Hotels in San Chimento

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Where to stay in San Chimento?

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.

1. Hotel Borgo San Luigi

Monteriggioni

$145

$167 total

includes taxes & fees

Oct 29 - Oct 30

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

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.

A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

2. Villa Sabolini

Colle di Val d'Elsa

$128

$146 total

includes taxes & fees

Oct 19 - Oct 20

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 room with a sofa, a desk, a bunk bed, and a patterned floor.

A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

3. Villa San Lucchese

Poggibonsi

$106

$123 total

includes taxes & fees

Oct 30 - Oct 31

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

A stone building with a paved entrance and a well-maintained garden with potted plants.

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.

4. Relais la Costa - Dimora Storica

Monteriggioni

$154

$175 total

includes taxes & fees

Oct 29 - Oct 30

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 room with a woven basket on a round table, a wooden chair, and a wooden floor.

A courtyard with stone buildings, a thatched-roof structure, and potted plants.

5. Relais Castel Bigozzi

Monteriggioni

$148

$171 total

includes taxes & fees

Oct 13 - Oct 14

A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.

A spacious living area with a sofa, a coffee table, and a view of buildings through large windows.

A bar area with wooden bar stools, a counter with bottles, and a tiled floor.

6. Hotel La Vecchia Cartiera

Colle di Val d'Elsa

$84

$96 total

includes taxes & fees

Oct 25 - Oct 26

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 covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

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.

7. Hotel Il Piccolo Castello

Monteriggioni

$132

$153 total

includes taxes & fees

Oct 26 - Oct 27

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.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

8. La Certosa di Pontignano

Castelnuovo Berardenga

$98

$117 total

includes taxes & fees

Oct 19 - Oct 20

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A stone building with a window and a light fixture.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

9. Agriturismo San Sano

Gaiole in Chianti

$74

$86 total

includes taxes & fees

Oct 21 - Oct 22

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 poolside area with lounge chairs and a view of the night sky.

A person relaxing in a hot tub with a view of a building and trees in the background.

10. Belvedere di San Leonino

Castellina in Chianti

$124

$143 total

includes taxes & fees

Oct 15 - Oct 16

A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.

A large estate with a swimming pool, surrounded by lush greenery and rolling hills.

A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.

An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.

11. Hotel Casolare Le Terre Rosse

San Gimignano

$173

$197 total

includes taxes & fees

Oct 14 - Oct 15

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.

12. Relais Della Rovere

Colle di Val d'Elsa

$131

$148 total

includes taxes & fees

Oct 30 - Oct 31

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.

13. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

$167

$189 total

includes taxes & fees

Oct 30 - Oct 31

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

A room with a view of a forest through a window, a table with a lamp, and a chair.

A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

14. Dievole Wine Resort

Castelnuovo Berardenga

$297

$336 total

includes taxes & fees

Oct 28 - Oct 29

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 pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

A dining area with a table set for two, featuring wine bottles and bread.

15. Castello La Leccia

Castellina in Chianti

$285

$318 total

includes taxes & fees

Oct 9 - Oct 10

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.

16. Palazzo di Valli

Siena

$154

$175 total

includes taxes & fees

Oct 21 - Oct 22

A narrow stone pathway leading to a rustic building with a wooden door and a window.

A stone building with wooden shutters, a bench, and hanging purple flowers.

A cozy living room with a striped sofa, a wooden coffee table, and a bookshelf.

A cozy living room with a fireplace, wooden beams, and comfortable seating.

17. Castello di Fonterutoli Wine Resort

Castellina in Chianti

$201

$225 total

includes taxes & fees

Oct 26 - Oct 27

A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.

A historic square with stone buildings, a central fountain, and a tower.

A lobby with a reception desk, a staircase, and seating areas.

A table set for dining with a view of a vineyard.

18. La Cisterna

San Gimignano City Centre

$105

$123 total

includes taxes & fees

Oct 27 - Oct 28

A hotel with a pool, outdoor seating, and a mountainous backdrop.

A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.

An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.

A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.

19. Castello di Casole, A Belmond Hotel, Tuscany

Casole d'Elsa

$1,535

$1,691 total

includes taxes & fees

Oct 30 - Oct 31

A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

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."

20. Four Points by Sheraton Siena

Scacciapensieri

$148

$168 total

includes taxes & fees

Oct 28 - Oct 29

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Go beyond your typical stay in San Chimento

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Check out reviews of San Chimento hotels guests love

Poderi Arcangelo

8/10 Good

"We enjoyed our stay. The pool, hotel grounds and location were truly amazing. The food was okay but we enjoyed eating off site more. The farmhouse is very quaint and charming. You can hear others in the farmhouse. It was luxurious in many ways and more basic in other ways. But all together a wonderful stay. I would recommend for sure."

Fattoria di Vegi

10/10 Excellent

"10/10 - we loved every bit of our stay at Fattoria di Vegi. The hotel is beautiful with great views across the Tuscan hills, an amazing pool, the rooms and decor are wonderful and we also loved the food at the restaurant. We would highly recommend this hotel to anybody visiting the area and will definitely be coming back."

Hotel Minerva

10/10 Excellent

"If you are driving in Italy this is the best place to stay. Easy in and out with on site parking, zero stress! Easy walk into the heart of Siena. The staff were wonderful and the rooms clean."

Borgo Scopeto Wine & Country Relais

8/10 Good

"Staff are nice!"

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Concierge staff is fantastic. Bar staff as well. Location can’t be beat. Ground zero for Siena activity."

Hotel Chiusarelli

10/10 Excellent

"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."

La Certosa di Pontignano

10/10 Excellent

"Everything about this property is wonderful from the lodging to the staff!"

Hotel Athena

10/10 Excellent

"Excellent location with free. And easy parking. Great breakfast, extremely kind and helpful staff, small but adequate shower. Would definitely stay here in the future!!"

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Beautiful property close to San Gimignano historic center. Loved having option to have all meals here. Breakfast was way more expensive than other hotels so just had breakfast in town. But other meals were reasonably priced. If they would step up their game a bit (more pillows, seating in rooms, provide wine glasses and opener, cozy it up a bit with amenities), they could easily be a 4 star because the property itself is certainly 4 star."

Frequently asked questions

What hotels do travelers like in San Chimento?

Guests like Hotel Athena, NH Siena and Hotel Executive.

Can I book a refundable hotel in San Chimento?

If you need the flexibility to change your travel plans to San Chimento, most properties provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in San Chimento be like during my visit?

The warmest months in San Chimento are usually August and July with an average temp of 72°F. January and February are the chilliest months when the average temp is 44°F. The rainiest months are November and October.

Why should I book my San Chimento hotel with Hotels.com?

There are plenty of reasons to book your San Chimento travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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