Best Bossi Hotels in 2026 from HK$545 - Fully Refundable Options

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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.

A swimming pool with a clear view of the surrounding landscape, including trees and distant hills.

1. Castello di Bossi

Castelnuovo Berardenga

CESAR JAVIER

HK$570

HK$1,365 total

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.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

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

HK$766

HK$914 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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

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

3. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

HK$2,320

HK$2,623 total

includes taxes & fees

28 Oct - 29 Oct

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.

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

4. Precise House Montaperti Siena

Asciano

Dieter

HK$654

HK$773 total

includes taxes & fees

1 Nov - 2 Nov

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 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.

5. Hotel Le Fontanelle

Castelnuovo Berardenga

Cristina

HK$4,353

HK$4,877 total

includes taxes & fees

11 Oct - 12 Oct

A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.

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.

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

6. Hotel Executive

Scacciapensieri

Susan

HK$718

HK$816 total

includes taxes & fees

1 Nov - 2 Nov

A historic stone building with multiple windows and a courtyard.

A pool area with lounge chairs and a service person attending to a guest.

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.

An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.

7. Borgo San Felice Resort

Castelnuovo Berardenga

Cynthia

HK$5,661

HK$6,316 total

includes taxes & fees

25 Oct - 26 Oct

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

8. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Nigel

HK$1,506

HK$1,701 total

includes taxes & fees

28 Oct - 29 Oct

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.

An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

A restaurant with stone walls and a high ceiling, featuring tables set for dining.

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

Gaiole in Chianti

Rama

HK$2,618

HK$2,969 total

includes taxes & fees

30 Oct - 31 Oct

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

10. Four Points by Sheraton Siena

Scacciapensieri

Ralph

HK$1,157

HK$1,317 total

includes taxes & fees

27 Oct - 28 Oct

An aerial view of a village with terraced vineyards, stone buildings with sloped roofs, and a central pool surrounded by trees.

A pool area with a tiled deck, a large planter with red flowers, and a tree providing shade.

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

A bedroom with a bed, a wardrobe, a television, and a window with curtains.

11. Agriturismo San Sano

Gaiole in Chianti

Glen

HK$642

HK$741 total

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.

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

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

12. Castello di Tornano Wine Resort

Gaiole in Chianti

Lisa

HK$1,121

HK$1,304 total

includes taxes & fees

29 Oct - 30 Oct

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

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

A bathroom with a sink, mirror, and shower.

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

13. Sangallo Park Hotel

Vico Alto

Linda

HK$880

HK$995 total

includes taxes & fees

1 Nov - 2 Nov

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

A historic estate with a central courtyard, surrounded by lush gardens and vineyards.

14. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

GUANGMIN

HK$4,190

HK$4,698 total

includes taxes & fees

20 Oct - 21 Oct

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

A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.

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.

15. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

Samantha

HK$812

HK$965 total

includes taxes & fees

25 Oct - 26 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 spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.

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

16. The Club House

Castelnuovo Berardenga

Natalyn

HK$2,834

HK$3,206 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

17. Castello di Leonina Relais

Asciano

Meghan

HK$1,115

HK$1,280 total

includes taxes & fees

19 Oct - 20 Oct

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

A rustic outdoor setting with a stone building, round tables, and outdoor seating.

A modern living room with a white sofa, armchairs, and a coffee table.

A reception area with a wooden ceiling, a reception desk, and seating.

18. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

HK$2,134

HK$2,400 total

includes taxes & fees

8 Oct - 9 Oct

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

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

A modern waiting area with white chairs, glass tables, and a reception desk.

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

19. Best Western Hotel San Marco

Siena

C.K.

HK$731

HK$831 total

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 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.

20. Villa Montarioso

Montarioso

Michael

HK$633

HK$740 total

includes taxes & fees

13 Oct - 14 Oct

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Top Bossi Hotel Reviews

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."

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."

La Certosa di Pontignano

10/10 Excellent

"good to stay"

Hotel Borgo San Luigi

10/10 Excellent

"The property is absolutely beautiful. It’s peaceful and tranquil. The food at the restaurant is delicious and the breakfast buffet is plentiful with a ton of variety that will suit everyone’s pallet. The staff is very helpful and wonderful and will go above and beyond to make your stay very welcomed and comfortable. They accommodated us even when we were checking out and stored our luggage while we waited to check into our new destination. We were even given little goodie bags. Our room was comfortable and very clean. I can’t say enough nice things about this place. I would highly recommend."

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."

Borgo Scopeto Wine & Country Relais

8/10 Good

"Staff are nice!"

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."

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Concierge staff is fantastic. Bar staff as well. Location can’t be beat. Ground zero for Siena activity."

Hotel Chiusarelli

10/10 Excellent

"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."

More cheap stays in Bossi

Cannon d'Oro

Via Montanini 28 Siena SI

HK$455

HK$545 total

28 Oct - 29 Oct

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

HK$970

HK$1,111 total

4 Oct - 5 Oct

includes taxes & fees

7.8/10 Good! (442 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

HK$1,098

HK$1,252 total

28 Oct - 29 Oct

includes taxes & fees

10/10 Exceptional! (50 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

HK$1,143

HK$1,302 total

19 Oct - 20 Oct

includes taxes & fees

8.8/10 Excellent! (108 reviews)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

HK$570

HK$1,365 total

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 from HK$545

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. Dievole Wine Resort

4. Precise House Montaperti Siena

5. Hotel Le Fontanelle

6. Hotel Executive

7. Borgo San Felice Resort

8. Villa Scacciapensieri Boutique Hotel

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

10. Four Points by Sheraton Siena

11. Agriturismo San Sano

12. Castello di Tornano Wine Resort

13. Sangallo Park Hotel

14. Borgo Scopeto Wine & Country Relais

15. Ultimo Mulino Wellness Country Hotel

16. The Club House

17. Castello di Leonina Relais

18. Chapter Chianti, a Member of Design Hotels

19. Best Western Hotel San Marco

20. Villa Montarioso

Top Bossi Hotel Reviews

Fattoria di Vegi

Hotel Athena

La Certosa di Pontignano

Hotel Borgo San Luigi

Hotel Minerva

Borgo Scopeto Wine & Country Relais

Hu Norcenni Girasole Village

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Chiusarelli

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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