Top 10 Hotels in San Chimento (from $68) 2026 - Competitive Prices

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Our top choices for San Chimento hotels

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

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

1. Villa Sabolini

Colle di Val d'Elsa

Andrew

$166 nightly

$188 total

Oct 6 - Oct 7

Total with taxes and fees

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.

2. Hotel Borgo San Luigi

Monteriggioni

Raman

$180 nightly

$207 total

Sep 13 - Sep 14

Total with taxes and fees

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

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

3. Relais Castel Bigozzi

Monteriggioni

Paul

$138 nightly

$160 total

Oct 11 - Oct 12

Total with taxes and fees

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 spacious living room with a wooden staircase, a sofa, a dining table, and a radiator.

A stone-walled terrace with a table set for two, a bottle, and candles.

4. Relais la Costa - Dimora Storica

Monteriggioni

corey

$169 nightly

$191 total

Oct 12 - Oct 13

Total with taxes and fees

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 restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

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

An interior corridor with arches, columns, and a brick wall.

5. La Certosa di Pontignano

Castelnuovo Berardenga

Malena

$119 nightly

$140 total

Oct 13 - Oct 14

Total with taxes and fees

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.

6. Hotel Il Piccolo Castello

Monteriggioni

Ian

$133 nightly

$155 total

Sep 15 - Sep 16

Total with taxes and fees

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.

7. Villa San Lucchese

Poggibonsi

Simona

$135 nightly

$155 total

Oct 2 - Oct 3

Total with taxes and fees

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

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

A courtyard with stone buildings, tables with white tablecloths, and chairs arranged for dining.

8. Castello La Leccia

Castellina in Chianti

Samuel

$291 nightly

$325 total

Oct 9 - Oct 10

Total with taxes and fees

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.

9. Hotel La Vecchia Cartiera

Colle di Val d'Elsa

John

$81 nightly

$92 total

Sep 27 - Sep 28

Total with taxes and fees

A hotel with a courtyard featuring sun loungers and a covered seating area.

A hotel room with a bed, a bedside table, and a window with curtains.

A buffet setup with various food items and a large framed menu on the wall.

A city skyline with buildings silhouetted against a hazy sky.

10. Hotel Palazzo dei Priori

Siena

Kerry

$90 nightly

$105 total

Oct 5 - Oct 6

Total with taxes and fees

A hotel entrance with a reception area, glass doors, and a sign above reading "Hotel i Platani".

A hotel reception area with a wooden reception desk, a clock, a fire alarm, and a cityscape painting on the wall.

A hotel lobby with a reception desk, a dining area with tables and chairs, and potted plants.

A hotel room with a bed, a bedside table with a cup and a small plate, a wall-mounted heater, and a window with yellow curtains.

11. Hotel I Platani

Monteriggioni

Jorge

$80 nightly

$94 total

Sep 20 - Sep 21

Total with taxes and fees

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 building with arched windows, a courtyard with a pond, and a metal fence.

A traditional villa with a tiled roof, surrounded by lush greenery and hills.

12. Hotel Casafrassi

Castellina in Chianti

Jane

$61 nightly

$68 total

Sep 20 - Sep 21

Total with taxes and fees

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

A rustic stone building with a garden in front.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

13. Belvedere di San Leonino

Castellina in Chianti

Seong Won

$127 nightly

$146 total

Oct 6 - Oct 7

Total with taxes and fees

A person sitting in a hot tub with a waterfall feature in the background.

A hotel room with a large bed, a desk, and a chair, a view of a city through the window, and a ceiling light.

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.

14. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

Maria

$188 nightly

$211 total

Oct 7 - Oct 8

Total with taxes and fees

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.

A hotel entrance with a sign reading "HOTEL EXPO".

An outdoor dining area with tables and chairs, covered by a canopy, and surrounded by greenery.

15. Hotel Executive

Scacciapensieri

Susan

$79 nightly

$93 total

Oct 12 - Oct 13

Total with taxes and fees

A pathway lined with trees and a large pot in the center.

