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Our top choices for Il Castagno hotels

Villa La Cappella

Villa La Cappella
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"This place felt like home! and there is nothing better than that!"
United States
Kishore
The price is CA $248
CA $322 total
includes taxes & fees
Apr 6 - Apr 7
Villa La Cappella

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
The price is CA $392
CA $441 total
includes taxes & fees
May 5 - May 6
Fattoria di Vegi

agriturismo e maneggio Poggio Leone

agriturismo e maneggio Poggio Leone
Gambassi Terme
The price is CA $267
CA $299 total
includes taxes & fees
May 3 - May 4
agriturismo e maneggio Poggio Leone

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (194 reviews)
"Beautiful Tuscan estate, lovely room, excellent breakfast "
Canada
Ariel
The price is CA $193
CA $218 total
includes taxes & fees
Apr 22 - Apr 23
Villa Sabolini

AGRITURISMO CESANI

AGRITURISMO CESANI
San Gimignano
The price is CA $166
CA $191 total
includes taxes & fees
Apr 6 - Apr 7
AGRITURISMO CESANI

One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
The price is CA $618
CA $686 total
includes taxes & fees
Apr 7 - Apr 8
One Belvedere Tuscany

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (35 reviews)
"Very nice staff and very nice place to stay."
United Kingdom
Ryan
The price is CA $166
CA $190 total
includes taxes & fees
Apr 13 - Apr 14
Hotel Ristorante La Dama nella Vigna

Albergo Etruria

Albergo Etruria
3.0 star property
Volterra
9.6 out of 10, Exceptional, (173 reviews)
"Lovely hotel. The owners are very kind and helpful. They offered great recommendations for the area. Paola and Danielle were so kind. The rooms were well appointed and the daily breakfast was delicious! Would definitely stay here again!"
United States
Jeanne
The price is CA $157
CA $180 total
includes taxes & fees
Apr 7 - Apr 8
Albergo Etruria

Hotel Torciano Vecchio Asilo

Hotel Torciano Vecchio Asilo
San Gimignano
9.6 out of 10, Exceptional, (54 reviews)
"Cute hotel, breakfast was okay, the winery is incredible (not located at the hotel, but very close). Overall, would come back. "
United States
Devin Jordan
The price is CA $332
CA $374 total
includes taxes & fees
Apr 7 - Apr 8
Hotel Torciano Vecchio Asilo

Il Defizio

Il Defizio
Gambassi Terme
9.8 out of 10, Exceptional, (60 reviews)
"Fantastic place. The dinner was tve best we had all week"
Denmark
Leif
The price is CA $177
CA $200 total
includes taxes & fees
May 4 - May 5
Il Defizio

Poderi Arcangelo Glamping

Poderi Arcangelo Glamping
San Gimignano
The price is CA $479
CA $535 total
includes taxes & fees
Apr 6 - Apr 7
Poderi Arcangelo Glamping

Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
9.6 out of 10, Exceptional, (49 reviews)
"Beautiful property with the most wonderful staff!!!!"
United States
dana
The price is CA $213
CA $242 total
includes taxes & fees
Apr 7 - Apr 8
Tenuta Sovestro - Agriturismo e Winery

Villa Petriolo

Villa Petriolo
Cerreto Guidi
9.8 out of 10, Exceptional, (95 reviews)
"It was perfect accommodations , the staff was extremely kind and helpful for anything needed and the facilities were exceptional . They took their time to help me with a small explanation when i inquired about my final billing and cleared up any confusions i had in a timely manner without delay via email . Would love to revisit and will be telling friends and family of our experience . "
Canada
Andrew
The price is CA $439
CA $488 total
includes taxes & fees
Apr 16 - Apr 17
Villa Petriolo

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
5.0 star property
Volterra
10.0 out of 10, Exceptional, (89 reviews)
"Great breakfast and dining options offered. Enjoyed the activities and the gym. "
South Korea
Jae Wook
The price is CA $911
CA $1,010 total
includes taxes & fees
Apr 20 - Apr 21
Borgo Pignano Volterra Tuscany

