Chianti Region B&B

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

P6,857 total

includes taxes & fees

Oct 25 - Oct 26

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

P16,807 total

includes taxes & fees

Oct 4 - Oct 5

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

P13,566 total

includes taxes & fees

Oct 4 - Oct 5

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

P7,045 total

includes taxes & fees

Nov 1 - Nov 2

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

5. Casale La Gora

Figline e Incisa Valdarno

Roberto

P5,317 total

includes taxes & fees

Nov 1 - Nov 2

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

6. La pietra del cabreo

Greve in Chianti

Jorge Aaron

P21,828 total

includes taxes & fees

Oct 18 - Oct 19

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

P6,974 total

includes taxes & fees

Nov 1 - Nov 2

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

P6,114 total

includes taxes & fees

Oct 16 - Oct 17

9. Residenza Il Colle

Impruneta

ANTONIO

P7,087 total

includes taxes & fees

Nov 1 - Nov 2

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

P7,655 total

includes taxes & fees

Oct 6 - Oct 7

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

P6,179 total

includes taxes & fees

Nov 2 - Nov 3

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

12. B&B Poggiobonizio

Poggibonsi

ROBERT

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

13. Brolio Agriroom

Gaiole in Chianti

Arturo

P9,412 total

includes taxes & fees

Oct 8 - Oct 9

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

P7,434 total

includes taxes & fees

Oct 4 - Oct 5

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

P9,321 total

includes taxes & fees

Oct 29 - Oct 30

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

16. L'Una Dimora

Certaldo

Clarine

P6,216 total

includes taxes & fees

Oct 4 - Oct 5

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

P6,128 total

includes taxes & fees

Oct 5 - Oct 6

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

P9,456 total

includes taxes & fees

Nov 2 - Nov 3

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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."

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