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Our top choices for San Chimento hotels

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (39 reviews)
"Great place to stay and visit all the surrounding hill towns! Breakfast was excellent. Daniela took amazing care of us! Will definitely return!"
United States
Norma
$123 nightly
The price is $142
Jun 14 - Jun 15
Total with taxes and fees
Hotel Ristorante La Dama nella Vigna

Locanda Casalta

Locanda Casalta
Strove
$147 nightly
The price is $162
May 25 - May 26
Total with taxes and fees
Locanda Casalta

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (529 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
$151 nightly
The price is $170
May 18 - May 19
Total with taxes and fees
La Certosa di Pontignano

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (87 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
$86 nightly
The price is $100
May 18 - May 19
Total with taxes and fees
Agriturismo San Sano

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (203 reviews)
"What a lovely stay at a beautiful historic hotel. The grounds are so well kept and peaceful. Dinner was amazing both nights, highly recommend this property. "
Canada
DEANA
$151 nightly
The price is $170
May 19 - May 20
Total with taxes and fees
Villa Sabolini

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
$170 nightly
The price is $193
May 17 - May 18
Total with taxes and fees
Relais la Costa - Dimora Storica

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (422 reviews)
"We had a great stay. Fantastic panoramic views. Very comfortable room. Super friendly host!"
United States
Yuliya
$171 nightly
The price is $193
Jun 10 - Jun 11
Total with taxes and fees
Palazzo di Valli

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (185 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
$285 nightly
The price is $323
Jun 2 - Jun 3
Total with taxes and fees
Dievole Wine Resort

One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
$551 nightly
The price is $611
May 23 - May 24
Total with taxes and fees
One Belvedere Tuscany

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
$305 nightly
The price is $342
May 18 - May 19
Total with taxes and fees
Fattoria di Vegi

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very Good, (57 reviews)
"Exceptional service, good breakfast "
United States
borjan
$84 nightly
The price is $98
May 24 - May 25
Total with taxes and fees
Palace Hotel Due Ponti

Albergo Etruria

Albergo Etruria
3.0 star property
Volterra
9.6 out of 10, Exceptional, (177 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
$121 nightly
The price is $139
May 28 - May 29
Total with taxes and fees
Albergo Etruria

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (73 reviews)
"Great little place to stay overnight. "
United States
Ivona
$87 nightly
The price is $101
Jun 7 - Jun 8
Total with taxes and fees
Castello

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (125 reviews)
"Perfectb Quiet and very relaxing stay. Breakfast was very tasty and the view was absolutely spectacular "
United Kingdom
Mayara
$131 nightly
The price is $151
May 19 - May 20
Total with taxes and fees
Castello di Leonina Relais

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 31 - Jun 1
Total with taxes and fees
Borgo Pignano Volterra Tuscany

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
$1,113 nightly
The price is $1,236
May 16 - May 17
Total with taxes and fees
Borgo Santo Pietro

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (209 reviews)
"Very peaceful and staff was very helpful with reservations for excursions"
United States
Giancarlo
$240 nightly
The price is $269
May 17 - May 18
Total with taxes and fees
Castello di Fonterutoli Wine Resort

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (186 reviews)
"Everything was awesome, the hotel staff was very helpful and friendly."
United States
gary
$115 nightly
The price is $133
Jun 14 - Jun 15
Total with taxes and fees
Hotel Palazzo San niccolò & Spa

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (458 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
$155 nightly
The price is $177
Jun 14 - Jun 15
Total with taxes and fees
Hotel Casolare Le Terre Rosse

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
$154 nightly
The price is $177
May 26 - May 27
Total with taxes and fees
Villa Casalecchi 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 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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