A breakfast buffet with pastries and a coffee machine.

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.

16. Villa Montarioso

Montarioso

Michael

$87 nightly

$101 total

Oct 12 - Oct 13

Total with taxes and fees

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 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.

17. Relais Della Rovere

Colle di Val d'Elsa

Robert

$196 nightly

$221 total

Sep 27 - Sep 28

Total with taxes and fees

A modern building with a sign reading "Palace Hotel."

A buffet setup with various food items including yogurt cups, fruits, and a bowl of grapes.

A modern building entrance with a glass door reflecting a parking lot and trees.

18. Palace Hotel Due Ponti

Due Ponti

Adam

$105 nightly

$122 total

Oct 13 - Oct 14

Total with taxes and fees

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.

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.

19. Palazzo di Valli

Siena

Payton

$160 nightly

$182 total

Sep 25 - Sep 26

Total with taxes and fees

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

A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.

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

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

20. La Cisterna

San Gimignano City Centre

john

$93 nightly

$109 total

Oct 5 - Oct 6

Total with taxes and fees

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Top San Chimento Hotel Reviews

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Lovely hotel, great location, good pool, friendly staff, good food"

Hotel Italia

8/10 Good

"Clean, well maintained property that you’ll feel safe spending the night."

Hotel Athena

10/10 Excellent

"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"

Borgo Vescine

10/10 Excellent

"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."

NH Siena

10/10 Excellent

"Superior room not great, Very small with leaking shower and other issues. Upgraded to suite on 5th floor which was excellent. Very spacious, huge bathroom with bath and walk in shower. Great views and comfortable bed."

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"The staff were very friendly and helpful. The bar service is the best."

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"All the staff in the hotel were very helpful and we would like to stay there again."

Borgo San Felice Resort

10/10 Excellent

"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"

Fattoria di Vegi

10/10 Excellent

"Amazing! I wish I could have stayed forever!"

More cheap stays in San Chimento

Cannon d'Oro

Via Montanini 28 Siena SI

$96 nightly

$112 total

Sep 24 - Sep 25

Total with taxes and fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

$109 nightly

$126 total

Oct 13 - Oct 14

Total with taxes and fees

7.8/10 Good! (435 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

$149 nightly

$170 total

Oct 13 - Oct 14

Total with taxes and fees

8.8/10 Excellent! (106 reviews)

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI

$158 nightly

$177 total

Oct 11 - Oct 12

Total with taxes and fees

9/10 Wonderful! (20 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

$163 nightly

$186 total

Oct 11 - Oct 12

Total with taxes and fees

10/10 Exceptional! (49 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

9.4/10 Exceptional! (23 reviews)

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 $68 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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Find hotels in San Chimento from $68

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in San Chimento

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for San Chimento hotels

1. Villa Sabolini

2. Hotel Borgo San Luigi

3. Relais Castel Bigozzi

4. Relais la Costa - Dimora Storica

5. La Certosa di Pontignano

6. Hotel Il Piccolo Castello

7. Villa San Lucchese

8. Castello La Leccia

9. Hotel La Vecchia Cartiera

10. Hotel Palazzo dei Priori

11. Hotel I Platani

12. Hotel Casafrassi

13. Belvedere di San Leonino

14. Hotel Palazzo San Lorenzo & SPA

15. Hotel Executive

16. Villa Montarioso

17. Relais Della Rovere

18. Palace Hotel Due Ponti

19. Palazzo di Valli

20. La Cisterna

Top San Chimento Hotel Reviews

Hotel Casolare Le Terre Rosse

Hotel Italia

Hotel Athena

Borgo Vescine

NH Siena

Villa Scacciapensieri Boutique Hotel

Grand Hotel Continental Siena – Starhotels Collezione

Borgo San Felice Resort

Fattoria di Vegi

More cheap stays in San Chimento

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Antico Borgo Poggiarello

Torre del Fuggisole

Porta Pispini Residence

Frequently asked questions

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