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Our top choices for Castagno hotels

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (86 reviews)
"The breakfast and rooms were perfect. The staff were very helpful. We loved the stay and will really visit again. "
Canada
Marinda
The price is CA $143
CA $164 total
includes taxes & fees
May 4 - May 5
Agriturismo San Sano

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
The price is CA $113
CA $133 total
includes taxes & fees
May 12 - May 13
Palace Hotel Due Ponti

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is CA $392
CA $441 total
includes taxes & fees
May 12 - May 13
2 Cuori e 1 Yurta Glamping in Toscana

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (524 reviews)
"Friendly staff, beautiful property, delicious included breakfast, great dinner, and all around good experience. Only think I'd like to see is a gym, but luckily there's tons of hills to run to get a great workout 😄"
United States
Alex
The price is CA $225
CA $260 total
includes taxes & fees
May 5 - May 6
La Certosa di Pontignano

One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
The price is CA $614
CA $682 total
includes taxes & fees
Apr 30 - May 1
One Belvedere Tuscany

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (197 reviews)
"Great Toscana hotel"
United States
Jose
The price is CA $226
CA $255 total
includes taxes & fees
May 6 - May 7
Villa Sabolini

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (379 reviews)
"Great views and property. Staff were all very nice"
Canada
Steven
The price is CA $284
CA $312 total
includes taxes & fees
May 4 - May 5
Castello Vicchiomaggio

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
5.0 star property
Volterra
10.0 out of 10, Exceptional, (90 reviews)
"Great breakfast and dining options offered. Enjoyed the activities and the gym. "
South Korea
Jae Wook
The price is CA $915
CA $1,015 total
includes taxes & fees
May 29 - May 30
Borgo Pignano Volterra Tuscany

Locanda Casalta

Locanda Casalta
Strove
The price is CA $186
CA $205 total
includes taxes & fees
May 3 - May 4
Locanda Casalta

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
The price is CA $424
CA $476 total
includes taxes & fees
May 3 - May 4
Fattoria di Vegi

Relax Hotel Acquaviva

Relax Hotel Acquaviva
Casole d'Elsa
The price is CA $141
CA $168 total
includes taxes & fees
May 29 - May 30
Relax Hotel Acquaviva

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (420 reviews)
"We had a great stay. Fantastic panoramic views. Very comfortable room. Super friendly host!"
United States
Yuliya
The price is CA $253
CA $287 total
includes taxes & fees
May 8 - May 9
Palazzo di Valli

Il Verreno

Il Verreno
Ambra
9.8 out of 10, Exceptional, (54 reviews)
"Absolutely loved our stay! Beautiful property, comfortable beds, and the most kind and attentive staff. Recommend to anyone wanting to stay in the area! "
United States
Renee
The price is CA $328
CA $367 total
includes taxes & fees
May 5 - May 6
Il Verreno

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (40 reviews)
"Super stay !! "
Canada
Patryk
The price is CA $133
CA $153 total
includes taxes & fees
May 4 - May 5
Fattoria Pieve a Salti

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (206 reviews)
"Great spot."
United States
Nilesh
The price is CA $290
CA $326 total
includes taxes & fees
May 8 - May 9
Castello di Fonterutoli Wine Resort

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (73 reviews)
"Great little place to stay overnight. "
United States
Ivona
The price is CA $106
CA $122 total
includes taxes & fees
May 3 - May 4
Castello

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (181 reviews)
"The property was breath taking. Staff was amazing and accommodating. Wonderful experience. "
United States
Gimbert
The price is CA $471
CA $531 total
includes taxes & fees
May 17 - May 18
Dievole Wine Resort

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (74 reviews)
"Amazing spot with great views. All the staff were extremely friendly and helpful. Food onsite was great. "
Canada
Benjamin
The price is CA $261
CA $295 total
includes taxes & fees
May 5 - May 6
Relais la Costa - Dimora Storica

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (124 reviews)
"Perfectb Quiet and very relaxing stay. Breakfast was very tasty and the view was absolutely spectacular "
United Kingdom
Mayara
The price is CA $179
CA $206 total
includes taxes & fees
Apr 30 - May 1
Castello di Leonina Relais

La pietra del cabreo

La pietra del cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (99 reviews)
"I would recommend this hotel to everyone. From the staff to the rooms to the grounds and the food - everything was exceptional. Truly a gem of a place. "
United States
Maria
The price is CA $270
CA $304 total
includes taxes & fees
Apr 29 - Apr 30
La pietra del cabreo
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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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 $106 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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