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Next weekend
Jun 26 - Jun 28
In two weeks
Jul 3 - Jul 5

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Our top choices for Castiglione del Bosco hotels

Villa (Agresto) | Living area

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (77 reviews)
"Everything was perfect "
United States
Ralip
The price is CA $3,762
CA $4,154 total
includes taxes & fees
Jun 22 - Jun 23
Castiglion del Bosco, A Rosewood Hotel
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (393 reviews)
"The hotel was absolutely stunning! Our room was spacious, and the beds were incredibly comfortable. The staff were warm, welcoming, and very informative throughout our stay. Breakfast was delicious, and there was no better way to start the day than with an espresso while enjoying the beautiful view. We had a wonderful experience and would definitely stay here again."
Canada
Jacqueline
The price is CA $176
CA $206 total
includes taxes & fees
Jul 21 - Jul 22
SI Montalcino Hotel
Exterior

Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (327 reviews)
"I would not change a thing. It was amazing great hospitality nice clean. I would definitely go back. Highly recommended."
United States
Jeton
The price is CA $207
CA $244 total
includes taxes & fees
Jul 15 - Jul 16
Le Ragnaie
Outdoor dining

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (74 reviews)
"Great little place to stay overnight. "
United States
Ivona
The price is CA $113
CA $131 total
includes taxes & fees
Jun 21 - Jun 22
Castello
Hiking

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.6 out of 10, Exceptional, (114 reviews)
"The hotel is stunning! Beautiful sunset and sunrise time. The restaurant is superb. I really enjoyed our time here. Will come back."
United States
Lu
The price is CA $302
CA $337 total
includes taxes & fees
Jun 26 - Jun 27
Borgo Sant'Ambrogio Resort
Hiking

Palazzo Brandano

Palazzo Brandano
Trequanda
9.6 out of 10, Exceptional, (89 reviews)
"Very charming medieval hotel Clean and comfortable Some rooms and the breakfast outdoor patio have a fantastic view. You really feel part of Tuscany After driving through some very narrow streets, you can park on their lot very close to the hotel"
Canada
Lucia
The price is CA $130
CA $148 total
includes taxes & fees
Jun 23 - Jun 24
Palazzo Brandano
Front of property

Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (160 reviews)
"Stunning location & great reception from Vito. He looked after us & gave us some great recommendations for a wine tasting day out. The accommodation & views were beautiful. We also loved using the spa facilities & played tennis a couple of times overlooking the vineyard! Breakfast was great & dinner in the restaurant was amazing. A great stay & highly recommend! "
United Kingdom
karen
The price is CA $300
CA $343 total
includes taxes & fees
Jul 6 - Jul 7
Podere Brizio
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (141 reviews)
"We thoroughly enjoyed our stay at Capanna Suites - the property and room was very well thought out and beautiful, the sunset view was amazing and the staff were extremely helpful (thanks in particular to Giulia). We felt well recharged after our stay, especially after the spa session."
Singapore
Jonathan
The price is CA $525
CA $593 total
includes taxes & fees
Jul 7 - Jul 8
Capanna Suites
Garden

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very good, (60 reviews)
"A little far away from Siena, but buses came by regularly and taxi's only cost about 12 Euros to get you to and from Siena."
United States
Jack
The price is CA $118
CA $138 total
includes taxes & fees
Jul 3 - Jul 4
Palace Hotel Due Ponti
Spa

Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
10.0 out of 10, Exceptional, (71 reviews)
"Wonderfully Beautiful Winery… Stunning views. Fabulous rooms and very welcoming staff."
United States
Laura
The price is CA $741
CA $831 total
includes taxes & fees
Jul 6 - Jul 7
Mastrojanni Relais - Small Luxury Hotels of the World
Property grounds

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (26 reviews)
"Excellent room and food. Great location!"
United States
Saurabh
The price is CA $356
CA $400 total
includes taxes & fees
Jun 22 - Jun 23
Poggio Paradiso Resort & Spa
Outdoor dining

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (424 reviews)
"We had a blast, and the proprietors were fantastic. They had plenty of local knowledge and seemed to have a real passion for what they do. Plus the venue is wonderful, and they have the best patio with views of the Tuscan hills. Would recommend, and would stay again."
United States
John
The price is CA $173
CA $198 total
includes taxes & fees
Jul 15 - Jul 16
Palazzo di Valli
Interior

PALAZZO DEL CARDINALE

PALAZZO DEL CARDINALE
Montalcino
The price is CA $184
CA $219 total
includes taxes & fees
Jun 22 - Jun 23
PALAZZO DEL CARDINALE
Indoor pool, open 9:00 AM to midnight, sun loungers