Agriturismo Rebarco

Agriturismo Rebarco
Castelfiorentino
The price is CA $86
CA $98 total
includes taxes & fees
Apr 6 - Apr 7
Agriturismo Rebarco

Relais Poggio Borgoni

Relais Poggio Borgoni
San Casciano in Val di Pesa
9.8 out of 10, Exceptional, (58 reviews)
"Staff was really helpful and the place was charming"
Canada
Samuel
The price is CA $208
CA $236 total
includes taxes & fees
Apr 12 - Apr 13
Relais Poggio Borgoni

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (73 reviews)
"Amazing spot with great views. All the staff were extremely friendly and helpful. Food onsite was great. "
Canada
Benjamin
The price is CA $245
CA $278 total
includes taxes & fees
Apr 7 - Apr 8
Relais la Costa - Dimora Storica

Mormoraia

Mormoraia
San Gimignano
9.6 out of 10, Exceptional, (212 reviews)
"This resort is gorgeous and every single staff member was so gracious and friendly! It was a short drive away from San Gimignano which was nice to explore. The restaurant was delicious and their spa was very nice! "
Canada
Olubusola
The price is CA $437
CA $489 total
includes taxes & fees
Apr 23 - Apr 24
Mormoraia

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (451 reviews)
"Just a lovely place all over"
United States
Salome
The price is CA $188
CA $217 total
includes taxes & fees
Apr 11 - Apr 12
Hotel Casolare Le Terre Rosse

Hotel Leon Bianco

Hotel Leon Bianco
3.0 star property
San Gimignano City Centre
9.4 out of 10, Exceptional, (578 reviews)
"The best hotel we stayed during this trip. I recommend it to anyone."
United States
Edison
The price is CA $147
CA $172 total
includes taxes & fees
Apr 16 - Apr 17
Hotel Leon Bianco
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Frequently asked questions

What is the best area to stay in Il Castagno?
The best area to stay in Il Castagno is within the main village itself, providing the most convenience and a true sense of the local setting.

The main village of Il Castagno is compact and built around the central piazza, which often hosts local markets and community events. You'll find a selection of local shops, a pharmacy, and a few traditional trattorias here. The streets are narrow and winding, typical of a Tuscan hill town, and many offer lovely views of the surrounding countryside.

For couples seeking a romantic and relaxing getaway, staying right in the village is ideal. You're within easy walking distance of quality restaurants for evening meals, and the atmosphere is wonderfully peaceful, especially after the day-trippers have left. The proximity to local wine bars also means you can enjoy a glass of Chianti without worrying about driving.

Families will also find the main village a practical choice. With amenities close at hand, it simplifies daily routines. There are often small playgrounds or open spaces where children can play, and the village itself is easy to navigate on foot, making buggy use simple.
When is the best time to go to Il Castagno?
The best time to go to Il Castagno is during the warmer months, from late spring through early autumn, particularly May, June, and September.

These months offer pleasant temperatures, ideal for enjoying the outdoor activities and natural beauty of the Tuscan countryside. You'll find the vineyards and olive groves at their most appealing, superb for leisurely strolls or exploring nearby towns without the intense heat of mid-summer.

Couples looking for a romantic getaway will find May, June, and September particularly appealing. The weather is comfortable for al fresco dining at local trattorias, wine tasting tours, and exploring the historic hill towns that dot the region. The fewer crowds compared to peak August also ensure a more intimate and relaxed experience.

For families, late May and early June, or the first half of September, are excellent choices. The weather is warm enough for children to enjoy outdoor activities like swimming in a villa's pool or exploring the local farms, but it's not overwhelmingly hot.
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 Il Castagno.
How can I save on a Il Castagno hotel booking with Expedia?
Members always get our best prices. Find our best Il 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 Il Castagno hotel?
Prices for hotels in Il Castagno often vary, but you can find a great deal from CA $105 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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