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

Find a Bed and Breakfast in Chianti Region from CA $114

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Check prices for these dates

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

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 CA $138
CA $164 total
includes taxes & fees
Nov 2 - Nov 3
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 CA $271
CA $305 total
includes taxes & fees
Oct 18 - Oct 19
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 CA $361
CA $404 total
includes taxes & fees
Oct 11 - Oct 12
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 CA $103
CA $117 total
includes taxes & fees
Nov 2 - Nov 3
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 CA $125
CA $144 total
includes taxes & fees
Oct 25 - Oct 26
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 CA $203
CA $236 total
includes taxes & fees
Nov 7 - Nov 8
Cavarchino B&B
A stone building with a circular window and a door, surrounded by purple flowers.

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 CA $377
CA $421 total
includes taxes & fees
Oct 9 - Oct 10
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 CA $109
CA $120 total
includes taxes & fees
Oct 18 - Oct 19
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 CA $138
CA $158 total
includes taxes & fees
Nov 3 - Nov 4
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 CA $140
CA $159 total
includes taxes & fees
Nov 1 - Nov 2
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 CA $117
CA $132 total
includes taxes & fees
Nov 3 - Nov 4
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 CA $134
CA $154 total
includes taxes & fees
Oct 16 - Oct 17
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 CA $159
CA $187 total
includes taxes & fees
Oct 8 - Oct 9
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 CA $98
CA $114 total
includes taxes & fees
Oct 19 - Oct 20
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 CA $142
CA $156 total
includes taxes & fees
Oct 10 - Oct 11
A Casa Da Agata
A window with a view of buildings and a metal railing.

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 CA $125
CA $141 total
includes taxes & fees
Nov 7 - Nov 8
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 CA $173
CA $195 total
includes taxes & fees
Nov 7 - Nov 8
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 CA $172
CA $192 total
includes taxes & fees
Oct 26 - Oct 27
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 CA $127
CA $143 total
includes taxes & fees
Oct 22 - Oct 23
San Sebastiano Suite & Luxury
A rectangular swimming pool with a wooden deck, surrounded by lush greenery and a clear sky.

20. Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B

Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B
Terranuova Bracciolini
10.0 out of 10, Exceptional, (1 review)
"Our short stay could not have been better. After difficulty with our phones and GPS, we arrived to a very gracious Christina and a relaxing stay. The breakfasts we're outstanding. Thank you so much, Christina."
United States
Lynn P.
The price is CA $211
CA $216 total
includes taxes & fees
Oct 10 - Oct 11
Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B
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
890
Accommodation
32 B&B
Lowest Price
CA $114
Highest Price
CA $421

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Chianti Region?
Prices for B&Bs in Chianti Region often vary, but you can find a great deal from CA $114 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chianti Region B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Chianti Region B&B and a hotel?
Every Chianti Region B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chianti Region B&Bs.

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