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Our top choices for Il Castagno hotels

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (45 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 AU$194
includes taxes & fees
30 July - 31 July
Hotel Ristorante La Dama nella Vigna

Capanna 1826

Capanna 1826
San Gimignano
10.0 out of 10, Exceptional, (44 reviews)
"Excellent location , beautiful surroundings, everything clean . I will DEFINITELY stay again "
United States
Carlos
The price is AU$186
includes taxes & fees
7 July - 8 July
Capanna 1826

Le Mammole

Le Mammole
San Miniato
9.8 out of 10, Exceptional, (25 reviews)
"Cozy and quiet place in the midst of nature. Host was extremely welcoming and made sure we had a comfortable stay."
Canada
Karunya
The price is AU$170
includes taxes & fees
8 July - 9 July
Le Mammole

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (216 reviews)
"Great Toscana hotel"
United States
Jose
The price is AU$259
includes taxes & fees
8 July - 9 July
Villa Sabolini

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 AU$1,163
includes taxes & fees
2 Aug - 3 Aug
Borgo Pignano Volterra Tuscany

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (293 reviews)
"Great stay. Beautiful Hotel and Restaurant"
United States
Sterling
The price is AU$386
includes taxes & fees
6 July - 7 July
Salvadonica - Borgo del Chianti

La Canonica di San Michele

La Canonica di San Michele
Monteriggioni
9.8 out of 10, Exceptional, (50 reviews)
"The entire property was unique and beautiful which was directly due to the beautiful couple that run the property!"
United States
Erin
The price is AU$184
includes taxes & fees
12 July - 13 July
La Canonica di San Michele

Albergo Etruria

Albergo Etruria
3.0 star property
Volterra
9.6 out of 10, Exceptional, (184 reviews)
"This is a wonderful place to stay while in Volterra, very ** sweet place. The breakfast was by far the best one so far for us from Rome, Florence to Volterra! They also have a very nice cafe/bar up on the roof. 5* for sure!"
United States
Jo
The price is AU$187
includes taxes & fees
28 July - 29 July
Albergo Etruria

Hotel Il Castello

Hotel Il Castello
Certaldo Alto
9.8 out of 10, Exceptional, (13 reviews)
"Excellent boutique hotel located on top of a hill in Certaldo. The view from our window was gorgeous."
United States
Daniel
The price is AU$234
includes taxes & fees
12 July - 13 July
Hotel Il Castello

Santo Pietro Resort

Santo Pietro Resort
San Gimignano
The price is AU$306
includes taxes & fees
10 July - 11 July
Santo Pietro Resort

Locanda Casalta

Locanda Casalta
Strove
The price is AU$163
includes taxes & fees
6 July - 7 July
Locanda Casalta

Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (150 reviews)
"Yes the breakfast was perfect. "
United States
William
The price is AU$215
includes taxes & fees
6 July - 7 July
Villa il Poggiale - Dimora Storica

Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (111 reviews)
"Amazing property with great staff."
United States
Samuel
The price is AU$419
includes taxes & fees
6 July - 7 July
Castello La Leccia

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (79 reviews)
"Whole place felt amazing, staff was super! Def recommend!"
United States
Roberto Javier Sanz
The price is AU$318
includes taxes & fees
31 July - 1 Aug
Relais la Costa - Dimora Storica

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
9.8 out of 10, Exceptional, (8 reviews)
"This property has been under renovation for the past few years, with about another year of construction still to go. They are transforming an old winery into what will eventually be a 5- or 6-star resort, complete with a spa and other amenities. We stayed for two nights with our 11- and 13-year-olds and booked a family suite. The master bedroom bed was extremely comfortable, and the kids’ fold-out bed was large and surprisingly comfortable as well. The bathroom was brand new and had a door...
United States
Brian
The price is AU$561
includes taxes & fees
19 July - 20 July
Fattoria di Vegi

Mormoraia

Mormoraia
San Gimignano
9.6 out of 10, Exceptional, (219 reviews)
"Great sty ! All was fantastic."
United States
DAVID
The price is AU$666
includes taxes & fees
20 July - 21 July
Mormoraia

Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (360 reviews)
"Great place to eat and rest"
Mexico
Tania
The price is AU$131
includes taxes & fees
8 July - 9 July
Hotel Pescille by Double Hospitality

Il Defizio

Il Defizio
Gambassi Terme
10.0 out of 10, Exceptional, (63 reviews)
"Fantastic place. The dinner was tve best we had all week"
Denmark
Leif
The price is AU$230
includes taxes & fees
7 July - 8 July
Il Defizio

Relais Sassa al Sole

Relais Sassa al Sole
San Miniato
9.8 out of 10, Exceptional, (50 reviews)
"This place was great. "
United States
William Neill
The price is AU$319
includes taxes & fees
6 July - 7 July
Relais Sassa al Sole

Villa Petriolo

Villa Petriolo
Cerreto Guidi
9.8 out of 10, Exceptional, (116 reviews)
"Beautiful property!"
Canada
Tracy
The price is AU$685
includes taxes & fees
26 July - 27 July
Villa Petriolo
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 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 cancelled 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 hotel booking in Il Castagno with Expedia?
One Key™ — Expedia's free travel rewards program—gives you instant access to perks and Member Prices on Il Castagno hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Il Castagno?
Prices for hotels in Il Castagno often vary, but you can find a great deal from AU$113 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 our cheapest rates.