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
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

Our top choices for Chianti Region bed & breakfast

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

1. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (579 reviews)
"Great location amazing place"
United States
Rodolfo
$87 nightly
The price is $105
Nov 29 - Nov 30
Total with taxes and fees
La Certosa di Pontignano - Place of Charme
A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

2. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 reviews)
"The staff and experience staying at Castello Di Fonterutoli was amazing! Everyone was so kind and welcoming! Cannot wait to go back☺️"
United States
Micaela
$168 nightly
The price is $190
Nov 17 - Nov 18
Total with taxes and fees
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, (288 reviews)
"Idyllic Tuscan hotel in the middle of the vineyards. Friendly staff. Great food. Easy location for seeing Chianti region."
United States
Brian
$164 nightly
The price is $185
Oct 31 - Nov 1
Total with taxes and fees
Borgo Del Cabreo
A stone building with a tiled pathway leading to a large planter.

4. La pietra del cabreo

La pietra del cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (145 reviews)
"Breathtaking views, clean room and kind and friendly staff"
United States
Morvarid
$169 nightly
The price is $191
Oct 30 - Oct 31
Total with taxes and fees
La pietra del cabreo
An outdoor dining area with a table and chairs, surrounded by greenery and a view of a building in the background.

5. Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (53 reviews)
"Friendly host and great place to stay. "
Canada
Pasquale
$93 nightly
The price is $107
Nov 2 - Nov 3
Total with taxes and fees
Chiantirooms Guesthouse
A courtyard with snow-covered plants and a metal railing.

6. Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (45 reviews)
"Unique was the Terrasse… wonderful view on the village and surroundings"
Germany
Janine und Thomas
$92 nightly
The price is $105
Nov 19 - Nov 20
Total with taxes and fees
Bed & Breakfast Le Terrazze del Chianti
An outdoor dining area with tables and chairs, surrounded by greenery and a view of trees and hills.

7. Torrebianca Tuscany

Torrebianca Tuscany
Rignano sull'Arno
9.6 out of 10, Exceptional, (47 reviews)
"Very nice hotel."
United States
Roberto
$70 nightly
The price is $77
Nov 15 - Nov 16
Total with taxes and fees
Torrebianca Tuscany
Outdoor pool

8. Residenza Il Colle

Residenza Il Colle
Impruneta
9.4 out of 10, Exceptional, (72 reviews)
"Peaceful place to relax and sleep, clean, beautiful property, delicious healthy breakfast. Was the best option, staff was really helpful all the time."
United States
Maria
$85 nightly
The price is $97
Nov 1 - Nov 2
Total with taxes and fees
Residenza Il Colle
A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.

9. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
9.6 out of 10, Exceptional, (30 reviews)
"The property was very clean and very nice and the breakfast was really good"
United States
Roberto
$68 nightly
The price is $76
Nov 8 - Nov 9
Total with taxes and fees
Casale La Gora
An outdoor dining area with a table and chairs, a potted plant, and a stone building with a balcony.

10. 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
$95 nightly
The price is $105
Oct 31 - Nov 1
Total with taxes and fees
A Casa Da Agata
A stone building with a tiled roof, surrounded by greenery and a clear sky.

11. Brolio Agriroom

Brolio Agriroom
Gaiole in Chianti
8.8 out of 10, Excellent, (11 reviews)
"Ricasoli is stunning, and nice place to stay nearby"
United States
Arturo
$91 nightly
The price is $109
Nov 5 - Nov 6
Total with taxes and fees
Brolio Agriroom
A courtyard with a stone building featuring green shutters, surrounded by a lush green landscape and trees.

12. 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
$80 nightly
The price is $90
Nov 3 - Nov 4
Total with taxes and fees
Arnolfo B&B
A hotel room with a wooden desk, a television, two beds, and a large window with curtains.

13. B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (77 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
$64 nightly
The price is $70
Nov 29 - Nov 30
Total with taxes and fees
B&B Poggiobonizio
A bed with grey linens, two pillows, and a woven blanket.

14. 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
$79 nightly
The price is $90
Oct 31 - Nov 1
Total with taxes and fees
L'Una Dimora
A staircase leading to a building with a view of a town and hills in the background.

15. B&B Il Poggiolo delle Rose

B&B Il Poggiolo delle Rose
Impruneta
9.4 out of 10, Exceptional, (88 reviews)
"The host was very helpful in recommending various options for our visit and for a great dinner closeby"
United States
Johan
$123 nightly
The price is $139
Nov 28 - Nov 29
Total with taxes and fees
B&B Il Poggiolo delle Rose
A large, two-story building with a symmetrical facade, a central entrance with a staircase, and a well-maintained lawn with a circular garden feature.

16. Relais Villa al Vento

Relais Villa al Vento
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (93 reviews)
"Friendly staff, great breakfast and beautiful location"
Canada
Ian
$118 nightly
The price is $132
Nov 4 - Nov 5
Total with taxes and fees
Relais Villa al Vento
A modern bedroom with a curved bed, a large mirror, and a jungle-themed mural.

17. 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
$71 nightly
The price is $80
Nov 3 - Nov 4
Total with taxes and fees
San Sebastiano Suite & Luxury
A rectangular swimming pool with a wooden deck, surrounded by lush greenery and a clear sky.

18. 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.
$147 nightly
The price is $151
Oct 30 - Oct 31
Total with taxes and fees
Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B
A historic building with a bell tower, surrounded by lush greenery and a view of distant hills.

19. "Behind the Walls" Vacation Home

"Behind the Walls" Vacation Home
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (1 review)
$214 nightly
The price is $214
Oct 31 - Nov 1
Total with taxes and fees
"Behind the Walls" Vacation Home
A dining area with a wooden table, chairs, a vase with sunflowers, and a wooden cabinet with glass doors.

20. A'Loro B&B

A'Loro B&B
Terranuova Bracciolini
9.2 out of 10, Wonderful, (5 reviews)
"We loved staying here. Barbara was kind, accommodating and made us feel really welcome. She was super with our little daughter. This place has also a hidden gem of a waterfall at a walking distance from the property. Loro Ciuffenna and its surroundings (including Arezzo) is a wilder and beautiful part of Tuscany who I would recommend visiting to anyone. *****"
United Kingdom
Emiliano
$139 nightly
The price is $157
Nov 4 - Nov 5
Total with taxes and fees
A'Loro 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

Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme

8/10 Good
"It was a beautiful place. Location was perfect to travel around. It was very clean. Restaurant is decent and food was good. Breakfast was ok."
Rahul 1-night trip
Posted 23 hours ago
Hotel Borgo di Cortefreda Relais - Place of Charme

Find out more about Chianti Region

Chianti Region B&B information

Number of reviews
1,009
Accommodation
32 B&B
Lowest Price
$70
Highest Price
$214

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Chianti Region?
Prices for B&Bs in Chianti Region often vary, but you can find a great deal from $70 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 Bed & Breakfast 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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