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Sep 7 - Sep 8
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Sep 8 - Sep 9
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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

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Malena
￥17,079
￥20,239 total
includes taxes & fees
Sep 8 - Sep 9
La Certosa di Pontignano
A terrace with multiple sun loungers and a scenic view of green fields and hills.
A modern hotel room with a bed, a small table with a hat, a red chair, a window with curtains, and a bathroom with a glass shower enclosure.
An indoor swimming pool with lounge chairs and a view of the countryside.
A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

2. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
Canada
Dieter
￥17,324
￥20,146 total
includes taxes & fees
Sep 27 - Sep 28
Precise House Montaperti Siena
A lobby with a marble floor, a chandelier, a reception desk, and large green plants.
A dining area with brick ceiling arches, tables set with white tablecloths, and framed pictures on the walls.
A balcony with two chairs and a table, overlooking a building with a tiled roof and shutters.
A hotel with a sign reading "HOTEL RISTORANTE CHIUSARELLI," surrounded by greenery and a brick wall.

3. Hotel Chiusarelli

Hotel Chiusarelli
Siena City Centre
Canada
sharon
￥27,495
￥31,151 total
includes taxes & fees
Sep 22 - Sep 23
Hotel Chiusarelli
A couple seated on a balcony with a view of a historic cityscape.
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.
A spacious living area with a staircase, a central island with a lamp, a sofa, and a large mirror on the wall.

4. Hotel Alma Domus

Hotel Alma Domus
Siena City Centre
Canada
Patrick
￥14,812
￥17,200 total
includes taxes & fees
Sep 30 - Oct 1
Hotel Alma Domus
A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.
A hotel entrance with a sign reading "HOTEL EXPO".
A modern living room with a glass coffee table, white sofas, and decorative plants.
A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.

5. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Susan
￥16,947
￥19,549 total
includes taxes & fees
Sep 25 - Sep 26
Hotel Executive
A modern building with a sign reading "Palace Hotel."
A red building with a reception sign, a bicycle, potted plants, and luggage.
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.

6. Palace Hotel Due Ponti

Palace Hotel Due Ponti
Due Ponti
United States
Adam
￥13,704
￥15,982 total
includes taxes & fees
Sep 13 - Sep 14
Palace Hotel Due Ponti
A balcony with a table set for breakfast overlooking a historic cityscape with domed buildings and terraced houses.
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 room with blue chairs facing a window overlooking a cityscape with historic buildings.
A hotel room with a bed, a desk, a television, and a view of the city through large windows.

7. Hotel Minerva

Hotel Minerva
Siena City Centre
Canada
Chia lin
￥22,123
￥25,242 total
includes taxes & fees
Sep 11 - Sep 12
Hotel Minerva
A bathroom with a window view of a historic building and a tiled roof.
A bedroom with a large bed, a mirror, and a painting on the wall.
A historic building with a prominent tower and arched windows, situated in a town with traditional architecture and a clear blue sky.
An outdoor patio with tables and chairs, surrounded by planters and umbrellas.

8. Siena Vip

Siena Vip
Siena City Centre
United Kingdom
Luis
￥18,041
￥20,571 total
includes taxes & fees
Sep 8 - Sep 9
Siena Vip
A table with breakfast items and a wicker chair, overlooking a scenic landscape.
A courtyard with wicker furniture, a building with multiple windows and arches, and well-maintained greenery.
A bar area with a counter, bottles, and glasses.
A dining area with checkered flooring, tables set with white tablecloths, and wicker chairs.

9. Palazzo Ravizza

Palazzo Ravizza
Siena Historical Center
United States
XUESHENG
￥39,836
￥44,727 total
includes taxes & fees
Sep 30 - Oct 1
Palazzo Ravizza
An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.
A dining table with cups, plates, and a croissant, set against a window with curtains.
A church interior with wooden pews, a wooden altar, and a large painting on the wall.
A church interior with pews arranged in rows, a red altar table, and a large religious painting on the wall.

10. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
United Kingdom
Victoria
￥20,447
￥23,218 total
includes taxes & fees
Sep 13 - Sep 14
Il Chiostro del Carmine
A pathway lined with trees and a large pot in the center.
A breakfast buffet with pastries and a coffee machine.
A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.
A bedroom with a bed, bedside lamps, a wooden table, and a balcony with a view of greenery.

11. Villa Montarioso

Villa Montarioso
Montarioso
Canada
Michael
￥13,069
￥15,283 total
includes taxes & fees
Oct 8 - Oct 9
Villa Montarioso
An outdoor patio with tables and chairs, surrounded by potted plants and a red building.
A courtyard with brick buildings, a stone wall, and a view of the surrounding town.
A rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.
A brick building with three windows, a round blue window, and a sign on the wall.

12. Borgo Grondaie

Borgo Grondaie
Siena
United Kingdom
Simon
￥24,558
￥27,921 total
includes taxes & fees
Sep 20 - Sep 21
Borgo Grondaie
A courtyard with a lemon tree, potted plants, and a building with arched windows.
A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.
A swimming pool surrounded by lush greenery and a stone pathway.
A room with a large window offering a view of a landscaped garden with trees and a pathway.

13. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
United Kingdom
Nigel
￥33,196
￥37,423 total
includes taxes & fees
Oct 4 - Oct 5
Villa Scacciapensieri Boutique Hotel
An outdoor courtyard with a brick wall, potted plants, and a tiled floor.
An outdoor seating area with chairs and a table, overlooking a valley with a view of distant hills and a building.
A dining area with a wooden table, floral centerpiece, and a view of the garden through the window.
An aerial view of a historic town with traditional architecture, including a prominent church with a bell tower, surrounded by lush greenery and residential buildings.

14. Hotel Santa Caterina

Hotel Santa Caterina
Siena
United States
Gaurav
￥34,775
￥39,159 total
includes taxes & fees
Sep 29 - Sep 30
Hotel Santa Caterina
A neatly made bed with white linens and towels, a wooden headboard, a bedside table with a power outlet, and a window with a view of a historic building.
A hotel entrance with a large wooden door, a sign indicating 'Hotel Centrale Albergo', and a metal staircase leading to an upper level.
A view through a window of a building with a tiled roof, a stone tower with a clock, and a clear blue sky.
A small outdoor patio with wicker furniture, a glass table, and a wooden gate.

15. Albergo Centrale

Albergo Centrale
Siena City Centre
United States
Bevlynn
￥19,378
￥22,223 total
includes taxes & fees
Sep 8 - Sep 9
Albergo Centrale
The entrance to Piccolo Hotel with a stone archway and a tiled floor.
A neatly made bed with a white bedspread, a wooden headboard, and a bedside table with a lamp. There is a framed picture on the wall and a decorative mirror above the bed.
A narrow street with buildings on either side, potted plants, and a metal railing.
A view through a glass door onto a balcony with a brick building in the background.

16. Piccolo Hotel Etruria

Piccolo Hotel Etruria
Siena City Centre
United States
Elber
￥17,621
￥20,290 total
includes taxes & fees
Sep 8 - Sep 9
Piccolo Hotel Etruria
A table set for breakfast with a scenic view of hills and a cloudy sky.
A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.
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.

17. Palazzo di Valli

Palazzo di Valli
Siena
United States
Payton
￥26,799
￥30,386 total
includes taxes & fees
Sep 13 - Sep 14
Palazzo di Valli
A neatly made bed with a blue and white polka dot bedspread, a pair of pillows, a lamp, and a camera on a bedside table.
A breakfast buffet with various pastries, a coffee station, and a toaster.
A covered walkway with potted plants and a building with a tiled roof in the background.
A swimming pool with lounge chairs and a view of city buildings in the background.

