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Find hotels in San Leonino from CA $116

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Our top choices for San Leonino hotels

1. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (190 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 CA $178
CA $205 total
includes taxes & fees
Aug 9 - Aug 10
Belvedere di San Leonino

2. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (553 reviews)
"Everything was perfect!"
United States
Edyta
The price is CA $129
CA $155 total
includes taxes & fees
Aug 19 - Aug 20
La Certosa di Pontignano

3. Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (102 reviews)
"A wonderful property with friendly employees! Did not want to leave!"
United States
Paula
The price is CA $179
CA $203 total
includes taxes & fees
Aug 27 - Aug 28
Agriturismo San Sano

4. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (204 reviews)
"The property and location is amazing! The on site amenities are outstanding. The infinity pool has a beautiful view. The wine tasting and tour experience was exceptional. The restaurant for breakfast and dinner is also exceptional. The entire staff at the resort were friendly, and extremely helpful !"
United States
Rory
The price is CA $433
CA $489 total
includes taxes & fees
Aug 25 - Aug 26
Dievole Wine Resort

5. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (124 reviews)
"Friendly staff and walking distance to town"
United States
Scott
The price is CA $170
CA $192 total
includes taxes & fees
Aug 23 - Aug 24
Hotel Colle Etrusco Salivolpi

6. Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (599 reviews)
"Yes,breakfast menu was fresh. Parking area felt safe and convenient."
Canada
Keith
The price is CA $210
CA $239 total
includes taxes & fees
Aug 7 - Aug 8
Four Points by Sheraton Siena

7. Hotel Executive

Hotel Executive
4.0 star property
Scacciapensieri
8.4 out of 10, Very good, (545 reviews)
"Nice clean hotel. Breakfast ok. Good parking"
United Kingdom
Susan
The price is CA $98
CA $116 total
includes taxes & fees
Aug 9 - Aug 10
Hotel Executive

8. Palazzo Squarcialupi

Palazzo Squarcialupi
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (81 reviews)
"We stayed for a week and loved everything about this hotel. The staff went out of their way to make sure everything was perfect and everyone was so friendly. We really enjoyed breakfast each morning on the terrace and we used the pool and spa every day. Very relaxing and walking distance to everything in Castellina. Their pasta restaurant located across the street is also very good."
United States
Jennifer
The price is CA $309
CA $350 total
includes taxes & fees
Aug 7 - Aug 8
Palazzo Squarcialupi

9. 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 CA $204
CA $233 total
includes taxes & fees
Aug 31 - Sep 1
Relais la Costa - Dimora Storica

10. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (194 reviews)
"Everything was awesome, the hotel staff was very helpful and friendly."
United States
gary
The price is CA $167
CA $194 total
includes taxes & fees
Aug 23 - Aug 24
Hotel Palazzo San niccolò & Spa

11. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (294 reviews)
"very well maintained hotel with friendly staff"
United States
Lin
The price is CA $222
CA $254 total
includes taxes & fees
Aug 27 - Aug 28
Palazzo Leopoldo Dimora Storica & Spa

12. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
4.0 star property
Monteriggioni
8.8 out of 10, Excellent, (355 reviews)
"Clean, functional, the breakfast very good "
United Kingdom
Ian
The price is CA $204
CA $236 total
includes taxes & fees
Aug 7 - Aug 8
Hotel Il Piccolo Castello

13. Relais Vignale & Spa

Relais Vignale & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (307 reviews)
"Amazing property, I would HIGHLY recommend everyone stay here!!!"
Canada
tera
The price is CA $291
CA $370 total
includes taxes & fees
Aug 29 - Aug 30
Relais Vignale & Spa

14. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
10.0 out of 10, Exceptional, (11 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 CA $437
CA $491 total
includes taxes & fees
Aug 24 - Aug 25
Fattoria di Vegi

15. Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (351 reviews)
"Beautiful views from the terrace and excellent evening meal looking over Val D’Esse."
United Kingdom
JENNIFER
The price is CA $194
CA $223 total
includes taxes & fees
Aug 21 - Aug 22
Villa San Lucchese

16. Sangallo Park Hotel

Sangallo Park Hotel
3.0 star property
Vico Alto
9.0 out of 10, Wonderful, (617 reviews)
"Great hotel extremely helpful staff"
United Kingdom
Linda
The price is CA $143
CA $166 total
includes taxes & fees
Aug 11 - Aug 12
Sangallo Park Hotel

17. Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1,003 reviews)
"Great location and very friendly staff. They also have good breakfast."
United States
Arkadiy
The price is CA $138
CA $160 total
includes taxes & fees
Aug 25 - Aug 26
Hotel Italia

18. Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1,003 reviews)
"The Breakfast is delicious, the hotel is beautiful and great location"
United States
Clara
The price is CA $177
CA $203 total
includes taxes & fees
Aug 25 - Aug 26
Hotel Chiusarelli

19. Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.8 out of 10, Exceptional, (426 reviews)
"Wonderful staff, great recommendations, excellent breakfast, beautiful views."
United States
Payton
The price is CA $171
CA $196 total
includes taxes & fees
Aug 26 - Aug 27
Palazzo di Valli

20. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
4.0 star property
Gaiole in Chianti
8.8 out of 10, Excellent, (161 reviews)
"Ultimo Mulino Hotel was amazing! The property is so peaceful and beautiful. We had breakfast both mornings and ate at their on site restaurant both evenings. The food was delicious and the staff was incredible. Leno was our server both nights- she was amazing and so helpful making suggestions on food and wines. We also enjoyed the spa for the wellness package and a couples massage for our honeymoon. We highly recommend this to everyone! It was so relaxing and worth the cost."
United States
Hannah
The price is CA $211
CA $245 total
includes taxes & fees
Sep 1 - Sep 2
Ultimo Mulino Wellness Country Hotel
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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Top San Leonino Hotel Reviews

More cheap stays in San Leonino

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, 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 San Leonino.
How much is the nightly rate at a San Leonino hotel?
Prices for hotels in San Leonino often vary, but you can find a great deal from CA $116 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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