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Check prices for these dates

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

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Our top choices for Bossi hotels

A courtyard with stone walls, arched windows, and potted plants.
A rustic interior with a stone wall, a wooden staircase, and a view of the outdoors.
A covered outdoor area with brick arches, potted plants, and a door leading to a building.
An outdoor courtyard with stone walls, arched windows, and potted plants.

1. Castello di Bossi

Castello di Bossi
Castelnuovo Berardenga
Mexico
CESAR JAVIER
1.875.769 ₫
4.490.944 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Castello di Bossi
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.
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.
A table set for breakfast with various dishes, drinks, and a newspaper.

2. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
14.299.866 ₫
16.021.925 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Hotel Le Fontanelle
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.

3. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
7.633.773 ₫
8.631.135 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Dievole Wine Resort
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 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.

4. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
2.519.863 ₫
3.005.834 ₫ total
includes taxes & fees
19 Oct - 20 Oct
La Certosa di Pontignano
A historic stone building with multiple windows and a courtyard.
A room with a large window overlooking a landscape with trees and hills. There are two upholstered sofas with a patterned rug in the center.
A stone building with outdoor seating and a garden with roses.
A pool area with lounge chairs and a service person attending to a guest.

5. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
18.612.472 ₫
20.766.201 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Borgo San Felice Resort
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.
An outdoor dining area with tables and chairs, covered by a canopy, and surrounded by greenery.

6. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Susan
2.361.125 ₫
2.684.983 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Hotel Executive
A large building with multiple rooms, surrounded by a field of lavender.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.
An arched brick corridor leading to a dining area with tables set for a meal.

7. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Scott
10.319.583 ₫
11.644.023 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Borgo Scopeto Wine & Country Relais
A terrace with multiple sun loungers and a scenic view of green fields and hills.
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.
A spa room with a reception desk, a massage chair, and a window with blinds.

8. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
Canada
Dieter
2.151.427 ₫
2.542.059 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Precise House Montaperti Siena
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.
A stone building with a garden, tall trees, and a clear blue sky.

9. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
Canada
Sonja
8.614.756 ₫
9.768.597 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
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.
A historic stone building with a large arched window and a small balcony.

10. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
3.688.007 ₫
4.290.792 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Castello di Tornano Wine Resort
A courtyard with a lemon tree, potted plants, and a building with arched windows.
A room with a large window offering a view of a landscaped garden with trees and a pathway.
A swimming pool surrounded by lush greenery and a stone pathway.
A large, historic building with a covered patio and a well-maintained garden.

11. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
United Kingdom
Nigel
4.953.577 ₫
5.595.176 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Villa Scacciapensieri Boutique Hotel
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 reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

12. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
United States
Ralph
3.613.479 ₫
4.062.572 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Four Points by Sheraton Siena
A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.
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.
An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.

13. The Club House

The Club House
Castelnuovo Berardenga
United States
Natalyn
9.309.941 ₫
10.533.007 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Club House
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.
A bathroom with a sink, mirror, and shower.
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.

14. Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
United Kingdom
Linda
2.778.576 ₫
3.144.179 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Sangallo Park Hotel
A modern building with a sign reading "Palace Hotel."
A modern building entrance with a glass door reflecting a parking lot and trees.
A buffet setup with various food items including yogurt cups, fruits, and a bowl of grapes.
Room

15. Palace Hotel Due Ponti

Palace Hotel Due Ponti
Due Ponti
United States
Adam
2.034.078 ₫
2.325.230 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Palace Hotel Due Ponti
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 brick building with a large arched entrance, a metal gate, and a wooden door.
A spacious dining area with round tables and wicker chairs, a patterned rug, and a wooden ceiling.

16. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
Canada
Meghan
2.591.455 ₫
3.026.089 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Castello di Leonina Relais
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A modern living room with a white sofa, armchairs, and a coffee table.
A compact living space with a wooden ceiling, a white sofa, a small table, a potted plant, and a cabinet with circular designs.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.

17. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
7.009.738 ₫
7.885.955 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Chapter Chianti, a Member of Design Hotels
A swimming pool with lounge chairs and a person in a patterned dress.
An indoor dining area with tables set for meals, stone walls, and hanging light fixtures.
A stone building with a swimming pool, surrounded by a well-maintained garden and a clear sky.
A stone staircase with candles and a sign reading "CANTINA".

18. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
Castelnuovo Berardenga
United Kingdom
G
14.741.078 ₫
16.507.668 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Castel Monastero - The Leading Hotels of the World
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 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.

19. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
1.898.871 ₫
2.205.751 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Agriturismo San Sano
A hotel room with a large bed, a vanity with a mirror, and a green archway.
A dining area with round tables, chairs, chandeliers, and large windows with curtains.
An arched hallway with a marble reception desk, potted plants, and a staircase in the background.
A covered outdoor seating area with a pool in the background.

20. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
United States
Tulsi
8.231.033 ₫
9.229.626 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Hotel Certosa Di Maggiano
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Top Bossi Hotel Reviews

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"This hotel was PERFECT for our honeymoon trip to Siena. It was peaceful and quiet, but still close enough to get to the city centre and the train station easily. The pool was a perfect oasis after hot days. The staff were so friendly and helpful. The terrace was a gorgeous place for a night cap at the end of the night. We would definitely stay here again."
Victoria 6-night trip
Posted 21 hours ago
Villa Scacciapensieri Boutique Hotel
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 1 day ago
Borgo Vescine
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."
Sonja 3-night trip
Posted 1 day ago
Castello di Spaltenna- Small Luxury Hotels of the World
Hotel Borgo San Luigi

Hotel Borgo San Luigi

8/10 Good
"Great breakfast and clean room. However, not a very kid friendly with no high chair available in the room and the few ones in the restaurant were broken or dirty. Good place for adulte."
Samuel 2-night trip
Posted 2 days ago
Hotel Borgo San Luigi
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"A peaceful luxurious stay with amazing amenities, 6 star service & and amazing dinner restaurant."
Scott 4-night trip
Posted 2 days ago
Borgo Scopeto Wine & Country Relais
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."
Elizabeth 1-night trip
Posted 3 days ago
Fattoria di Vegi
Hotel Athena

Hotel Athena

10/10 Excellent
"The hotel is wonderful! The staff is extremely friendly and helpful. The location is great…jut a short walk to shopping, restaurants, and the cathedral. Our room was very clean and the beds were comfortable. The view from the terrace is stunning."
Michele 2-night trip
Posted 4 days ago
Hotel Athena
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"good to stay"
Jinhee 1-night trip
Posted 4 days ago
La Certosa di Pontignano
Hotel Minerva

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."
Michael 1-night trip
Posted 5 days ago
Hotel Minerva

More cheap stays in Bossi

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
1.495.645 ₫
1.791.451 ₫ total
29 Oct - 30 Oct
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
2.407.869 ₫
2.736.401 ₫ total
3 Nov - 4 Nov
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
2.476.788 ₫
2.812.212 ₫ total
3 Nov - 4 Nov
includes taxes & fees
8.8/10 Excellent! (109 reviews)
Albergo Centrale
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
2.520.661 ₫
2.918.968 ₫ total
6 Oct - 7 Oct
includes taxes & fees
7.8/10 Good! (446 reviews)
Piccolo Hotel Etruria
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
1.875.769 ₫
4.490.944 ₫ total
20 Oct - 21 Oct
includes taxes & fees
Castello di Bossi
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence

Hotels in Bossi with star rating

Frequently asked questions

What's the seasonal weather like in Bossi?
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 Bossi is 946 mm.

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