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Our top choices for San Chimento hotels

Locanda Casalta

Locanda Casalta
Strove
$136 nightly
The price is $150
May 3 - May 4
Total with taxes and fees
Locanda Casalta

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
$311 nightly
The price is $349
May 17 - May 18
Total with taxes and fees
Fattoria di Vegi

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
$125 nightly
The price is $143
May 10 - May 11
Total with taxes and fees
Hotel Ristorante La Dama nella Vigna

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
$150 nightly
The price is $170
May 19 - May 20
Total with taxes and fees
Villa Sabolini

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
$217 nightly
The price is $249
May 13 - May 14
Total with taxes and fees
Castello di Tornano Wine Resort

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
$145 nightly
The price is $169
May 5 - May 6
Total with taxes and fees
La Certosa di Pontignano

Borgo Santo Pietro

Borgo Santo Pietro
5.0 star property
Chiusdino
9.6 out of 10, Exceptional, (57 reviews)
"Always wonderful stay here "
United States
Andrew
$1,095 nightly
The price is $1,217
May 20 - May 21
Total with taxes and fees
Borgo Santo Pietro

One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
$482 nightly
The price is $535
May 11 - May 12
Total with taxes and fees
One Belvedere Tuscany

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
$93 nightly
The price is $107
May 4 - May 5
Total with taxes and fees
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
$85 nightly
The price is $99
May 24 - May 25
Total with taxes and fees
Palace Hotel Due Ponti

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (74 reviews)
"Amazing spot with great views. All the staff were extremely friendly and helpful. Food onsite was great. "
Canada
Benjamin
$174 nightly
The price is $197
May 4 - May 5
Total with taxes and fees
Relais la Costa - Dimora Storica

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (73 reviews)
"Great little place to stay overnight. "
United States
Ivona
$77 nightly
The price is $90
May 3 - May 4
Total with taxes and fees
Castello

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
$100 nightly
The price is $116
May 4 - May 5
Total with taxes and fees
Albergo Etruria

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
5.0 star property
Volterra
10.0 out of 10, Exceptional, (90 reviews)
"Great breakfast and dining options offered. Enjoyed the activities and the gym. "
South Korea
Jae Wook
$665 nightly
The price is $737
May 17 - May 18
Total with taxes and fees
Borgo Pignano Volterra Tuscany

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
$104 nightly
The price is $124
May 6 - May 7
Total with taxes and fees
Relax Hotel Acquaviva

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (207 reviews)
"Great spot."
United States
Nilesh
$164 nightly
The price is $186
May 3 - May 4
Total with taxes and fees
Castello di Fonterutoli Wine Resort

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (181 reviews)
"My fiancé and I took a rental car from Florence to do an overnight stay here and our only regret was that we did not choose to stay longer. This resort was the absolute highlight of our trip. The views are stunning, the wine is superb, and the staff and amenities are high-class. My only advice to not overpack so you can bring home some bottles of wine and olive oil!"
United States
Richard
$343 nightly
The price is $386
May 5 - May 6
Total with taxes and fees
Dievole Wine Resort

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (421 reviews)
"We had a great stay. Fantastic panoramic views. Very comfortable room. Super friendly host!"
United States
Yuliya
$182 nightly
The price is $206
May 8 - May 9
Total with taxes and fees
Palazzo di Valli

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (185 reviews)
"One of the best hotels I’ve visited! "
United Kingdom
Martina
$114 nightly
The price is $133
May 5 - May 6
Total with taxes and fees
Hotel Palazzo San niccolò & Spa

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
$94 nightly
The price is $109
May 5 - May 6
Total with taxes and fees
Albergo Villa Rioddi
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 Chimento Hotel Reviews

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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 within the historic walled city center itself, offering an authentic Tuscan experience.

This area is characterized by its narrow, cobblestone streets, medieval architecture, and historic landmarks like the Duomo di San Chimento and the Palazzo Pretorio. It's a pedestrian-friendly zone with many local shops, trattorias, and cafes tucked away in its winding alleys and small piazzas. Couples will find this area particularly appealing for its romantic setting and the ease of exploring on foot.

For families, staying just outside the city walls, particularly along the Viale delle Mura, provides a good balance. Here, you'll find accommodations that often include more space, gardens, or pools, offering a quieter retreat after a day of sightseeing.
When is the best time to go to San Chimento?
The best time to go to San Chimento, Tuscany, Italy is during the spring (April to early June) or autumn (September to October) for pleasant weather and fewer crowds.

During these shoulder seasons, the weather is mild and comfortable, ideal for exploring the rolling hills, vineyards, and historic towns that define the Tuscan landscape. Spring brings blooming wildflowers and lush green scenery, while autumn offers vibrant fall foliage and harvest festivals. You'll find it easier to book accommodations and dinner reservations without the peak summer rush.

Couples looking for a romantic escape will appreciate the tranquil beauty of San Chimento during these times. You can enjoy wine tastings at local vineyards, leisurely walks through olive groves, and intimate dinners at trattorias without the bustling crowds of mid-summer. The cooler temperatures are also great for cycling tours through the countryside.

Families traveling with children will also find these times advantageous. The milder weather makes outdoor activities more enjoyable for all ages, from exploring medieval castles to picnicking in scenic spots.
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?
With Expedia, you earn OneKeyCash™* on eligible San Chimento hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $77 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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