18. Hotel Il Giardino

Hotel Il Giardino
Siena Historical Center
Canada
Jacek
￥16,334
￥18,874 total
includes taxes & fees
Sep 21 - Sep 22
Hotel Il Giardino
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.
A stone building with a window and a light fixture.
A stone building with a wooden door, outdoor seating, and a pergola with vines.

19. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
United States
Paula
￥14,894
￥17,109 total
includes taxes & fees
Oct 7 - Oct 8
Agriturismo San Sano
The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.
A hotel room with a bed, a TV, a dining area with a table and chairs, and a view of the outside.
A breakfast buffet with various food items, a coffee station, and a large mirror on the wall.
A modern living room with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.

20. Hotel Italia

Hotel Italia
Camollia
Canada
Khoon
￥21,679
￥24,754 total
includes taxes & fees
Sep 21 - Sep 22
Hotel Italia
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Top Montechiaro Hotel Reviews

Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Had an incredible stay here! It was so beautiful and peaceful, the staff was also amazing and super helpful."
Raman 2-night trip
Posted 1 hour ago
Hotel Borgo San Luigi
Hotel Athena

Hotel Athena

10/10 Excellent
"Clean, well located, friendly staff, wonderful views"
Jared 3-night trip
Posted 2 hours ago
Hotel Athena
Borgo San Felice Resort

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! 🇮🇹🍷✨"
Yael 2-night trip
Posted 2 days ago
Borgo San Felice Resort
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Amazing! I wish I could have stayed forever!"
Christopher 1-night trip
Posted 3 days ago
Fattoria di Vegi
Palazzo Ravizza

Palazzo Ravizza

8/10 Good
"Great view from our room, lovely courtyard, nice staff. Tricky if you’re driving."
Robyn 1-night trip
Posted 4 days ago
Palazzo Ravizza
Hotel Italia

Hotel Italia

10/10 Excellent
"Our stay was fantastic. The room was genuinely luxurious with marble fittings everywhere. The staff were brilliant and really knew what to recommend. The breakfast was good but rather crowded on the day we were there."
Hannah 1-night trip
Posted 5 days ago
Hotel Italia
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Such a beautiful and quiet property. The staff were so friendly and accommodating. The food and drinks were delicious and we enjoyed the spa as well!"
Hannah 3-night trip
Posted 6 days ago
Borgo Scopeto Wine & Country Relais
Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"Hotel was very clean. Location was great. The only negative, there was no elevator and our room was on the top floor."
Rita 3-night trip
Posted 6 days ago
Hotel Chiusarelli
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Beautiful place, very quiet, in love with gardens"
Malena 1-night trip
Posted 7 days ago
La Certosa di Pontignano

More cheap stays in Montechiaro

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
￥15,062
￥17,475 total
Sep 24 - Sep 25
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
￥17,621
￥20,290 total
Sep 8 - Sep 9
includes taxes & fees
7.8/10 Good! (435 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
￥19,378
￥22,223 total
Sep 8 - Sep 9
includes taxes & fees
8.8/10 Excellent! (105 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
￥27,798
￥31,485 total
Sep 8 - Sep 9
includes taxes & fees
10/10 Exceptional! (48 reviews)
Torre del Fuggisole
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get rates
9.4/10 Exceptional! (23 reviews)
Porta Pispini Residence
La Locanda di Casalmustia

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI
Get rates
8.6/10 Excellent! (44 reviews)
La Locanda di Casalmustia

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 traveler data. Two other choices for your trip to 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 vacation home rentals in Montechiaro?
Borgo Argiano: This vacation home rental outside of Montechiaro is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation 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! Most room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Montechiaro.
Where can I learn more about changing or cancelling my trip to Montechiaro?
To access more information about rescheduling or cancelling your trip to Montechiaro, click here.
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 that offers an onsite 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 are sure to find plenty to explore and enjoy. In Montechiaro, there are 3 hotels and other accommodations to choose from. Find out more about Montechiaro.
What are the top places to visit 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. Check out what more to see and do in Expedia's Montechiaro guide.
What's the seasonal weather like in Montechiaro?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Montechiaro is 37 inches.

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