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.8 out of 10, Excellent, (225 reviews)
"Excellent stay!"
United States
Rodolfo
The price is CA $123
CA $142 total
includes taxes & fees
Jun 30 - Jul 1
Albergo San Biagio
Reception

Hotel Borgo Antico

Hotel Borgo Antico
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (99 reviews)
"A hidden gem on the Via Francigena. We loved our stay after a day of walking from Siena. Delicious food too. "
United Kingdom
Charles
The price is CA $110
CA $129 total
includes taxes & fees
Jun 23 - Jun 24
Hotel Borgo Antico
Front of property

L'Orto delle Terme

L'Orto delle Terme
San Quirico d'Orcia
9.6 out of 10, Exceptional, (47 reviews)
"Lovely stay"
United States
Stimson
The price is CA $183
CA $208 total
includes taxes & fees
Jun 30 - Jul 1
L'Orto delle Terme
Balcony view

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
2.0 star property
Montepulciano
9.2 out of 10, Wonderful, (207 reviews)
"Very clean and the owner was very delightful "
Canada
Chad
The price is CA $162
CA $185 total
includes taxes & fees
Jun 22 - Jun 23
Hotel La Terrazza di Montepulciano
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (41 reviews)
"Super stay !! "
Canada
Patryk
The price is CA $193
CA $218 total
includes taxes & fees
Jun 22 - Jun 23
Fattoria Pieve a Salti
Breakfast, lunch, dinner and brunch served

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (133 reviews)
"Really enjoyed our stay, clean room and property. Very quiet place with a nice pool."
Canada
Meghan
The price is CA $226
CA $259 total
includes taxes & fees
Jul 2 - Jul 3
Castello di Leonina Relais
Deluxe Double Room, 1 King Bed, Non Smoking

Dimora delle Muse

Dimora delle Muse
Montalcino
10.0 out of 10, Exceptional, (69 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.
The price is CA $286
CA $327 total
includes taxes & fees
Jul 18 - Jul 19
Dimora delle Muse
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

Castiglion del Bosco Winery

9.6/5 (5 reviews)
You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.
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Learn more about Castiglione del Bosco

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

See all hotels in Castiglione del Bosco
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Open Photo by tom owens

Top Castiglione del Bosco Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Beautiful location, views and rooms. The dinners and lunches are overpriced but the rest of the experience was fantastic."
Jason 4-night trip
Posted 1 day ago
Castello di Velona Resort Thermal SPA & Winery

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
The price is CA $121 per night from Jul 15 to Jul 16
CA $121
CA $141 total
Jul 15 - Jul 16
includes taxes & fees
7.8/10 Good! (258 reviews)

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 Borgo, as it offers the most convenient access to all amenities and services.

The Borgo is the heart of Castiglione Del Bosco, a beautifully restored historic village that serves as the central hub for guests. It's where you'll find the main reception, the estate's finest restaurants, and many of the facilities. The buildings are traditional Tuscan stone, and the entire area is designed for easy pedestrian access, allowing you to stroll between dining options, the spa, and the main pool with ease.

For couples seeking a luxurious and relaxing escape, staying within the Borgo or in one of the nearby suites is ideal. You'll be steps away from gourmet dining experiences, wine tastings at the estate's winery, and the indulgent spa treatments. The picturesque surroundings and the ease of access to all facilities make it superb for a stress-free romantic getaway.

Families will also find staying within the Borgo or in a nearby villa highly convenient. The proximity to the main pool, children's activities, and various dining options simplifies planning.
When is the best time to go to Castiglione Del Bosco?
The best time to go to Castiglione Del Bosco is during the spring (April to June) and autumn (September to October) months.

These periods offer pleasant weather, ideal for exploring the Tuscan countryside and enjoying the estate's amenities. Spring brings blooming wildflowers and comfortable temperatures, while autumn provides beautiful foliage and the excitement of the grape harvest season. Both seasons allow for outdoor activities without the intense heat of summer.

Couples often find these shoulder seasons particularly appealing. The weather is superb for leisurely walks through the vineyards, relaxing by the pool, or enjoying al fresco dining with stunning views. The estate's focus on fine wine and culinary experiences aligns perfectly with the relaxed pace of these months.

For travellers interested in the region's agricultural heritage, autumn is especially rewarding. You might witness grape harvesting or olive picking, offering a deeper connection to the local traditions and the estate's operations.
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?
Members always get our best prices. Find our best Castiglione del Bosco hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 CA $141 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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