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Our top choices for San Chimento hotels

1. Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (219 reviews)
"Great Toscana hotel"
United States
Jose
The price is AU$266
includes taxes & fees
4 Aug - 5 Aug
Villa Sabolini

2. 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 AU$283
includes taxes & fees
2 Aug - 3 Aug
Relais la Costa - Dimora Storica

3. Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (427 reviews)
"An immaculate property that combines rustic Tuscan architecture with modern amenities inside each room. We loved the comfortable and well-stocked rooms, the expansive and scenic property, and the breakfasts that had a lot of variety."
United States
Nafisa
The price is AU$337
includes taxes & fees
18 Aug - 19 Aug
Hotel Borgo San Luigi

4. 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
The price is AU$204
includes taxes & fees
6 Aug - 7 Aug
Hotel Ristorante La Dama nella Vigna

5. Locanda Casalta

Locanda Casalta
Strove
8.0 out of 10, Very good, (1 review)
"Ein einfaches Hotel ohne besondere Komponenten. Eine gute Unterkunft für Erkundungen der Gegend. Das angebotene Frueststueck in einer benachbarten Bar, als kontineltal beschrieben, empfand ich als enttäuschend, da es in keiner Weise den üblichen Anforderungen entsprach, eher einer komfortlosen Nahrungsaufnahme. Das Zimmer selbst sowie das Bad waren sauber, aber schlicht."
Germany
Manfred August
The price is AU$177
includes taxes & fees
19 July - 20 July
Locanda Casalta

6. Relais Castel Bigozzi

Relais Castel Bigozzi
4.0 star property
Monteriggioni
8.8 out of 10, Excellent, (245 reviews)
"beautiful and romantic!"
United States
Paul
The price is AU$303
includes taxes & fees
19 July - 20 July
Relais Castel Bigozzi

7. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
4.0 star property
Monteriggioni
8.6 out of 10, Excellent, (351 reviews)
"Clean, functional, the breakfast very good "
United Kingdom
Ian
The price is AU$239
includes taxes & fees
29 July - 30 July
Hotel Il Piccolo Castello

8. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (547 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
The price is AU$203
includes taxes & fees
30 July - 31 July
La Certosa di Pontignano

9. Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (349 reviews)
"Beautiful place to spend your time while discovering Tuscany."
United States
Simona
The price is AU$213
includes taxes & fees
19 July - 20 July
Villa San Lucchese

10. Hotel Palazzo Renieri - 3stelle S

Hotel Palazzo Renieri - 3stelle S
3.0 star property
Colle di Val d'Elsa
8.6 out of 10, Excellent, (87 reviews)
"Great place to stay in a beautiful small town at the top of a hill with a fantastic view. Well worth a visit."
United States
Kenneth
The price is AU$174
includes taxes & fees
19 July - 20 July
Hotel Palazzo Renieri - 3stelle S

11. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
3.0 star property
Colle di Val d'Elsa
8.4 out of 10, Very good, (210 reviews)
"Small bathroom but it did have a shower and a bathtub. Very nice breakfast. Great location."
United States
John
The price is AU$128
includes taxes & fees
19 July - 20 July
Hotel La Vecchia Cartiera

12. Hotel Palazzo dei Priori

Hotel Palazzo dei Priori
4.0 star property
Siena
8.8 out of 10, Excellent, (423 reviews)
"Staff very helpful, hotel was fine but very dated. The bathroom felt a little bit grubby. Had a few issues with the keys which were eventually solved, but no major problems. Good location, near to a major bus stop to go into central Siena. It’s worth noting that buses are quite unreliable in the evening so you may have to get a taxi back to the hotel (10-12 euros ish)."
United Kingdom
Louisa
The price is AU$136
includes taxes & fees
19 July - 20 July
Hotel Palazzo dei Priori

13. Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (598 reviews)
"Yes,breakfast menu was fresh. Parking area felt safe and convenient."
Canada
Keith
The price is AU$230
includes taxes & fees
25 July - 26 July
Four Points by Sheraton Siena

14. Relais Della Rovere

Relais Della Rovere
4.0 star property
Colle di Val d'Elsa
9.0 out of 10, Wonderful, (254 reviews)
"We loved our stay at Relais, all staff were friendly and helpful, especially Jess who helped us with local restaurant ideas and tis for Tuscany. Thanks Jess and the team for a wonderful few days at the perfect base for exploring the region."
Australia
Robert
The price is AU$296
includes taxes & fees
19 July - 20 July
Relais Della Rovere

15. Sangallo Park Hotel

Sangallo Park Hotel
3.0 star property
Vico Alto
9.0 out of 10, Wonderful, (615 reviews)
"Great hotel extremely helpful staff"
United Kingdom
Linda
The price is AU$154
includes taxes & fees
26 July - 27 July
Sangallo Park Hotel

16. 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 AU$119
includes taxes & fees
11 Aug - 12 Aug
Hotel Executive

17. 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
The price is AU$119
includes taxes & fees
19 July - 20 July
Castello

18. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (217 reviews)
"Very peaceful and staff was very helpful with reservations for excursions"
United States
Giancarlo
The price is AU$256
includes taxes & fees
22 July - 23 July
Castello di Fonterutoli Wine Resort

19. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (459 reviews)
"The hotel is very comfortable and the service is exellent."
United States
Elizabeth Ann Brand
The price is AU$312
includes taxes & fees
2 Aug - 3 Aug
Hotel Palazzo San Lorenzo & SPA

20. 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
The price is AU$136
includes taxes & fees
4 Aug - 5 Aug
Palace Hotel Due Ponti
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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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 cancelled 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 hotel booking in San Chimento with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on San Chimento hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in San Chimento?
Prices for hotels in San Chimento often vary, but you can find a great deal from AU$119 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 our cheapest rates.

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