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Our top choices for San Leonino hotels

Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
The price is NZ$653
includes taxes & fees
25 July - 26 July
Chapter Chianti, a Member of Design Hotels

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 NZ$291
includes taxes & fees
30 July - 31 July
La Certosa di Pontignano

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (396 reviews)
"The hotel is beautiful."
United States
Ruth
The price is NZ$335
includes taxes & fees
12 July - 13 July
Castello Vicchiomaggio

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 NZ$1,446
includes taxes & fees
2 Aug - 3 Aug
Borgo Pignano Volterra Tuscany

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 NZ$658
includes taxes & fees
7 Aug - 8 Aug
Fattoria di Vegi

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (97 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 NZ$193
includes taxes & fees
8 July - 9 July
Agriturismo San Sano

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 NZ$169
includes taxes & fees
10 July - 11 July
Palace Hotel Due Ponti

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.2 out of 10, Wonderful, (111 reviews)
"Great breakfast options, amazing views, peaceful atmosphere, great lunch and dinner, and of course amazing wine."
United States
Austin
The price is NZ$476
includes taxes & fees
9 July - 10 July
Castello di Tornano Wine Resort

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 NZ$395
includes taxes & fees
31 July - 1 Aug
Relais la Costa - Dimora Storica

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 NZ$361
includes taxes & fees
7 Aug - 8 Aug
Villa Sabolini

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (294 reviews)
"Great stay. Beautiful Hotel and Restaurant"
United States
Sterling
The price is NZ$452
includes taxes & fees
8 July - 9 July
Salvadonica - Borgo del Chianti

Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (186 reviews)
"Very clean and amazing staff. And the room is at such a nice and rich location with a beautiful view."
United States
Christopher
The price is NZ$280
includes taxes & fees
10 July - 11 July
Belvedere di San Leonino

Borgo San Felice Resort

Borgo San Felice Resort
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (85 reviews)
"Absolutely wonderful!"
Canada
Cynthia
The price is NZ$1,271
includes taxes & fees
5 Aug - 6 Aug
Borgo San Felice Resort

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (75 reviews)
"This hotel was fantastic! A gem, off the beaten path. Plenty of space and quiet accompanied by crisp fresh air. The restaurant in the hotel lobby was delicious and affordable. I hope to return here."
United States
Martin
The price is NZ$159
includes taxes & fees
19 July - 20 July
Castello

Hotel Le Fontanelle

Hotel Le Fontanelle
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (104 reviews)
"This was one of the most beautiful properties we have ever stayed! The staff was very informative and inviting. The room was extremely clean. Breakfast was much better than advertised with one of the most beautiful views we had while in Italy. Can’t wait to come back. Highly recommend"
United States
Shawn
The price is NZ$603
includes taxes & fees
5 Aug - 6 Aug
Hotel Le Fontanelle

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (198 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
The price is NZ$660
includes taxes & fees
27 July - 28 July
Dievole Wine Resort

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 NZ$394
includes taxes & fees
9 July - 10 July
Castello di Leonina Relais

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 NZ$221
includes taxes & fees
12 July - 13 July
Palazzo di Valli

The Club House

The Club House
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful property excellent staff great spa loved everything about it!!"
United States
Natalyn
The price is NZ$771
includes taxes & fees
2 Aug - 3 Aug
The Club House

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 NZ$522
includes taxes & fees
12 July - 13 July
Borgo 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 San Leonino?
The best area to stay in San Leonino is within the village itself or in the immediate countryside surrounding it.

San Leonino is a small village, and staying directly in the village offers the convenience of walking to its few local shops and trattorias. The village is compact, with its main church, Pieve di San Leonino, as a central point of reference, and is surrounded by rolling vineyards and olive groves.

For couples seeking a romantic and secluded retreat, staying in one of the agriturismos or boutique hotels just outside the village is ideal. These properties often feature stunning views of the Tuscan landscape, offer cooking classes, and provide a peaceful base from which to explore the Chianti region by car. Many have excellent restaurants on-site, superb for quiet evenings.

Travellers looking for a more independent experience will find excellent villa rentals in the countryside around San Leonino. These often come with private pools and well-equipped kitchens, making them superb for those who enjoy cooking with local produce and settling into a home-away-from-home.
When is the best time to go to San Leonino?
The best time to visit San Leonino, Tuscany, is during the spring (April to June) and autumn (September to October) months.

During these periods, the weather is pleasantly warm and sunny, making it ideal for exploring the rolling hills and vineyards. You'll find fewer crowds compared to the peak summer months, allowing for a more relaxed experience at local wineries and historic sites. The landscape is particularly beautiful in spring with wildflowers in bloom, and in autumn with the rich colours of the grape harvest.

Couples looking for a romantic escape will find these seasons perfect. You can enjoy long walks through the countryside, intimate al fresco dining, and wine-tasting experiences without the intense summer heat or the chill of winter. It's a great time for leisurely drives along scenic routes like the Chiantigiana Road, stopping at charming villages along the way.

For travellers interested in culinary experiences, autumn is particularly rewarding. This is the time for grape harvesting and olive oil production, offering opportunities for special tours and tastings.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 San Leonino.
How can I save on a hotel booking in San Leonino with Expedia?
One Keyā„¢ – Expedia's free travel rewards programme – gives you instant access to perks and Member Prices on San Leonino hotels. Plus, you'll earn OneKeyCashā„¢* 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 San Leonino?
Prices for hotels in San Leonino often vary, but you can find a great deal from NZ$139 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.

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