Hotels in Guistrigona

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Where to stay in Guistrigona?

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

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.

1. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

$95

$113 total

includes taxes & fees

Nov 16 - Nov 17

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

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

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

A brick building with a large arched entrance, a metal gate, and a wooden door.

2. Castello di Leonina Relais

Asciano

$140

$160 total

includes taxes & fees

Nov 5 - Nov 6

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 wooden door, outdoor seating, and a pergola with vines.

A stone building with a window and a light fixture.

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

3. Agriturismo San Sano

Gaiole in Chianti

$73

$85 total

includes taxes & fees

Oct 27 - Oct 28

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

4. Precise House Montaperti Siena

Asciano

$93

$109 total

includes taxes & fees

Nov 15 - Nov 16

A courtyard with outdoor seating, a covered area, and a building with brick walls and green shutters.

A bedroom with a bed, a sofa, a desk, and a TV. There are windows with curtains and a view of greenery outside.

A living room with a white sofa, a coffee table, and a painting of a historical scene. There is a lamp, a small table with a plant, and a sign indicating room numbers.

A restaurant with a high ceiling, brick walls, and a bar area with a variety of bottles. There are tables and chairs for dining, and a television is visible on the right side.

5. Hotel Borgo Antico

Monteroni d'Arbia

$97

$112 total

includes taxes & fees

Oct 26 - Oct 27

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

A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.

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.

6. Villa Montarioso

Montarioso

$76

$89 total

includes taxes & fees

Nov 15 - Nov 16

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.

A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

7. The Club House

Castelnuovo Berardenga

$357

$404 total

includes taxes & fees

Nov 1 - Nov 2

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

$95

$108 total

includes taxes & fees

Nov 1 - Nov 2

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

A stone building with a tower, surrounded by people dining at tables with candles.

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

A stone archway leading to a window with a view of tall trees and a distant landscape.

9. Castello di Tornano Wine Resort

Gaiole in Chianti

$141

$164 total

includes taxes & fees

Oct 27 - Oct 28

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

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

10. Four Points by Sheraton Siena

Scacciapensieri

$135

$152 total

includes taxes & fees

Nov 15 - Nov 16

A buffet counter with various food items including pastries, a pie, and a bowl of eggs.

A hotel entrance with a glass door, a metal frame, and a light fixture above.

A hotel room with a bed, bedside tables, a desk, and a chair.

A conference room with rows of chairs, a projector, a whiteboard, and a podium.

11. Best Western Hotel San Marco

Siena

$92

$105 total

includes taxes & fees

Nov 1 - Nov 2

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

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

12. Dievole Wine Resort

Castelnuovo Berardenga

$272

$309 total

includes taxes & fees

Nov 14 - Nov 15

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

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

A room with a large window offering a view of a landscaped garden with trees and a pathway.

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

13. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

$190

$214 total

includes taxes & fees

Oct 24 - Oct 25

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 bar area with brick arches, wooden barrels, leather seating, and a wine rack.

14. Hotel Casafrassi

Castellina in Chianti

$56

$68 total

includes taxes & fees

Oct 26 - Oct 27

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

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

A bathroom with a sink, mirror, and shower.

A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

15. Sangallo Park Hotel

Vico Alto

$107

$121 total

includes taxes & fees

Nov 6 - Nov 7

A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.

A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.

A table set for breakfast with various dishes, drinks, and a newspaper.

A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

16. Hotel Le Fontanelle

Castelnuovo Berardenga

$549

$615 total

includes taxes & fees

Oct 27 - Oct 28

A table set for breakfast with a scenic view of hills and a cloudy sky.

A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.

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.

17. Palazzo di Valli

Siena

$113

$128 total

includes taxes & fees

Nov 21 - Nov 22

A swimming pool with lounge chairs and a person in a patterned dress.

A person performing a yoga pose in a grassy area with a historic building in the background.

An indoor dining area with tables set for meals, stone walls, and hanging light fixtures.

A stone staircase with candles and a sign reading "CANTINA".

18. Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

$565

$633 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A rustic stone building with a garden in front.

19. Belvedere di San Leonino

Castellina in Chianti

$107

$124 total

includes taxes & fees

Oct 30 - Oct 31

A stone building with multiple windows and a central entrance.

A narrow stone pathway leading to a stone archway, surrounded by lush greenery and a stone wall.

A terrace with a sofa and cushions, overlooking a cityscape and mountains.

A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.

20. Fondaco del Moro

Civitella in Val di Chiana

$67

$74 total

includes taxes & fees

Oct 22 - Oct 23

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Go beyond your typical stay in Guistrigona

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Check out reviews of Guistrigona hotels guests love

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

Villa Ermellina Siena, a Tribute Portfolio Hotel

8/10 Good

"We were in one of the other wings so it wasn't in the main building. It was a rainy week and we had a wedding and there were no rooms in the main building to accommodate us. There is no overhead so you will get wet and there are a million stairs to get to that wing (you will need help if you have a ton of luggage as well). The hotel is far from city center too, you need to plan your cabs out accordingly."

La Certosa di Pontignano

10/10 Excellent

"Great location amazing place"

Il Chiostro del Carmine

8/10 Good

"We really enjoyed our stay at Il Chiostro del Carmine. The hotel is definitely a little older, but that was part of the charm for us. Staying inside a former monastery gave the property so much character and made it feel completely different from a typical hotel. The location was also excellent. It sits just outside the busiest part of Siena, but we were still within about a 10-minute walk of pretty much everything we wanted to see or do. The atmosphere was peaceful, the setting was unique, and it fit Siena perfectly. If you prefer hotels with history and character over ultra-modern ones, this is a great place to stay."

Fattoria di Vegi

10/10 Excellent

"We loved our stay here! It was the perfect place to slow down and take in the beauty of Tuscany. We enjoyed the cooking class and wine tasting we took with the other couples staying there. Highly recommend booking this as part of your stay! We also enjoyed the amenities they offered like the art room - we set up easels in the grass, drank wine, and drew each other’s portraits which ended up being pretty funny. The food at the restaurant was good although it felt like some of the dishes could’ve been simpler. Our favorite dishes was the pasta with mushrooms and the pizzas on pizza night. The majority of the staff was friendly too. Highly recommend this location if you’re looking for a beautifully designed, relaxing location with amenities/activities. We hope to be back!"

Hotel Chiusarelli

8/10 Good

"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."

Four Points by Sheraton Siena

8/10 Good

"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."

Borgo Vescine

10/10 Excellent

"The staff was amazing and incredibly kind."

Frequently asked questions

What hotels do travelers recommend in Guistrigona?

Guests like Hotel Athena, La Certosa di Pontignano and Grand Hotel Continental Siena – Starhotels Collezione.

Can I book refundable hotels in Guistrigona?

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

What will the weather in Guistrigona be like during my vacation?

August and July are typically the warmest months in Guistrigona when the average temp is 72°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.

Why should I book my Guistrigona hotel through Hotels.com?

There are plenty of reasons to book your Guistrigona 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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