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Our top choices for Castagno hotels

Chapter Chianti

Chapter Chianti
5.0 star property
Cavriglia
The price is CA $472
CA $529 total
includes taxes & fees
Jul 13 - Jul 14
Chapter Chianti

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (43 reviews)
"One of our favorite stays in Italy! Few number of rooms which makes it feel very relaxing and comfortable. Staff was friendly and helpful."
Canada
Yael
The price is CA $167
CA $192 total
includes taxes & fees
Jul 15 - Jul 16
Hotel Ristorante La Dama nella Vigna

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (391 reviews)
"The hotel is beautiful."
United States
Ruth
The price is CA $307
CA $337 total
includes taxes & fees
Jul 15 - Jul 16
Castello Vicchiomaggio

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (96 reviews)
"This place is amazing. Wonderful drive to the hotel and the solitude is so great. The breakfast was amazing. Staff was very friendly for our stay. Definitely go back."
Canada
Shawn
The price is CA $151
CA $173 total
includes taxes & fees
Jun 23 - Jun 24
Agriturismo San Sano

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (546 reviews)
"Amazing property, loved staying there. Huge rooms, AC worked well, beautiful setting. It’s well worth your time to stay there"
United States
Ken
The price is CA $209
CA $243 total
includes taxes & fees
Jul 8 - Jul 9
La Certosa di Pontignano

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 $115
CA $133 total
includes taxes & fees
Jul 5 - Jul 6
Castello

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (214 reviews)
"Great Toscana hotel"
United States
Jose
The price is CA $217
CA $245 total
includes taxes & fees
Jun 28 - Jun 29
Villa Sabolini

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (197 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
The price is CA $470
CA $530 total
includes taxes & fees
Jul 15 - Jul 16
Dievole Wine Resort

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

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 $157
CA $181 total
includes taxes & fees
Jul 15 - Jul 16
Palazzo di Valli

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 $195
CA $221 total
includes taxes & fees
Jun 24 - Jun 25
Fattoria Pieve a Salti

Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (278 reviews)
"beautiful hotel! staff is so friendly, we had a great time "
United Kingdom
joseph
The price is CA $513
CA $571 total
includes taxes & fees
Jun 30 - Jul 1
Borgo Del Cabreo

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 28 - Jun 29
Hotel Borgo Antico

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (78 reviews)
"Whole place felt amazing, staff was super! Def recommend!"
United States
Roberto Javier Sanz
The price is CA $272
CA $307 total
includes taxes & fees
Jun 29 - Jun 30
Relais la Costa - Dimora Storica

Hotel I Platani

Hotel I Platani
3.0 star property
Monteriggioni
8.8 out of 10, Excellent, (185 reviews)
"The staff was wonderful. Immensely nice person who made sure we had a safe, good time!!"
United States
Ann
The price is CA $125
CA $145 total
includes taxes & fees
Jul 6 - Jul 7
Hotel I Platani

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
5.0 star property
Volterra
10.0 out of 10, Exceptional, (92 reviews)
"A magical step back in time in the heart of beautiful Tuscany. Amazing accommodotation and excellent service."
Canada
Robert
The price is CA $959
CA $1,063 total
includes taxes & fees
Jun 30 - Jul 1
Borgo Pignano Volterra Tuscany

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
4.0 star property
Camollia
8.8 out of 10, Excellent, (23 reviews)
"Great place to stay with easy access to siena. Other wineries and places like chianti are in an hours drive at max.. Highly recommend the stay if planning for siena."
Canada
Manas
The price is CA $357
CA $401 total
includes taxes & fees
Jun 28 - Jun 29
Villa Ermellina Siena, a Tribute Portfolio Hotel

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 $200
CA $229 total
includes taxes & fees
Jun 29 - Jun 30
Castello di Leonina Relais

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (346 reviews)
"Beautiful place to spend your time while discovering Tuscany."
United States
Simona
The price is CA $174
CA $202 total
includes taxes & fees
Jul 2 - Jul 3
Villa San Lucchese

Mormoraia

Mormoraia
San Gimignano
9.6 out of 10, Exceptional, (217 reviews)
"Great sty ! All was fantastic."
United States
DAVID
The price is CA $463
CA $518 total
includes taxes & fees
Jul 20 - Jul 21
Mormoraia
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Frequently asked questions

What is the best area to stay in Castagno?
The best area to stay in Castagno is the historic centre itself, particularly around Piazza del Popolo, for its convenience and classic Tuscan experience.

The historic centre of Castagno is built on a hillside, with narrow, winding streets that are largely pedestrianised. Piazza del Popolo is the main square, featuring the town hall and several traditional trattorias. From here, you can easily walk to most of Castagno's key sights, including the Church of San Lorenzo and the panoramic viewpoints that offer stunning vistas of the surrounding Chianti hills.

Couples looking for a romantic and relaxed getaway will find the historic centre ideal. The small, boutique hotels and guesthouses often occupy beautifully restored historic buildings, offering an authentic experience. You'll be right at the heart of the town's evening activity, with easy access to intimate dining spots and local wine bars.

For those who prefer a bit more space and perhaps a pool, the immediate outskirts of Castagno, just a short drive or a pleasant walk from the historic centre, offer several excellent agriturismi (farm stays) and villa rentals. These properties are typically set amongst olive groves or vineyards, providing a tranquil base with beautiful views.

Families often appreciate the agriturismi on the outskirts. These larger properties usually come with outdoor spaces, sometimes a swimming pool, and can offer a more relaxed environment for children to play.
When is the best time to go to Castagno?
The best time to go to Castagno is during the late spring (May to early June) or early autumn (September to October) when the weather is pleasant and the region is at its most inviting.

During late spring, the countryside around Castagno is lush and green, with wildflowers in bloom. The temperatures are comfortably warm, typically ranging from 18°C to 25°C, making it ideal for exploring the rolling hills, vineyards, and olive groves by foot or bicycle. It's a wonderful time for couples to enjoy scenic drives and outdoor dining.

Early autumn offers equally lovely weather, with temperatures usually between 15°C and 22°C. This period coincides with the grape harvest, known as vendemmia, providing a special opportunity to experience local traditions. The landscape transforms with golden and russet hues, adding to the beauty of the region. This season is superb for solo travellers interested in culinary experiences, as many local festivals celebrate wine, olives, and truffles.

Both periods avoid the peak summer heat and crowds of July and August, ensuring a more relaxed and enjoyable visit.
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 Castagno.
How can I save on a Castagno hotel booking with Expedia?
Members always get our best prices. Find our best Castagno 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 Castagno hotel?
Prices for hotels in Castagno often vary, but you can find a great deal from CA $110 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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