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Our top choices for San Chimento hotels

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (527 reviews)
"Friendly staff, beautiful property, delicious included breakfast, great dinner, and all around good experience. Only think I'd like to see is a gym, but luckily there's tons of hills to run to get a great workout 😄"
United States
Alex
The price is CA $215
CA $249 total
includes taxes & fees
May 5 - May 6
La Certosa di Pontignano

Albergo Etruria

Albergo Etruria
3.0 star property
Volterra
9.6 out of 10, Exceptional, (176 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 $144
CA $166 total
includes taxes & fees
May 3 - May 4
Albergo Etruria

Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (589 reviews)
"Comfortable rooms, excellent breakfast, lovely pool, and service!"
United States
Anonymous traveller
The price is CA $246
CA $279 total
includes taxes & fees
May 31 - Jun 1
Four Points by Sheraton Siena

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (338 reviews)
"Breakfast was fresh and outstanding. Parking very easy. "
United States
Carol
The price is CA $117
CA $138 total
includes taxes & fees
May 6 - May 7
Villa San Lucchese

Precise House Montaperti Siena

Precise House Montaperti Siena
4.0 star property
Asciano
8.4 out of 10, Very good, (611 reviews)
"Clean modern room, helpful staff, excellent restaurant and breakfast "
Canada
Dieter
The price is CA $139
CA $163 total
includes taxes & fees
May 5 - May 6
Precise House Montaperti Siena

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (86 reviews)
"The staff is amazing ! Lorena and Matteo are exceptional, always willing to help. Very clean, beautiful views and really good breakfast"
United States
Ivana
The price is CA $128
CA $147 total
includes taxes & fees
May 4 - May 5
Agriturismo San Sano

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very good, (56 reviews)
"Exceptional service, good breakfast "
United States
borjan
The price is CA $115
CA $135 total
includes taxes & fees
May 11 - May 12
Palace Hotel Due Ponti

Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.2 out of 10, Very good, (334 reviews)
"Wonderful breakfast. Good location!"
Canada
Karen
The price is CA $88
CA $107 total
includes taxes & fees
May 5 - May 6
Hotel Toscana Ambassador

Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (786 reviews)
"This hotel was lovely! Beautiful building, garden, and view. Friendly and helpful staff. Great breakfast."
United States
Natalie
The price is CA $324
CA $365 total
includes taxes & fees
May 5 - May 6
Palazzo Ravizza

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.0 out of 10, Wonderful, (103 reviews)
"Everyone of the staff members were exceptionally pleasant and helpful"
Canada
lori
The price is CA $296
CA $338 total
includes taxes & fees
May 13 - May 14
Castello di Tornano Wine Resort

Relax Hotel Acquaviva

Relax Hotel Acquaviva
Casole d'Elsa
10.0 out of 10, Exceptional, (1 review)
"Foi sem dúvidas, uma das melhores experiências que tivemos com hospedagem durante nossa viagem de 20 dias pela Itália. Destaque para a simpatia e cordialidade das funcionárias e limpeza do local."
Brazil
Marilaine
The price is CA $141
CA $168 total
includes taxes & fees
Jun 1 - Jun 2
Relax Hotel Acquaviva

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (198 reviews)
"Great Toscana hotel"
United States
Jose
The price is CA $253
CA $285 total
includes taxes & fees
May 6 - May 7
Villa Sabolini

Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1,002 reviews)
"Clean, great location, great breakfast, and helpful staff."
United States
Scott
The price is CA $260
CA $294 total
includes taxes & fees
May 18 - May 19
Hotel Chiusarelli

Hotel San Lino

Hotel San Lino
4.0 star property
Volterra
8.8 out of 10, Excellent, (235 reviews)
"Everyone so helpful Great location Good breakfast selection Really quiet Stunning old city "
Canada
Suzanne
The price is CA $142
CA $166 total
includes taxes & fees
May 3 - May 4
Hotel San Lino

Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
4.0 star property
Castellina in Chianti
9.2 out of 10, Wonderful, (117 reviews)
"The property is an expansive old estate with a lot of charm and privacy. Staff were wonderful and friendly. We will definitely stay again on our next trip to Tuscany!"
United States
Brian
The price is CA $196
CA $225 total
includes taxes & fees
May 21 - May 22
Villa Casalecchi Country Hotel

Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (420 reviews)
"Really nice atmosphere for a tuscan experience "
Mexico
David
The price is CA $329
CA $373 total
includes taxes & fees
May 13 - May 14
Hotel Borgo San Luigi

Albergo Villa Rioddi

Albergo Villa Rioddi
3.0 star property
Volterra
9.6 out of 10, Exceptional, (119 reviews)
"Very beautiful hotel we had an amazing room on the ground floor with the best view ever. We enjoyed the owners they very personable and helpful we will be back. "
United States
Alessandro Aldo
The price is CA $128
CA $149 total
includes taxes & fees
May 5 - May 6
Albergo Villa Rioddi

Hotel Volterra In Superior

Hotel Volterra In Superior
3.0 star property
Volterra
9.6 out of 10, Exceptional, (75 reviews)
"Great location,excellent breakfast and very comfortable bed. We will stay here again and will highly recommend "
United States
steve
The price is CA $144
CA $166 total
includes taxes & fees
May 8 - May 9
Hotel Volterra In Superior

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (37 reviews)
"Very nice staff and very nice place to stay."
United Kingdom
Ryan
The price is CA $171
CA $196 total
includes taxes & fees
May 10 - May 11
Hotel Ristorante La Dama nella Vigna

Hotel Palazzo dei Priori

Hotel Palazzo dei Priori
4.0 star property
Siena
9.0 out of 10, Wonderful, (409 reviews)
"."
Italy
Marta
The price is CA $114
CA $147 total
includes taxes & fees
May 8 - May 9
Hotel Palazzo dei Priori
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Frequently asked questions

What is the best area to stay in San Chimento?
The best area to stay in San Chimento is the historic centre, particularly around Piazza del Duomo, for a truly quintessential Tuscan experience.

This area is the heart of San Chimento, characterised by its medieval architecture, narrow cobbled streets, and stunning views of the surrounding countryside. The Piazza del Duomo, dominated by the magnificent San Chimento Cathedral, is a natural focal point, often bustling with locals and visitors. You'll find a wide selection of trattorias, wine bars, and artisan shops tucked away on streets like Via di Mezzo and Via del Castello.

Couples will find the historic centre particularly appealing. It's wonderfully romantic, with opportunities for leisurely strolls, intimate dinners, and enjoying the evening passeggiata (stroll). Many of the boutique hotels here are housed in restored historic buildings, offering a unique and luxurious stay with easy access to the main attractions like the Palazzo Comunale and the Torre Grossa.

Families might prefer staying just outside the historic walls, in areas like the Borgo San Matteo. This neighbourhood offers a slightly more spacious feel with properties that often include gardens or pools, providing a relaxing retreat after a day of exploring.
When is the best time to go to San Chimento?
For most visitors, the best time to go to San Chimento is during the late spring (May to early June) and early autumn (September to October) when the weather is pleasant and the region is less crowded.

Late spring offers warm, sunny days great for exploring the vineyards and hill towns without the intense heat of summer. The countryside is lush, and wildflowers are in bloom. This period is ideal for couples looking for scenic drives and al fresco dining.

Early autumn brings comfortable temperatures, glorious golden light, and the start of the grape harvest, offering a unique opportunity to see the winemaking process in action. The landscape takes on beautiful autumnal colours. This is a great time for food and wine enthusiasts, as many local festivals celebrate the harvest.

While July and August are popular, they can be very hot and crowded, particularly in the more well-known towns.
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 Chimento.
How can I save on a San Chimento hotel booking with Expedia?
Members always get our best prices. Find our best San Chimento 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 San Chimento hotel?
Prices for hotels in San Chimento often vary, but you can find a great deal from CA $107 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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