrogio Resort

Hotel Ghibellino

Hotel Ghibellino
3.0 star property
Buonconvento
8.4 out of 10, Very Good, (44 reviews)
"Fabulous helpful staff"
Australia
Sue
Hotel Ghibellino

Palazzo Brandano

Palazzo Brandano
Trequanda
9.6 out of 10, Exceptional, (82 reviews)
"A beautiful place! Breathtaking "
United States
Anabel
$106 nightly
The price is $120
May 5 - May 6
Total with taxes and fees
Palazzo Brandano

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

Agriturismo SOLE

Agriturismo SOLE
Trequanda
$320 nightly
The price is $356
May 17 - May 18
Total with taxes and fees
Agriturismo SOLE

Locanda Vesuna

Locanda Vesuna
3.0 star property
Trequanda
9.2 out of 10, Wonderful, (55 reviews)
"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
$136 nightly
The price is $153
May 3 - May 4
Total with taxes and fees
Locanda Vesuna

Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (155 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
$239 nightly
The price is $272
May 6 - May 7
Total with taxes and fees
Podere Brizio

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
$153 nightly
The price is $178
May 29 - May 30
Total with taxes and fees
SI Montalcino Hotel

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
$498 nightly
The price is $560
May 3 - May 4
Total with taxes and fees
Villa Le Prata - Residenza del Vescovo

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (63 reviews)
"It’s a very well maintained property with right mix of everything Agriturismo has to offer. I can only wish I have more nights there."
Canada
Tzu Chu Thomas
$163 nightly
The price is $184
May 12 - May 13
Total with taxes and fees
Agriturismo Il Macchione

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
$161 nightly
The price is $188
May 13 - May 14
Total with taxes and fees
Le Ragnaie

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
$566 nightly
The price is $634
Apr 30 - May 1
Total with taxes and fees
Mastrojanni Relais - Small Luxury Hotels of the World

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
Apr 30 - May 1
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.
$223 nightly
The price is $254
May 6 - May 7
Total with taxes and fees
Dimora delle Muse

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (73 reviews)
"Great little place to stay overnight. "
United States
Ivona
$77 nightly
The price is $90
May 3 - May 4
Total with taxes and fees
Castello

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 $134
May 6 - May 7
Total with taxes and fees
Hotel La Terrazza di Montepulciano

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (134 reviews)
"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
$433 nightly
The price is $488
Apr 30 - May 1
Total with taxes and fees
Capanna Suites
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.

*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 $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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