Bossi Hotels from €59 - Fully Refundable Options

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Our top choices for Bossi hotels

A courtyard with stone walls, arched windows, and potted plants.

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.

A rustic interior with a stone wall, a wooden staircase, and a view of the outdoors.

1. Castello di Bossi

Castelnuovo Berardenga

CESAR JAVIER

€154

includes taxes & fees

20 Oct - 21 Oct

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.

2. La Certosa di Pontignano

Castelnuovo Berardenga

Leslie

€103

includes taxes & fees

2 Nov - 3 Nov

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

Glen

€75

includes taxes & fees

18 Oct - 19 Oct

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

A historic stone building with a large arched window and a small balcony.

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.

4. Castello di Tornano Wine Resort

Gaiole in Chianti

Lisa

€157

includes taxes & fees

25 Oct - 26 Oct

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.

5. Palace Hotel Due Ponti

Due Ponti

Adam

€80

includes taxes & fees

1 Nov - 2 Nov

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.

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.

6. Precise House Montaperti Siena

Asciano

Dieter

€87

includes taxes & fees

1 Nov - 2 Nov

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

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

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.

7. Hotel Casafrassi

Castellina in Chianti

Stuart

€65

includes taxes & fees

6 Oct - 7 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 brick building with a large arched entrance, a metal gate, and a wooden door.

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

8. Castello di Leonina Relais

Asciano

Meghan

€124

includes taxes & fees

16 Oct - 17 Oct

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 dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.

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

9. Hotel Executive

Scacciapensieri

Susan

€92

includes taxes & fees

1 Nov - 2 Nov

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

10. Villa Montarioso

Montarioso

Michael

€85

includes taxes & fees

3 Nov - 4 Nov

A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.

An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.

A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.

A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

11. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

Ariel

€99

includes taxes & fees

22 Oct - 23 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 hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.

A bathroom with a sink, mirror, and shower.

12. Sangallo Park Hotel

Vico Alto

Linda

€108

includes taxes & fees

2 Nov - 3 Nov

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

A historic building with a sign reading "Borgo Antico" and a "Ristorante" sign below.

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

13. Hotel Borgo Antico

Monteroni d'Arbia

Charles

€97

includes taxes & fees

31 Oct - 1 Nov

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

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

14. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

€295

includes taxes & fees

28 Oct - 29 Oct

A modern building with a sign reading 'HOTEL SAN MARCO.'

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

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

15. Best Western Hotel San Marco

Siena

C.K.

€93

includes taxes & fees

1 Nov - 2 Nov

A hotel entrance with a double door, two wall-mounted light fixtures, and a sign indicating a no-smoking policy.

A poolside area with lounge chairs, a lifebuoy, and a stone wall.

A spacious dining area with a high arched ceiling, a red patterned rug, and several chairs.

A buffet table with various breakfast items including pastries, fruits, and beverages.

16. Hotel La Colonna

Siena

Terese

€48

includes taxes & fees

3 Nov - 4 Nov

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

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.

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

17. Four Points by Sheraton Siena

Scacciapensieri

Ralph

€139

includes taxes & fees

2 Nov - 3 Nov

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

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

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

18. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

€114

includes taxes & fees

6 Oct - 7 Oct

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

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

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

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

19. The Club House

Castelnuovo Berardenga

Natalyn

€361

includes taxes & fees

1 Nov - 2 Nov

A modern lobby with white leather sofas, a glass coffee table, and potted plants.

A spacious lobby with white furniture, a coffee station, and a view of the outdoors.

A hotel room with a bed, bedside table, and a mirror. There is a small desk with a chair and a vase of flowers. The room has a modern design with a neutral color palette.

A modern living room with a sofa, a dining table, and a TV stand.

20. ApartHotel Anghel

Siena

Lauro

€79

includes taxes & fees

12 Oct - 13 Oct

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Top Bossi Hotel Reviews

Four Points by Sheraton Siena

8/10 Good

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

Fattoria di Vegi

10/10 Excellent

"The entire estate was perfectly curated, every aspect was completely flawless. Food and wine…. 10/10. Best place we’ve ever stayed."

Borgo Vescine

10/10 Excellent

"The staff was amazing and incredibly kind."

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."

Il Chiostro del Carmine

10/10 Excellent

"Room clean large spacious staff friendly helpful good quiet location great views"

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."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"A peaceful luxurious stay with amazing amenities, 6 star service & and amazing dinner restaurant."

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."

Hu Norcenni Girasole Village

10/10 Excellent

"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."

More cheap stays in Bossi

Cannon d'Oro

Via Montanini 28 Siena SI

€59

1 Nov - 2 Nov

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

€86

4 Nov - 5 Nov

includes taxes & fees

7.8/10 Good! (447 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

€86

4 Nov - 5 Nov

includes taxes & fees

10/10 Exceptional! (50 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

€96

5 Nov - 6 Nov

includes taxes & fees

8.8/10 Excellent! (109 reviews)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

€154

20 Oct - 21 Oct

includes taxes & fees

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

Frequently asked questions

Where is the best place to stay in Bossi?

Hotel Athena, located 7.4 mi (12 km) from the heart of Bossi, is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are La Certosa di Pontignano and Grand Hotel Continental Siena – Starhotels Collezione. See all available top hotels, or vacation rentals in Bossi.

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

Borgo Argiano: This holiday home rental outside of Bossi 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 Bossi.

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

Yes! Most hotel room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Bossi.

What's the best dog-friendly accommodation option in Bossi?

Castello di Bossi is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Bossi.

What are some accommodation options with pools in Bossi?

Fattoria di Vegi: Offers a rooftop terrace, an outdoor pool and a snack bar/deli. Another choice that features an on-site pool is Castello di Spaltenna- Small Luxury Hotels of the World. View all hotels with pools in Bossi.

What is staying in Bossi like?

Travellers to Bossi will find plenty to explore and enjoy. In Bossi, there are 20 hotels and other accommodation options to choose from. Find out more about Bossi.

What are the top places to visit in Bossi?

Places to visit in the wider area include Castle of Brolio, Siena Circuit and Cantalici Winery. You'll also find Meleto Castle and Villa a Sesta Polo Club in the area. Take a look at what more there is to see and do in Expedia's Bossi guide.

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.

Bossi Hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Bossi

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Bossi hotels

1. Castello di Bossi

2. La Certosa di Pontignano

3. Agriturismo San Sano

4. Castello di Tornano Wine Resort

5. Palace Hotel Due Ponti

6. Precise House Montaperti Siena

7. Hotel Casafrassi

8. Castello di Leonina Relais

9. Hotel Executive

10. Villa Montarioso

11. Ultimo Mulino Wellness Country Hotel

12. Sangallo Park Hotel

13. Hotel Borgo Antico

14. Dievole Wine Resort

15. Best Western Hotel San Marco

16. Hotel La Colonna

17. Four Points by Sheraton Siena

18. Belvedere di San Leonino

19. The Club House

20. ApartHotel Anghel

Top Bossi Hotel Reviews

Four Points by Sheraton Siena

Fattoria di Vegi

Borgo Vescine

Castello di Spaltenna- Small Luxury Hotels of the World

Il Chiostro del Carmine

Hotel Borgo San Luigi

Borgo Scopeto Wine & Country Relais

Hotel Minerva

Hu Norcenni Girasole Village

More cheap stays in Bossi

Cannon d'Oro

Piccolo Hotel Etruria

Torre del Fuggisole

Albergo Centrale

Castello di Bossi

Porta Pispini Residence

Frequently asked questions

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