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Our top choices for Il Castagno hotels

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 $227
CA $256 total
includes taxes & fees
May 6 - May 7
Villa Sabolini

Relax Hotel Acquaviva

Relax Hotel Acquaviva
Casole d'Elsa
The price is CA $143
CA $170 total
includes taxes & fees
May 26 - May 27
Relax Hotel Acquaviva

Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
5.0 star property
Casole d'Elsa
9.6 out of 10, Exceptional, (79 reviews)
"Amazing hotel - friendly staff - top of hotel world "
Singapore
Bingjian
The price is CA $2,019
CA $2,224 total
includes taxes & fees
Apr 29 - Apr 30
Castello di Casole, A Belmond Hotel, Tuscany

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
The price is CA $421
CA $472 total
includes taxes & fees
May 3 - May 4
Fattoria di Vegi

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (455 reviews)
"Great room great location , little Borgia 200 m from hotel is awesome , grounds great , next time in Tuscany will stay again definitely "
Canada
Lorne
The price is CA $200
CA $230 total
includes taxes & fees
May 15 - May 16
Hotel Casolare Le Terre Rosse

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (36 reviews)
"Very nice staff and very nice place to stay."
United Kingdom
Ryan
The price is CA $170
CA $195 total
includes taxes & fees
May 10 - May 11
Hotel Ristorante La Dama nella Vigna

Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
4.0 star property
Monteriggioni
8.6 out of 10, Excellent, (344 reviews)
"Friendly staff, lovely room and great food "
United Kingdom
Chris
The price is CA $180
CA $209 total
includes taxes & fees
May 5 - May 6
Hotel Il Piccolo Castello

Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (440 reviews)
"Very good place, clean, good service, great food, the rooms were amazing."
United States
lester
The price is CA $201
CA $227 total
includes taxes & fees
May 4 - May 5
Hotel Palazzo San Lorenzo & SPA

Country Hotel Borgo Sant'Ippolito

Country Hotel Borgo Sant'Ippolito
4.0 star property
Lastra a Signa
9.0 out of 10, Wonderful, (259 reviews)
"We really enjoyed this relaxing get away in Tuscany near delicious restaurants"
United States
Evauna
The price is CA $191
CA $218 total
includes taxes & fees
Apr 30 - May 1
Country Hotel Borgo Sant'Ippolito

B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (68 reviews)
"Simone is a really nice person, he help us a lot, very friendly, room was clean, breakfast was good. "
United States
Odalis
The price is CA $94
CA $110 total
includes taxes & fees
May 18 - May 19
B&B Poggiobonizio

Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (109 reviews)
"Amazing!!!! Breakfast was wonderful as is staff!!! Amazing view. "
United Kingdom
Jessica
The price is CA $119
CA $138 total
includes taxes & fees
May 4 - May 5
Hotel Villa San Giorgio

COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (135 reviews)
"Beautiful place to stay and enjoy . "
United States
Maryam
The price is CA $1,315
CA $1,460 total
includes taxes & fees
Apr 29 - Apr 30
COMO Castello Del Nero

Capanna 1826

Capanna 1826
San Gimignano
10.0 out of 10, Exceptional, (43 reviews)
"It’s a great place to serve as a base if you plan to see San Gimignano, Siena, Voltaire, Florence, Lucca, and Pisa. The service was outstanding and the room was very clean. "
United States
Jim
The price is CA $149
CA $181 total
includes taxes & fees
Apr 28 - Apr 29
Capanna 1826

Laqua Vineyard

Laqua Vineyard
Terricciola
10.0 out of 10, Exceptional, (12 reviews)
"We had a perfect stay!"
United States
A. Bridget
The price is CA $302
CA $332 total
includes taxes & fees
May 11 - May 12
Laqua Vineyard

Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (418 reviews)
"Really nice atmosphere for a tuscan experience "
Mexico
David
The price is CA $331
CA $375 total
includes taxes & fees
May 3 - May 4
Hotel Borgo San Luigi

Castelfalfi

Castelfalfi
5.0 star property
Montaione
9.6 out of 10, Exceptional, (163 reviews)
"Beautiful property "
United States
steven
The price is CA $1,177
CA $1,311 total
includes taxes & fees
Apr 29 - Apr 30
Castelfalfi

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (493 reviews)
"Beautiful resort, pool, rooms, service and food were all excellent!"
Canada
Nadia
The price is CA $322
CA $364 total
includes taxes & fees
May 13 - May 14
Hotel Borgo di Cortefreda Relais

Albergo Etruria

Albergo Etruria
3.0 star property
Volterra
9.6 out of 10, Exceptional, (175 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 $143
CA $166 total
includes taxes & fees
Apr 28 - Apr 29
Albergo Etruria

Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (147 reviews)
"Wonderful stay."
United States
Nancy
The price is CA $177
CA $197 total
includes taxes & fees
Apr 29 - Apr 30
Villa il Poggiale - Dimora Storica

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (338 reviews)
"Beautiful place Great service "
United States
patricia
The price is CA $119
CA $140 total
includes taxes & fees
May 6 - May 7
Villa San Lucchese
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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 $104 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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