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Check prices for these dates

Tonight
4 Sept - 5 Sept
Tomorrow
5 Sept - 6 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

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Our top choices for San Chimento hotels

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

1. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
Canada
Sara
AU$285
includes taxes & fees
3 Oct - 4 Oct
Hotel Borgo San Luigi
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.
A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.
A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

2. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
Australia
Andrew
AU$307
includes taxes & fees
28 Sept - 29 Sept
Villa Sabolini
A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.
A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.
A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.
A room with a woven basket on a round table, a wooden chair, and a wooden floor.

3. Relais Castel Bigozzi

Relais Castel Bigozzi
Monteriggioni
United States
Paul
AU$265
includes taxes & fees
15 Sept - 16 Sept
Relais Castel Bigozzi
A stone building with a swimming pool, surrounded by trees and a view of the landscape.
A stone-walled terrace with a table set for two, a bottle, and candles.
A stone wall with a rustic stone building partially visible behind it.
A stone building with a paved entrance and a well-maintained garden with potted plants.

4. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
United States
Roberto Javier Sanz
AU$280
includes taxes & fees
6 Sept - 7 Sept
Relais la Costa - Dimora Storica
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

5. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Malena
AU$177
includes taxes & fees
8 Sept - 9 Sept
La Certosa di Pontignano
A person sitting in a corner of a room with tiled walls and a bench.
A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

6. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
United Kingdom
Ian
AU$216
includes taxes & fees
18 Sept - 19 Sept
Hotel Il Piccolo Castello
A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.
A hotel room with a bed, a desk, a chair, and a window with curtains.
A spacious living area with a sofa, a coffee table, and a view of buildings through large windows.
A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.

7. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
Colle di Val d'Elsa
United States
John
AU$129
includes taxes & fees
20 Sept - 21 Sept
Hotel La Vecchia Cartiera
A courtyard with a statue, stone walls, and a reception sign.
A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.
A wooden pathway leading to a pool area with a gazebo and potted plants.
A spacious room with a high ceiling, wooden beams, and a chandelier. There are tables and chairs arranged for dining, and a wine rack filled with bottles.

8. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
Australia
Robert
AU$295
includes taxes & fees
27 Sept - 28 Sept
Relais Della Rovere
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A room with a sofa, a desk, a bunk bed, and a patterned floor.
A yellow building with stone pillars, multiple windows, and a statue in the garden.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

9. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United States
Simona
AU$212
includes taxes & fees
5 Oct - 6 Oct
Villa San Lucchese
A person sitting in a hot tub with a waterfall feature in the background.
A spa area with wooden benches and a glass partition, a modern bathroom with a large sink, and a corridor leading to another room.
A dining area with tables and chairs, a chandelier, and wall-mounted lighting.
A hotel room with a large bed, a desk, and a chair, a view of a city through the window, and a ceiling light.

10. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
Canada
Maria
AU$314
includes taxes & fees
3 Oct - 4 Oct
Hotel Palazzo San Lorenzo & SPA
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

11. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United States
Alex
AU$105
includes taxes & fees
6 Sept - 7 Sept
Hotel Casafrassi
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
A courtyard with stone buildings, tables with white tablecloths, and chairs arranged for dining.
A dining area with a table set for two, featuring wine bottles and bread.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

12. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Samuel
AU$494
includes taxes & fees
11 Sept - 12 Sept
Castello La Leccia
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.
A rustic stone building with a garden in front.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A person relaxing in a hot tub with a view of a building and trees in the background.

13. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Seong Won
AU$205
includes taxes & fees
23 Sept - 24 Sept
Belvedere di San Leonino
A hotel with a courtyard featuring sun loungers and a covered seating area.
A room with a checkered floor, a patterned sofa, and a wall with framed portraits.
A city skyline with buildings silhouetted against a hazy sky.
A hotel room with a bed, a bedside table, and a window with curtains.

14. Hotel Palazzo dei Priori

Hotel Palazzo dei Priori
Siena
Australia
Kerry
AU$147
includes taxes & fees
4 Oct - 5 Oct
Hotel Palazzo dei Priori
A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."
A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.

15. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
Australia
Raul
AU$297
includes taxes & fees
5 Oct - 6 Oct
Four Points by Sheraton Siena
A pathway lined with trees and a large pot in the center.
A bedroom with a bed, bedside lamps, a wooden table, and a balcony with a view of greenery.
A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.
A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.

