𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Montechiaro (2026)

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Our top choices for Montechiaro hotels

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 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.

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

1. La Certosa di Pontignano

Castelnuovo Berardenga

Malena

S$175

includes taxes & fees

15 Oct - 16 Oct

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.

2. Palace Hotel Due Ponti

Due Ponti

Adam

S$155

includes taxes & fees

19 Sept - 20 Sept

A terrace with multiple sun loungers and a scenic view of green fields and hills.

A spa room with a reception desk, a massage chair, and a window with blinds.

A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

An indoor swimming pool with lounge chairs and a view of the countryside.

3. Precise House Montaperti Siena

Asciano

Dieter

S$172

includes taxes & fees

27 Sept - 28 Sept

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.

An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.

4. Palazzo di Valli

Siena

Payton

S$248

includes taxes & fees

25 Sept - 26 Sept

A courtyard with a lemon tree, potted plants, and a building with arched windows.

A swimming pool surrounded by lush greenery and a stone pathway.

A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.

A large, historic building with a covered patio and a well-maintained garden.

5. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Nigel

S$300

includes taxes & fees

5 Oct - 6 Oct

A table set for dining with a scenic view of rolling hills and distant mountains.

A spacious dining area with round tables and wicker chairs, a patterned rug, and a wooden ceiling.

A courtyard with brick buildings, a column, and potted plants.

An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.

6. Castello di Leonina Relais

Asciano

Meghan

S$237

includes taxes & fees

11 Oct - 12 Oct

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 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.

7. Villa Montarioso

Montarioso

Michael

S$122

includes taxes & fees

15 Oct - 16 Oct

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 modern living room with a glass coffee table, white sofas, and decorative plants.

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

8. Hotel Executive

Scacciapensieri

Susan

S$145

includes taxes & fees

12 Oct - 13 Oct

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

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

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

A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

9. Four Points by Sheraton Siena

Scacciapensieri

Raul

S$231

includes taxes & fees

12 Oct - 13 Oct

A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

A balcony with two chairs and a table, overlooking a building with a tiled roof and shutters.

A modern hotel room with a large bed, a desk, and a chair. There is a painting on the wall and a lamp on the side table.

A dining area with brick ceiling arches, tables set with white tablecloths, and framed pictures on the walls.

10. Hotel Chiusarelli

Siena City Centre

sharon

S$252

includes taxes & fees

22 Sept - 23 Sept

An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.

A neatly arranged hotel room with a large bed, bedside lamps, a mirror, and framed pictures on the wall.

A dining table with cups, plates, and a croissant, set against a window with curtains.

A church interior with pews arranged in rows, a red altar table, and a large religious painting on the wall.

11. Il Chiostro del Carmine

Siena Historical Center

Victoria

S$188

includes taxes & fees

5 Oct - 6 Oct

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

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

A stone building with a window and a light fixture.

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

12. Agriturismo San Sano

Gaiole in Chianti

Ernesto

S$122

includes taxes & fees

11 Oct - 12 Oct

A balcony with a table set for breakfast overlooking a historic cityscape with domed buildings and terraced houses.

A hotel room with a bed, a desk, a television, and a view of the city through large windows.

A spacious lobby with a modern design, featuring a seating area with black leather sofas and ottomans, a reception desk, and a visible kitchen area in the background.

A breakfast table with various food items and drinks, including a pitcher of juice, a glass of milk, and a plate of toast.

13. Hotel Minerva

Siena City Centre

Chia lin

S$204

includes taxes & fees

11 Oct - 12 Oct

The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.

A bar area with a white countertop, clear chairs, and shelves of liquor bottles.

A modern living room with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.

A hotel room with a bed, a TV, a dining area with a table and chairs, and a view of the outside.

14. Hotel Italia

Camollia

Shaji

S$177

includes taxes & fees

11 Oct - 12 Oct

A bathroom with a window view of a historic building and a tiled roof.

A modern living room with a sofa, a wooden dining table with chairs, a glass door leading outside, and a wall with floral artwork.

An outdoor patio with tables and chairs, surrounded by planters and umbrellas.

A bedroom with a large bed, a mirror, and a painting on the wall.

15. Siena Vip

Siena City Centre

Luis

S$173

includes taxes & fees

14 Oct - 15 Oct

A couple seated on a balcony with a view of a historic cityscape.

A spacious living area with a staircase, a central island with a lamp, a sofa, and a large mirror on the wall.

A bedroom with a bed, bedside table, lamp, and a window with a view of buildings.

A dining area with tables set for breakfast, featuring a brick ceiling and arched windows.

16. Hotel Alma Domus

Siena City Centre

Patrick

S$167

includes taxes & fees

27 Sept - 28 Sept

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

A hotel entrance with a view of historic buildings and a clear sky.

A brick building with a sign reading "Villa del Sole" and a view of the sea in the background.

A bedroom with a large window, a bed, a nightstand, and a mirror.

