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Our top choices for San Chimento hotels

Locanda Casalta

Locanda Casalta
Strove
$101 nightly
The price is $111
Jul 19 - Jul 20
Total with taxes and fees
Locanda Casalta

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
$138 nightly
The price is $161
Jul 15 - Jul 16
Total with taxes and fees
La Certosa di Pontignano

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (45 reviews)
"One of our favorite stays in Italy! Few number of rooms which makes it feel very relaxing and comfortable. Staff was friendly and helpful."
Canada
Yael
$121 nightly
The price is $138
Jul 15 - Jul 16
Total with taxes and fees
Hotel Ristorante La Dama nella Vigna

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
$193 nightly
The price is $218
Aug 2 - Aug 3
Total with taxes and fees
Relais la Costa - Dimora Storica

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.2 out of 10, Wonderful, (112 reviews)
"Great breakfast options, amazing views, peaceful atmosphere, great lunch and dinner, and of course amazing wine."
United States
Austin
$237 nightly
The price is $270
Jul 14 - Jul 15
Total with taxes and fees
Castello di Tornano Wine Resort

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
$184 nightly
The price is $207
Aug 5 - Aug 6
Total with taxes and fees
Villa Sabolini

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (98 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
$124 nightly
The price is $140
Jul 14 - Jul 15
Total with taxes and fees
Agriturismo San Sano

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
$655 nightly
The price is $726
Aug 9 - Aug 10
Total with taxes and fees
Borgo Pignano Volterra Tuscany

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (76 reviews)
"Excellent location after visiting Siena, good restaurant, clean room with air conditioning, friendly staff, easy parking."
United Kingdom
Serdar Huseyin
$75 nightly
The price is $87
Jul 20 - Jul 21
Total with taxes and fees
Castello

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
$112 nightly
The price is $129
Jul 12 - Jul 13
Total with taxes and fees
Palazzo di Valli

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very Good, (60 reviews)
"Exceptional service, good breakfast "
United States
borjan
$82 nightly
The price is $96
Jul 20 - Jul 21
Total with taxes and fees
Palace Hotel Due Ponti

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
$331 nightly
The price is $371
Aug 7 - Aug 8
Total with taxes and fees
Fattoria di Vegi

Albergo Etruria

Albergo Etruria
3.0 star property
Volterra
9.6 out of 10, Exceptional, (184 reviews)
"This is a wonderful place to stay while in Volterra, very ** sweet place. The breakfast was by far the best one so far for us from Rome, Florence to Volterra! They also have a very nice cafe/bar up on the roof. 5* for sure!"
United States
Jo
$112 nightly
The price is $129
Jul 19 - Jul 20
Total with taxes and fees
Albergo Etruria

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
$331 nightly
The price is $373
Jul 15 - Jul 16
Total with taxes and fees
Dievole Wine Resort

Monacianello -Fontebelvedere wine estate

Monacianello -Fontebelvedere wine estate
Ponte A Bozzone
$189 nightly
The price is $207
Jul 31 - Aug 1
Total with taxes and fees
Monacianello -Fontebelvedere wine estate

Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very Good, (224 reviews)
"Incredible place to stay in the Chianti region. Beautiful grounds, amazing food, clean and comfortable rooms, and incredible staff. Location was perfect too! "
United States
Alex
$67 nightly
The price is $80
Jul 12 - Jul 13
Total with taxes and fees
Hotel Casafrassi

Borgo Santo Pietro

Borgo Santo Pietro
5.0 star property
Chiusdino
9.6 out of 10, Exceptional, (60 reviews)
"Always wonderful stay here "
United States
Andrew
$1,124 nightly
The price is $1,248
Aug 6 - Aug 7
Total with taxes and fees
Borgo Santo Pietro

Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (187 reviews)
"Very clean and amazing staff. And the room is at such a nice and rich location with a beautiful view."
United States
Christopher
$125 nightly
The price is $144
Jul 12 - Jul 13
Total with taxes and fees
Belvedere di San Leonino

Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (112 reviews)
"Amazing property with great staff."
United States
Samuel
$270 nightly
The price is $302
Jul 17 - Jul 18
Total with taxes and fees
Castello La Leccia

The Club House

The Club House
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (20 reviews)
"Beautiful property excellent staff great spa loved everything about it!!"
United States
Natalyn
$385 nightly
The price is $435
Aug 3 - Aug 4
Total with taxes and fees
The Club House
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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 $80 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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