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

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Check prices for these dates

Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
6 Nov - 8 Nov
In two months
4 Dec - 6 Dec

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

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (570 reviews)
"Everything about this property is wonderful from the lodging to the staff!"
United States
Leslie
The price is S$148
includes taxes & fees
2 Nov - 3 Nov
La Certosa di Pontignano
A narrow stone pathway leading to a rustic building with a wooden door and a window.

2. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (231 reviews)
"Excellent stay, great breakfast and helpful staff."
India
Saion
The price is S$274
includes taxes & fees
28 Oct - 29 Oct
Castello di Fonterutoli Wine Resort
A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.

3. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (286 reviews)
"Idyllic Tuscan hotel in the middle of the vineyards. Friendly staff. Great food. Easy location for seeing Chianti region."
United States
Brian
The price is S$370
includes taxes & fees
11 Oct - 12 Oct
Borgo Del Cabreo
A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.

4. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
9.6 out of 10, Exceptional, (29 reviews)
"The property was very clean and very nice and the breakfast was really good"
United States
Roberto
The price is S$105
includes taxes & fees
2 Nov - 3 Nov
Casale La Gora
An outdoor patio with tables and chairs, string lights, and hanging glass globes.

5. Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (41 reviews)
"Very friendly owner and excellent breakfast variety. Room decorated with a lot of attention to detail. We would love to come back another time! "
Germany
Robert
The price is S$130
includes taxes & fees
1 Nov - 2 Nov
Bed & Breakfast Le Terrazze del Chianti
A stone building with a tiled roof, surrounded by a well-maintained garden and a view of rolling hills.

6. Cavarchino B&B

Cavarchino B&B
Gaiole in Chianti
10.0 out of 10, Exceptional, (49 reviews)
"Hosts Carolina and Greta were very friendly and helpful! Breakfasts were wonderful and the swimming pool was very welcome in the heat."
Canada
Victor
The price is S$219
includes taxes & fees
7 Nov - 8 Nov
Cavarchino B&B
A bathroom with a double sink vanity, a large mirror, and a window with a view.

7. La pietra del cabreo

La pietra del cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (136 reviews)
"It was incredible! Amazing place! Totally recommend!"
Mexico
Jorge Aaron
The price is S$426
includes taxes & fees
25 Oct - 26 Oct
La pietra del cabreo
An outdoor dining area with tables and chairs, surrounded by greenery and a view of trees and hills.

8. Torrebianca Tuscany

Torrebianca Tuscany
Rignano sull'Arno
9.6 out of 10, Exceptional, (46 reviews)
"Very nice hotel."
United States
Roberto
The price is S$130
includes taxes & fees
18 Oct - 19 Oct
Torrebianca Tuscany
An outdoor dining area with a table and chairs, surrounded by greenery and a view of a building in the background.

9. Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (52 reviews)
"Friendly host and great place to stay. "
Canada
Pasquale
The price is S$142
includes taxes & fees
6 Nov - 7 Nov
Chiantirooms Guesthouse
Outdoor pool

10. Residenza Il Colle

Residenza Il Colle
Impruneta
9.4 out of 10, Exceptional, (67 reviews)
"A great place to stay, surrounded by a wonderful landscape. And very friendly staff"
United States
ANTONIO
The price is S$143
includes taxes & fees
1 Nov - 2 Nov
Residenza Il Colle
A courtyard with a stone building featuring green shutters, surrounded by a lush green landscape and trees.

11. Arnolfo B&B

Arnolfo B&B
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (29 reviews)
"Stunning property in a cute hilltop town. Garden with tables and lounge chairs to have breakfast or hang out in the evenings. The rooms have nice details and good quality beds. "
France
Elsa
The price is S$118
includes taxes & fees
2 Nov - 3 Nov
Arnolfo B&B
A wine glass on a table with a view of a sunset and distant mountains.

