Default HTG hotel image

Find hotels in San Chimento from $57

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Filter by

Star rating

Guest rating

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.
Pool
An outdoor patio with stone flooring, a table with chairs, and potted plants.

1. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
United States
yekta
$101 nightly
$119 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 well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.
A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

2. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
Canada
Patricia
$80 nightly
$92 total
Nov 11 - Nov 12
Total with taxes and fees
Villa Sabolini
A courtyard with a statue, stone walls, and a reception sign.
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.
A wooden pathway leading to a pool area with a gazebo and potted plants.
A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.

3. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
United States
Megan
$129 nightly
$146 total
Oct 30 - Oct 31
Total with taxes and fees
Relais Della Rovere
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 tiled shower area with a square light fixture above the showerhead.
A hotel room with a large bed, a desk, and a chair, a view of a city through the window, and a ceiling light.

4. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
Canada
Maria
$115 nightly
$131 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel Palazzo San Lorenzo & SPA
A person sitting in a corner of a room with tiled walls and a bench.
A fountain in a park with tall trees and a clear sky.
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 covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

5. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
$111 nightly
$130 total
Nov 10 - Nov 11
Total with taxes and fees
Hotel Il Piccolo Castello
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.

6. Relais Castel Bigozzi

Relais Castel Bigozzi
Monteriggioni
United States
Paul
$99 nightly
$116 total
Nov 3 - Nov 4
Total with taxes and fees
Relais Castel Bigozzi
A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.
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.
A hotel room with a bed, a desk, a chair, and a window with curtains.

7. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
Colle di Val d'Elsa
Canada
Sheila
$82 nightly
$94 total
Oct 18 - Oct 19
Total with taxes and fees
Hotel La Vecchia Cartiera
A stone building with a swimming pool, surrounded by trees and a view of the landscape.
A stone wall with a rustic stone building partially visible behind it.
A stone-walled terrace with a table set for two, a bottle, and candles.
A stone building with a paved entrance and a well-maintained garden with potted plants.

8. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
Canada
Doug
$150 nightly
$170 total
Oct 18 - Oct 19
Total with taxes and fees
Relais la Costa - Dimora Storica
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.
A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.
A stone building with a rustic exterior, surrounded by lush greenery and outdoor seating areas.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

9. Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
United States
Arik
$52 nightly
$57 total
Nov 16 - Nov 17
Total with taxes and fees
Hotel Villa San Giorgio
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
A room with a sofa, a desk, a bunk bed, and a patterned floor.

10. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United Kingdom
James
$112 nightly
$124 total
Nov 4 - Nov 5
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 bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A building with arched windows, a courtyard with a pond, and a metal fence.
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 Kingdom
Stuart
$60 nightly
$73 total
Oct 18 - Oct 19
Total with taxes and fees
Hotel Casafrassi
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.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.
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.

12. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Leslie
$84 nightly
$102 total
Nov 2 - Nov 3
Total with taxes and fees
La Certosa di Pontignano - Place of Charme
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 hotel entrance with a sign reading "HOTEL EXPO".

13. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Andras
$65 nightly
$75 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel Executive
A table set for breakfast with a scenic view of hills and a cloudy sky.
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.
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
$104 nightly
$118 total
Nov 14 - Nov 15
Total with taxes and fees
Palazzo di Valli
A rock garden with various succulents and plants.
A modern reception area with a wooden reception desk, a laptop, and a potted plant.
A modern bedroom with a large bed, a nightstand, a chair, and a TV.
A modern building with the sign "Toscana Ambassador Hotel".

15. Hotel Toscana Ambassador

Hotel Toscana Ambassador
Poggibonsi
Canada
Marian
$68 nightly
$74 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Toscana Ambassador
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 person relaxing in a hot tub with a view of a building and trees in the background.
A rustic stone building with a garden in front.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

16. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
$106 nightly
$123 total
Oct 28 - Oct 29
Total with taxes and fees
Belvedere di San Leonino
A buffet counter with various food items including pastries, a pie, and a bowl of eggs.
A hotel lobby with a row of sofas and armchairs, a central coffee table, and a television mounted on the wall.
A hotel room with a bed, a wooden headboard, a mirror, and a door.
A modern building with a sign reading 'HOTEL SAN MARCO.'

17. Best Western Hotel San Marco

Best Western Hotel San Marco
Siena
United Kingdom
C.K.
$92 nightly
$104 total
Nov 1 - Nov 2
Total with taxes and fees
Best Western Hotel San Marco
A stone building with a courtyard, surrounded by lush greenery and a hillside.
A stone building with a balcony, surrounded by lush greenery and a view of distant hills.
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.

18. Relais Le Macine di Stigliano

Relais Le Macine di Stigliano
Sovicille
United States
jorge
$145 nightly
$165 total
Nov 16 - Nov 17
Total with taxes and fees
Relais Le Macine di Stigliano
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.
A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.
A bathroom with a sink, mirror, and shower.
A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

19. Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
United Kingdom
Marcio Tadeu
$87 nightly
$99 total
Nov 16 - Nov 17
Total with taxes and fees
Sangallo Park Hotel
A narrow stone pathway leading to a rustic building with a wooden door and a window.
A cozy living room with a fireplace, wooden beams, and comfortable seating.
A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.
A stone building with wooden shutters, a bench, and hanging purple flowers.

20. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
India
Saion
$147 nightly
$166 total
Oct 18 - Oct 19
Total with taxes and fees
Castello di Fonterutoli Wine Resort
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Top San Chimento Hotel Reviews

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 14 hours 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 19 hours ago
La Certosa di Pontignano
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Lovely hotel inside the city walls, if you are driving there and want to take advantage of the hotel car park (availability not guaranteed) you have to follow quite specific instructions to get there so as not to get a fine, they are quite easy to follow though. Dogs accepted and they provided dog beds and water for the dogs which was nice, the dogs are also allowed throughout the hotel. The views from the bedroom were amazing, as is the same from the lovely garden & terrace. Breakfast was great, lovely bread and the best marmalade ever, as well as cake, eggs, etc. bar is just open from 5pm but you can get a drink earlier if it takes your fancy"
Chris 2-night trip
Posted 2 days ago
Palazzo Ravizza
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 3 days ago
Hotel Casolare Le Terre Rosse
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 3 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 5 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 6 days ago
Il Chiostro del Carmine
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"
Lauren 1-night trip
Posted 9 days ago
Fattoria di Vegi
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Beautiful Borgo with views over Sienna and wonderful Tuscan countryside. In peak summer there is a family pool and adults only pool. The family pool was quiet and nice area to relax. About 20-30 mins to Siena we explored lots of lovely hill top places for dinner each night. Pool side dining was ok, club sandwiches that type of thing not extensive choice but adequate. Stunning views, good location to explore surrounding area. Would definitely recommend. I stayed with my family two boys age 9 and 13 and they loved it. Accommodation was very comfortable and spacious."
Louise 4-night trip
Posted 9 days ago
Borgo Scopeto Wine & Country Relais

More cheap stays in San Chimento

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$51 nightly
$60 total
Nov 14 - Nov 15
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
$63 nightly
$72 total
Nov 14 - Nov 15
Total with taxes and fees
7.8/10 Good! (452 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$77 nightly
$88 total
Nov 4 - Nov 5
Total with taxes and fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$87 nightly
$99 total
Nov 15 - Nov 16
Total with taxes and fees
8.8/10 Excellent! (113 reviews)
Albergo Centrale
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
$151 nightly
$172 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 $57 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.

Explore a world of travel with Expedia