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Find hotels in San Chimento from $61

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Oct 10 - Oct 11
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Oct 11 - Oct 12
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Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

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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.
Pool
A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.
Breakfast meal

1. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
Canada
Raman
$90 nightly
$107 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 well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.
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.

2. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
Canada
Patricia
$86 nightly
$99 total
Nov 4 - Nov 5
Total with taxes and fees
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 courtyard with stone buildings, a thatched-roof structure, and potted plants.

3. Relais Castel Bigozzi

Relais Castel Bigozzi
Monteriggioni
United States
Paul
$99 nightly
$117 total
Nov 3 - Nov 4
Total with taxes and fees
Relais Castel Bigozzi
A courtyard with a statue, stone walls, and a reception sign.
An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.
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.

4. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
United States
Megan
$137 nightly
$155 total
Oct 30 - Oct 31
Total with taxes and fees
Relais Della Rovere
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 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.

5. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
$103 nightly
$121 total
Nov 5 - Nov 6
Total with taxes and fees
Hotel Il Piccolo Castello
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 dining area with tables and chairs, a chandelier, and wall-mounted lighting.

6. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
Canada
Maria
$115 nightly
$132 total
Nov 9 - Nov 10
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 spacious living area with a sofa, a coffee table, and a view of buildings through large windows.
A hotel room with a bed, a desk, a chair, and a window with curtains.
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
$82 nightly
$94 total
Oct 11 - Oct 12
Total with taxes and fees
Hotel La Vecchia Cartiera
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 corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

8. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Leslie
$90 nightly
$108 total
Oct 25 - Oct 26
Total with taxes and fees
La Certosa di Pontignano - Place of Charme
A stone building with a swimming pool, surrounded by trees and a view of the landscape.
A spacious living room with a wooden staircase, a sofa, a dining table, and a radiator.
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.

9. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
Canada
Doug
$152 nightly
$173 total
Oct 19 - Oct 20
Total with taxes and fees
Relais la Costa - Dimora Storica
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 room with a sofa, a desk, a bunk bed, and a patterned floor.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

10. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United Kingdom
James
$99 nightly
$109 total
Nov 8 - Nov 9
Total with taxes and fees
Villa San Lucchese
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.
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.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

11. Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
United States
Arik
$62 nightly
$68 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel Villa San Giorgio
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
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.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.

12. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United Kingdom
Stuart
$60 nightly
$73 total
Oct 11 - Oct 12
Total with taxes and fees
Hotel Casafrassi
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.

13. Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
United Kingdom
Linda
$87 nightly
$99 total
Nov 7 - Nov 8
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 hotel entrance with a sign reading "HOTEL EXPO".

14. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Andras
$65 nightly
$75 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel Executive
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 person relaxing in a hot tub with a view of a building and trees in the background.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

15. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
$110 nightly
$128 total
Oct 15 - Oct 16
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 conference room with a long table, blue chairs, a whiteboard, and a projector screen.
A hotel entrance with a glass door, a metal frame, and a light fixture above.
Reception

16. Best Western Hotel San Marco

Best Western Hotel San Marco
Siena
United Kingdom
C.K.
$92 nightly
$107 total
Oct 18 - Oct 19
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 wooden pathway leading to a table set for a meal, surrounded by lush greenery and flowering plants.
A window with white curtains, a view of buildings, and greenery.

17. Relais Le Macine di Stigliano

Relais Le Macine di Stigliano
Sovicille
United States
kevin
$149 nightly
$169 total
Nov 3 - Nov 4
Total with taxes and fees
Relais Le Macine di Stigliano
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.
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.

18. Palazzo di Valli

Palazzo di Valli
Siena
United States
Payton
$116 nightly
$131 total
Nov 3 - Nov 4
Total with taxes and fees
Palazzo di Valli
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
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.
A courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.

19. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Eva
$177 nightly
$199 total
Oct 17 - Oct 18
Total with taxes and fees
Castello La Leccia
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.
A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.
A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.
A table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.

20. Hotel Le Colline

Hotel Le Colline
San Gimignano
United States
Federico
$96 nightly
$113 total
Oct 25 - Oct 26
Total with taxes and fees
Hotel Le Colline
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Top San Chimento Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"Bedroom was renovated, clean and spacious. Breakfast was good and with many options. Parking spots at the hotel are very limited and made for small cars. Location is great, close to train station and walking distance of the old town and main square."
Lais 3-night trip
Posted 5 hours ago
Hotel Italia
Hotel Athena

Hotel Athena

10/10 Excellent
"Lovely hotel in Siena. Well located for exploring on foot with the main Palazzo and the Duomo no more than 15 minutes away. Really enjoyed the rooftop patio!"
Hillaine 3-night trip
Posted 17 hours ago
Hotel Athena
Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"This is a wonderful historic property with large bedrooms, large and comfortable but firm beds and spacious common areas. The staff goes out of its way to be accommodating. I would definitely stay again when I am in Siena"
Thomas J. 1-night trip
Posted 2 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 3 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 3 days ago
Borgo Scopeto Wine & Country Relais
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."
JOHN 3-night trip
Posted 4 days ago
Grand Hotel Continental Siena – Starhotels Collezione
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 5 days ago
Four Points by Sheraton Siena
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."
Sonja 3-night trip
Posted 8 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Beautiful property, nice and helping staff. We enjoy our stay ."
Hector 3-night trip
Posted 9 days ago
Poderi Arcangelo

More cheap stays in San Chimento

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$52 nightly
$61 total
Nov 10 - Nov 11
Total with taxes and fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
$77 nightly
$88 total
Nov 10 - Nov 11
Total with taxes and fees
7.8/10 Good! (451 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
$91 nightly
$104 total
Nov 10 - Nov 11
Total with taxes and fees
8.8/10 Excellent! (111 reviews)
Albergo Centrale
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
$152 nightly
$172 total
Oct 25 - Oct 26
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 $61 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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