17. Villa del Sole Siena

Siena City Centre

John

S$384

includes taxes & fees

7 Oct - 8 Oct

A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

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.

A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.

18. Sangallo Park Hotel

Vico Alto

Linda

S$174

includes taxes & fees

15 Oct - 16 Oct

A room with two striped armchairs, a small table with chess pieces, and a mirror reflecting a dining area.

A hallway with wooden flooring, a statue on the left, and a 'BAR' sign in the distance.

A hallway with wooden flooring, a white door at the end, and a small table with a vase and a statue.

A dining room with a marble table, chairs, and a chandelier. There are framed pictures on the walls and a fireplace.

19. La Dimora Dei Monaci

Siena City Centre

Thomas

S$204

includes taxes & fees

20 Sept - 21 Sept

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

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

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

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

20. Dievole Wine Resort

Castelnuovo Berardenga

Karamjit

S$475

includes taxes & fees

14 Oct - 15 Oct

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Top Montechiaro Hotel Reviews

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"Just loved it!! This is a great place!!!"

Palazzo Ravizza

10/10 Excellent

"This property was in a great location, clean with large rooms and beautiful views. Staff was extremely helpful and breakfast was wonderful!"

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Kindness of the people. Spectacular environment."

Relais Vignale & Spa

10/10 Excellent

"Very nice property"

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Very warm and friendly service."

Hotel Chiusarelli

10/10 Excellent

"Excellent location. Easy parking and helpful staff."

Fattoria di Vegi

10/10 Excellent

"Incredible magical place. Couldn’t recommend it more…"

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Excellent location. Even though a walking only area, easy walk. Great service and breakfast was delicious. My only complaint is the included breakfast was only for 1 person."

Hotel Italia

8/10 Good

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

More cheap stays in Montechiaro

Cannon d'Oro

Via Montanini 28 Siena SI

S$142

24 Sept - 25 Sept

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

S$171

15 Oct - 16 Oct

includes taxes & fees

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

S$225

15 Oct - 16 Oct

includes taxes & fees

8.8/10 Excellent! (108 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

S$255

11 Oct - 12 Oct

includes taxes & fees

10/10 Exceptional! (49 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

9.4/10 Exceptional! (23 reviews)

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI

Get rates

8.6/10 Excellent! (44 reviews)

Frequently asked questions

Where is the best place for a stay in Montechiaro?

Located 3.4 mi (5.5 km) from the heart of Montechiaro, La Certosa di Pontignano is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Hotel Athena and Grand Hotel Continental Siena – Starhotels Collezione. See all available top hotels, or vacation rentals in Montechiaro.

What are some of the best holiday rentals that Montechiaro has to offer?

Borgo Argiano: This holiday home rental outside of Montechiaro is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library. See all vacation rentals in Montechiaro.

If I need to cancel my hotel reservation in Montechiaro, will I receive a refund?

Yes! You'll find that most hotel reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Montechiaro.

What are some hotels with pools in Montechiaro?

Villa La Borghetta Resort: Offers a full-service spa, an outdoor pool and a sauna. Another option with an on-site pool is Castello di Spaltenna- Small Luxury Hotels of the World. View all hotels with pools in Montechiaro.

What is staying in Montechiaro like?

Visitors to Montechiaro will definitely find plenty to explore and enjoy. In Montechiaro, there are 3 hotels and other accommodation options to choose from. Find out more about Montechiaro.

What is there to see in Montechiaro?

Places to visit in the wider area include Porta Romana, Siena State Archives and Torre del Mangia. You'll also find Palazzo Pubblico and Banca Monte dei Paschi di Siena in the area. Take a look at what more there is to see and do in Expedia's Montechiaro guide.

What's the seasonal weather in Montechiaro?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Montechiaro is 935 mm.

Montechiaro Hotels from S$96

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Montechiaro

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Montechiaro hotels

1. La Certosa di Pontignano

2. Palace Hotel Due Ponti

3. Precise House Montaperti Siena

4. Palazzo di Valli

5. Villa Scacciapensieri Boutique Hotel

6. Castello di Leonina Relais

7. Villa Montarioso

8. Hotel Executive

9. Four Points by Sheraton Siena

10. Hotel Chiusarelli

11. Il Chiostro del Carmine

12. Agriturismo San Sano

13. Hotel Minerva

14. Hotel Italia

15. Siena Vip

16. Hotel Alma Domus

17. Villa del Sole Siena

18. Sangallo Park Hotel

19. La Dimora Dei Monaci

20. Dievole Wine Resort

Top Montechiaro Hotel Reviews

Villa Scacciapensieri Boutique Hotel

Palazzo Ravizza

Castello di Spaltenna- Small Luxury Hotels of the World

Relais Vignale & Spa

Castiglion del Bosco, A Rosewood Hotel

Hotel Chiusarelli

Fattoria di Vegi

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Italia

More cheap stays in Montechiaro

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Porta Pispini Residence

La Locanda di Casalmustia

Frequently asked questions

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