12. Villa Sant'Uberto Country Inn

Villa Sant'Uberto Country Inn
Radda in Chianti
8.4 out of 10, Very good, (34 reviews)
"Flott beliggenhet med herlig utsikt over dal, solnedgang og sol på frokostområdet. Hyggelig personale. Merknad: Wifi fungerte kun for oss i fellesområdet/hovedbygget."
Norway
Karine
The price is S$145
includes taxes & fees
16 Oct - 17 Oct
Villa Sant'Uberto Country Inn
A stone building with a tiled roof, surrounded by greenery and a clear sky.

13. Brolio Agriroom

Brolio Agriroom
Gaiole in Chianti
8.8 out of 10, Excellent, (10 reviews)
"Ricasoli is stunning, and nice place to stay nearby"
United States
Arturo
The price is S$168
includes taxes & fees
8 Oct - 9 Oct
Brolio Agriroom
A wooden chair and table with a bottle and wine glass.

14. B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (76 reviews)
"Don't be fooled by outside entrance, it was.very nice inside.was very attentive and helpful. Room had everything and great shower room. Lovely breakfast and kitchen that allowed you to cook should you desire. Great stay Bob"
United Kingdom
ROBERT
The price is S$103
includes taxes & fees
12 Oct - 13 Oct
B&B Poggiobonizio
An outdoor dining area with a table and chairs, a potted plant, and a stone building with a balcony.

15. A Casa Da Agata

A Casa Da Agata
Loro Ciuffenna
10.0 out of 10, Exceptional, (3 reviews)
"Our stay was aboslutely wonderful! The house and farm lies high up in the Tuscan hills and we were immersed in lush greenery with a river flowing nearby. Lorenzo was very welcoming and cooked us a delicious Tuscan dinner every night. We also loved his beautiful dog and two cats who made our stay extra nice! The room was sprakling clean and very cozy. "
United States
Carolina
The price is S$132
includes taxes & fees
9 Oct - 10 Oct
A Casa Da Agata
A bed with grey linens, two pillows, and a woven blanket.

16. L'Una Dimora

L'Una Dimora
Certaldo
8.4 out of 10, Very good, (9 reviews)
"The location was excellent with convenient distances from the funicular, the train, restaurants and the square. Very safe and pleasant."
United States
Clarine
The price is S$126
includes taxes & fees
31 Oct - 1 Nov
L'Una Dimora
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.

17. B&B Il Poggiolo delle Rose

B&B Il Poggiolo delle Rose
Impruneta
9.4 out of 10, Exceptional, (88 reviews)
"Great place to stay. The manager (or owner, I am not sure) was very helpful and accomodating, pointing us to the best places to visit/park in Florence city. There were great breakfast options on site and the rooms are very clean despite not being a 5-star hotel. Thank you for hosting us during our 1-night stay in Florence!"
United States
Suzanna
The price is S$177
includes taxes & fees
6 Nov - 7 Nov
B&B Il Poggiolo delle Rose
A swimming pool with lounge chairs and umbrellas, surrounded by trees and mountains in the background.

18. Relais Villa al Vento

Relais Villa al Vento
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (91 reviews)
"Friendly staff, great breakfast and beautiful location"
Canada
Ian
The price is S$173
includes taxes & fees
22 Oct - 23 Oct
Relais Villa al Vento
A modern bedroom with a curved bed, a large mirror, and a jungle-themed mural.

19. San Sebastiano Suite & Luxury

San Sebastiano Suite & Luxury
Colle di Val d'Elsa
8.0 out of 10, Very good, (9 reviews)
"Great location and beautiful place to stay. Loved the interior decorating and host was good too. Would stay again. "
Canada
Nadia
The price is S$128
includes taxes & fees
22 Oct - 23 Oct
San Sebastiano Suite & Luxury
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chianti Region Hotel Reviews

Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"What a gorgeous place! We loved it here and can’t wait to go back!"
Sarah 3-night trip
Posted 1 day ago
Castello Vicchiomaggio

Find out more about Chianti Region

Chianti Region B&B information

Number of reviews
889
Accommodation
30 B&B
Lowest Price
S$103
Highest Price
S$426

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