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Tonight
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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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.
An outdoor patio with stone flooring, a table with chairs, and potted plants.
A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.
Pool

1. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
United States
yekta
$102 nightly
$120 total
Nov 9 - Nov 10
Total with taxes and fees
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 swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.
A breakfast buffet with various pastries, fruits, and beverages.
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
Canada
Patricia
$80 nightly
$93 total
Nov 3 - Nov 4
Total with taxes and fees
Villa Sabolini
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 fountain in a park with tall trees and a clear sky.
A poolside area with lounge chairs, umbrellas, and a swimming pool.

3. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
$104 nightly
$123 total
Nov 13 - Nov 14
Total with taxes and fees
Hotel Il Piccolo Castello
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 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.
An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.

4. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
United States
Megan
$129 nightly
$147 total
Oct 30 - Oct 31
Total with taxes and fees
Relais Della Rovere
A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.
A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.
A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.
A room with a woven basket on a round table, a wooden chair, and a wooden floor.

5. Relais Castel Bigozzi

Relais Castel Bigozzi
Monteriggioni
United States
Nissan
$93 nightly
$111 total
Nov 17 - Nov 18
Total with taxes and fees
Relais Castel Bigozzi
A person sitting in a hot tub with a waterfall feature in the background.
A tiled shower area with a square light fixture above the showerhead.
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 hotel room with a large bed, a desk, and a chair, a view of a city through the window, and a ceiling light.

6. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
Canada
Maria
$111 nightly
$127 total
Nov 18 - Nov 19
Total with taxes and fees
Hotel Palazzo San Lorenzo & SPA
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 bar area with wooden bar stools, a counter with bottles, and a tiled floor.
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
Canada
Sheila
$78 nightly
$89 total
Nov 19 - Nov 20
Total with taxes and fees
Hotel La Vecchia Cartiera
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.
A stone building with a rustic exterior, surrounded by lush greenery and outdoor seating areas.
An outdoor patio area with tables and chairs, a reception desk, and potted plants.
A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.

8. Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
United States
Arik
$58 nightly
$63 total
Nov 19 - Nov 20
Total with taxes and fees
Hotel Villa San Giorgio
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 spacious living room with a wooden staircase, a sofa, a dining table, and a radiator.
A stone building with a paved entrance and a well-maintained garden with potted plants.

9. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
Canada
Doug
$152 nightly
$172 total
Oct 21 - Oct 22
Total with taxes and fees
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 interior corridor with arches, columns, and a brick wall.
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.

10. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Leslie
$82 nightly
$99 total
Nov 18 - Nov 19
Total with taxes and fees
La Certosa di Pontignano - Place of Charme
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
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.

11. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United Kingdom
James
$111 nightly
$122 total
Nov 17 - Nov 18
Total with taxes and fees
Villa San Lucchese
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.
A building with arched windows, a courtyard with a pond, and a metal fence.

12. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United Kingdom
Stuart
$60 nightly
$73 total
Oct 20 - Oct 21
Total with taxes and fees
Hotel Casafrassi
A pathway lined with trees and a large pot in the center.
A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.
A bedroom with a bed, bedside lamps, a wooden table, and a balcony with a view of greenery.
A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.

13. Villa Montarioso

Villa Montarioso
Montarioso
Canada
Michael
$76 nightly
$89 total
Nov 15 - Nov 16
Total with taxes and fees
Villa Montarioso
A table set for breakfast with a scenic view of hills and a cloudy sky.
An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.
A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.
A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.

14. Palazzo di Valli

Palazzo di Valli
Siena
United States
Luanne
$105 nightly
$119 total
Nov 19 - Nov 20
Total with taxes and fees
Palazzo di Valli
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 stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A rustic stone building with a garden in front.
A poolside area with lounge chairs and a view of the night sky.

15. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
Canada
Kevork
$107 nightly
$125 total
Oct 27 - Oct 28
Total with taxes and fees
Belvedere di San Leonino
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.
A bathroom with a sink, mirror, and shower.
A cozy dining area with a table set for two, a vase of dried flowers, and candles on the table.
A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

16. Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
United Kingdom
Marcio Tadeu
$91 nightly
$103 total
Nov 6 - Nov 7
Total with taxes and fees
Sangallo Park Hotel
A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.
A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.
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.

17. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Andras
$67 nightly
$77 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel Executive
A stone building with a courtyard, surrounded by lush greenery and a hillside.
A swimming pool with lounge chairs and umbrellas, stone buildings, and a clear sky.
A window with white curtains, a view of buildings, and greenery.
A stone building with a balcony, surrounded by lush greenery and a view of distant hills.

18. Relais Le Macine di Stigliano

Relais Le Macine di Stigliano
Sovicille
United States
Rene
$147 nightly
$168 total
Nov 12 - Nov 13
Total with taxes and fees
Relais Le Macine di Stigliano
A buffet counter with various food items including pastries, a pie, and a bowl of eggs.
A modern waiting area with white chairs, glass tables, and a reception desk.
A hotel entrance with a glass door, a metal frame, and a light fixture above.
A conference room with rows of chairs, a projector, a whiteboard, and a podium.

19. Best Western Hotel San Marco

Best Western Hotel San Marco
Siena
United Kingdom
C.K.
$92 nightly
$105 total
Nov 1 - Nov 2
Total with taxes and fees
Best Western Hotel San Marco
A rock garden with various succulents and plants.
A modern building with the sign "Toscana Ambassador Hotel".
A modern reception area with a wooden reception desk, a laptop, and a potted plant.
A modern hotel lobby with a curved reception desk, seating areas, and large windows.

20. Hotel Toscana Ambassador

Hotel Toscana Ambassador
Poggibonsi
Canada
Marian
$63 nightly
$70 total
Nov 19 - Nov 20
Total with taxes and fees
Hotel Toscana Ambassador
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Top San Chimento Hotel Reviews

Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"We loved our stay here! It was the perfect place to slow down and take in the beauty of Tuscany. We enjoyed the cooking class and wine tasting we took with the other couples staying there. Highly recommend booking this as part of your stay! We also enjoyed the amenities they offered like the art room - we set up easels in the grass, drank wine, and drew each other’s portraits which ended up being pretty funny. The food at the restaurant was good although it felt like some of the dishes could’ve been simpler. Our favorite dishes was the pasta with mushrooms and the pizzas on pizza night. The majority of the staff was friendly too. Highly recommend this location if you’re looking for a beautifully designed, relaxing location with amenities/activities. We hope to be back!"
Breanna 3-night trip
Posted 10 hours ago
Fattoria di Vegi
Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."
Victor 4-night trip
Posted 4 days ago
Hotel Chiusarelli
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Absolutely amazing stay! The room was clean, large with a great view. The staff was always willing to help. Could not have asked for more. Highly recommend!"
Virginia 2-night trip
Posted 4 days ago
La Certosa di Pontignano
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."
jacquelyn 5-night trip
Posted 6 days ago
Hotel Casolare Le Terre Rosse
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 6 days ago
Hotel Italia
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 8 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Great breakfast, stunning views of the Tuscan countryside and felt like walking into the past. Exactly as per the photos, a wonderful ambience, full of charm and character. Well located on the edge of the old town, less than 10 minutes walk to the centre. The staff were so friendly and helpful. I would not hesitate to recommend this hotel and hope to come back myself."
Katharine 3-night trip
Posted 9 days ago
Il Chiostro del Carmine
Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good
"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."
Rajendra 3-night trip
Posted 2 weeks ago
Four Points by Sheraton Siena
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 2 weeks ago
Borgo Vescine

More cheap stays in San Chimento

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$56 nightly
$65 total
Nov 19 - Nov 20
Total with taxes and fees
7.8/10 Good! (259 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
$65 nightly
$75 total
Nov 18 - Nov 19
Total with taxes and fees
7.8/10 Good! (453 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$85 nightly
$97 total
Nov 5 - Nov 6
Total with taxes and fees
10/10 Exceptional! (51 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$87 nightly
$99 total
Nov 19 - Nov 20
Total with taxes and fees
8.8/10 Excellent! (113 reviews)
Albergo Centrale
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
$152 nightly
$173 total
Nov 3 - Nov 4
Total with taxes and fees
Castello di Bossi
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence

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 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 $53 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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