Top B&B in Chianti Region in 2026

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Our top choices for Chianti Region bed & breakfast

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.

1. La Certosa di Pontignano

Castelnuovo Berardenga

Leslie

2.836.024 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.

2. Borgo Del Cabreo

Greve in Chianti

Brian

7.001.396 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A narrow stone pathway leading to a rustic building with a wooden door and a window.

3. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

5.610.711 ₫ total

includes taxes & fees

4 Oct - 5 Oct

An outdoor patio with tables and chairs, string lights, and hanging glass globes.

4. Bed & Breakfast Le Terrazze del Chianti

Tavarnelle Val di Pesa

Robert

2.913.714 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.

5. Casale La Gora

Figline e Incisa Valdarno

Roberto

2.199.310 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A stone building with a circular window and a door, surrounded by purple flowers.

6. La pietra del cabreo

Greve in Chianti

Jorge Aaron

9.092.990 ₫ total

includes taxes & fees

15 Oct - 16 Oct

An outdoor dining area with a table and chairs, surrounded by greenery and a view of a building in the background.

7. Chiantirooms Guesthouse

Greve in Chianti

Pasquale

2.884.581 ₫ total

includes taxes & fees

2 Nov - 3 Nov

An outdoor dining area with tables and chairs, surrounded by greenery and a view of trees and hills.

8. Torrebianca Tuscany

Rignano sull'Arno

Roberto

2.587.032 ₫ total

includes taxes & fees

1 Nov - 2 Nov

9. Residenza Il Colle

Impruneta

ANTONIO

2.931.035 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A wine glass on a table with a view of a sunset and distant mountains.

10. Villa Sant'Uberto Country Inn

Radda in Chianti

Karine

3.082.825 ₫ total

includes taxes & fees

16 Oct - 17 Oct

A courtyard with a stone building featuring green shutters, surrounded by a lush green landscape and trees.

11. Arnolfo B&B

Colle di Val d'Elsa

Elsa

2.555.633 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A wooden chair and table with a bottle and wine glass.

12. B&B Poggiobonizio

Poggibonsi

ROBERT

2.088.317 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A stone building with a tiled roof, surrounded by greenery and a clear sky.

13. Brolio Agriroom

Gaiole in Chianti

Arturo

3.892.742 ₫ total

includes taxes & fees

8 Oct - 9 Oct

An outdoor dining area with a table and chairs, a potted plant, and a stone building with a balcony.

14. A Casa Da Agata

Loro Ciuffenna

Carolina

3.080.614 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by trees and mountains in the background.

15. Relais Villa al Vento

Figline e Incisa Valdarno

Ian

3.855.356 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A bed with grey linens, two pillows, and a woven blanket.

16. L'Una Dimora

Certaldo

Clarine

2.570.854 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A modern bedroom with a curved bed, a large mirror, and a jungle-themed mural.

17. San Sebastiano Suite & Luxury

Colle di Val d'Elsa

Nadia

2.552.802 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A wine bottle and glasses on a tray, a book, and a bouquet of flowers on a table outdoors with a view of trees and buildings.

18. B&B Il Poggiolo delle Rose

Impruneta

Suzanna

3.910.850 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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Top Chianti Region Hotel Reviews

Hotel Toscana Ambassador

8/10 Good

"Close to train station"

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"From the moment we checked in, This place was a Gem. From the friendly and helpful staff to the beautiful grounds, we were so impressed. Its hard to put into words how wonderful this Hotel is. The food, and drinks were incredible. We also celebrated my wife's birthday at this resort and they did a very special dinner for us to enjoy. Along with Campaign and a personalized Birthday dessert. Special thanks to Noamie (hope i got that right). She was absolutely wonderful. I could go on forever about this Resort. So easy to explore the region while calling this a comfortable landing spot. Can't thank the team enough for a wonderful stay."

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."

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."

Find out more about Chianti Region

Chianti Region B&B information

Number of reviews	1,539
Accommodation	30 B&B
Lowest Price	2.088.317 ₫
Highest Price	9.092.990 ₫

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region bed & breakfast

1. La Certosa di Pontignano

2. Borgo Del Cabreo

3. Castello di Fonterutoli Wine Resort

4. Bed & Breakfast Le Terrazze del Chianti

5. Casale La Gora

6. La pietra del cabreo

7. Chiantirooms Guesthouse

8. Torrebianca Tuscany

9. Residenza Il Colle

10. Villa Sant'Uberto Country Inn

11. Arnolfo B&B

12. B&B Poggiobonizio

13. Brolio Agriroom

14. A Casa Da Agata

15. Relais Villa al Vento

16. L'Una Dimora

17. San Sebastiano Suite & Luxury

18. B&B Il Poggiolo delle Rose

Top Chianti Region Hotel Reviews

Hotel Toscana Ambassador

Castello di Spaltenna- Small Luxury Hotels of the World

Palagina la Dimora

Villa I Barronci Resort & Spa

Fattoria di Vegi

Relais Vignale & Spa

Villa Le Barone

Hu Norcenni Girasole Village

Villa Il Palagio

Find out more about Chianti Region

Chianti Region B&B information

Explore a world of travel with Expedia

Search B&B in Chianti Region

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region bed & breakfast

1. La Certosa di Pontignano

2. Borgo Del Cabreo

3. Castello di Fonterutoli Wine Resort

4. Bed & Breakfast Le Terrazze del Chianti

5. Casale La Gora

6. La pietra del cabreo

7. Chiantirooms Guesthouse

8. Torrebianca Tuscany

9. Residenza Il Colle

10. Villa Sant'Uberto Country Inn

11. Arnolfo B&B

12. B&B Poggiobonizio

13. Brolio Agriroom

14. A Casa Da Agata

15. Relais Villa al Vento

16. L'Una Dimora

17. San Sebastiano Suite & Luxury

18. B&B Il Poggiolo delle Rose

Top Chianti Region Hotel Reviews

Hotel Toscana Ambassador

Find out more about Chianti Region

Chianti Region B&B information

Explore a world of travel with Expedia