16. Villa Montarioso

Villa Montarioso
Montarioso
Canada
Michael
AU$154
includes taxes & fees
6 Sept - 7 Sept
Villa Montarioso
A lobby with a marble floor, a chandelier, a reception desk, and large green plants.
A balcony with two chairs and a table, overlooking a building with a tiled roof and shutters.
A modern hotel room with a large bed, a desk, and a chair. There is a painting on the wall and a lamp on the side table.
A hotel with a sign reading "HOTEL RISTORANTE CHIUSARELLI," surrounded by greenery and a brick wall.

17. Hotel Chiusarelli

Hotel Chiusarelli
Siena City Centre
Canada
sharon
AU$244
includes taxes & fees
22 Sept - 23 Sept
Hotel Chiusarelli
A table set for breakfast with a scenic view of hills and a cloudy sky.
A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.
An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.
An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

18. Palazzo di Valli

Palazzo di Valli
Siena
United States
Payton
AU$262
includes taxes & fees
13 Sept - 14 Sept
Palazzo di Valli
A hotel with a pool, outdoor seating, and a mountainous backdrop.
An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.
A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.
An aerial view of a large estate with a central building surrounded by manicured gardens, a swimming pool, and a fountain.

19. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
United States
sarah
AU$3,026
includes taxes & fees
28 Sept - 29 Sept
Castello di Casole, A Belmond Hotel, Tuscany
A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.
An outdoor dining area with tables and chairs, covered by a canopy, and surrounded by greenery.
A modern living room with a glass coffee table, white sofas, and decorative plants.
A hotel entrance with a sign reading "HOTEL EXPO".

20. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Susan
AU$152
includes taxes & fees
27 Sept - 28 Sept
Hotel Executive
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Top San Chimento Hotel Reviews

Recent Reviews in San Chimento

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"The place was as advertised. Clean, welcoming, and a beautiful location."
Jesse 2-night trip
Posted 15 hours ago
Hotel Casolare Le Terre Rosse
Palazzo Ravizza

Palazzo Ravizza

8/10 Good
"Great view from our room, lovely courtyard, nice staff. Tricky if you’re driving."
Robyn 1-night trip
Posted 16 hours ago
Palazzo Ravizza
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"We had a wonderful time. Our family had a chance to meet the managers family who are so dedicated to excellent service. This is a unique property that strives to be the best with humility, grace and kindness. It was the best part of our trip to Italy! Thank you so much."
arun 1-night trip
Posted 1 day ago
Fattoria di Vegi
Hotel Italia

Hotel Italia

10/10 Excellent
"Our stay was fantastic. The room was genuinely luxurious with marble fittings everywhere. The staff were brilliant and really knew what to recommend. The breakfast was good but rather crowded on the day we were there."
Hannah 1-night trip
Posted 1 day ago
Hotel Italia
Hotel Athena

Hotel Athena

8/10 Good
"The hotel was immaculate, the staff on the front desk were fantastic and the breakfast was one of the best I've had. I had chosen the hotel based on the terrace, and really wanted to have a drink watching the sunset. I emailed in advance to see if I needed to make a reservation for this, and was told no. When we went up, we were told the seats we wanted were for dining guests, and the seats we were offered were near the door without a view. We left and went elsewhere- we still had a great time, and love the city, but were disappointed nonetheless. If we'd known, we would have stayed elsewhere."
Alexandra 1-night trip
Posted 1 day ago
Hotel Athena
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Everything was great would have been a little more accomadating to be able to do laundry but overall a great experience."
Peter 4-night trip
Posted 2 days ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Such a beautiful and quiet property. The staff were so friendly and accommodating. The food and drinks were delicious and we enjoyed the spa as well!"
Hannah 3-night trip
Posted 3 days ago
Borgo Scopeto Wine & Country Relais
Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"Hotel was very clean. Location was great. The only negative, there was no elevator and our room was on the top floor."
Rita 3-night trip
Posted 3 days ago
Hotel Chiusarelli
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Beautiful place, very quiet, in love with gardens"
Malena 1-night trip
Posted 4 days ago
La Certosa di Pontignano

More cheap accommodation in San Chimento

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
AU$156
21 Sept - 22 Sept
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
AU$182
5 Sept - 6 Sept
includes taxes & fees
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
AU$185
6 Sept - 7 Sept
includes taxes & fees
8.8/10 Excellent! (105 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
AU$282
28 Sept - 29 Sept
includes taxes & fees
10/10 Exceptional! (48 reviews)
Torre del Fuggisole
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get rates
9.4/10 Exceptional! (23 reviews)
Porta Pispini Residence
Antico Borgo Poggiarello

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI
Get rates
9/10 Wonderful! (20 reviews)
Antico Borgo Poggiarello

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$105 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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