Book Chianti Region Bed & Breakfast

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Our top choices for Chianti Region bed & breakfast

1. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (581 reviews)
"Great location amazing place"
United States
Rodolfo
$68 nightly
The price is $84
Nov 10 - Nov 11
Total with taxes and fees
La Certosa di Pontignano - Place of Charme

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
$148 nightly
The price is $168
Nov 11 - Nov 12
Total with taxes and fees
Castello di Fonterutoli Wine Resort

3. Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (46 reviews)
"Unique was the Terrasse… wonderful view on the village and surroundings"
Germany
Janine und Thomas
$87 nightly
The price is $101
Dec 3 - Dec 4
Total with taxes and fees
Bed & Breakfast Le Terrazze del Chianti

4. 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
$119 nightly
The price is $131
Dec 1 - Dec 2
Total with taxes and fees
A Casa Da Agata

5. 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
$76 nightly
The price is $86
Dec 1 - Dec 2
Total with taxes and fees
Casale La Gora

6. Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (53 reviews)
"Friendly host and great place to stay. "
Canada
Pasquale
$101 nightly
The price is $116
Nov 10 - Nov 11
Total with taxes and fees
Chiantirooms Guesthouse

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 $78
Nov 15 - Nov 16
Total with taxes and fees
Torrebianca Tuscany

8. 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 $71
Dec 10 - Dec 11
Total with taxes and fees
B&B Poggiobonizio

9. 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
$87 nightly
The price is $104
Dec 10 - Dec 11
Total with taxes and fees
Brolio Agriroom

10. 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
$82 nightly
The price is $93
Nov 10 - Nov 11
Total with taxes and fees
Arnolfo B&B

11. 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 $89
Nov 11 - Nov 12
Total with taxes and fees
L'Una Dimora

12. 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
$119 nightly
The price is $133
Nov 16 - Nov 17
Total with taxes and fees
Relais Villa al Vento

13. 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
$111 nightly
The price is $126
Nov 19 - Nov 20
Total with taxes and fees
B&B Il Poggiolo delle Rose

14. Villa Fillinelle

Villa Fillinelle
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (2 reviews)
"It was fantastic. "
South Korea
HYUNHWA
$212 nightly
The price is $237
Nov 10 - Nov 11
Total with taxes and fees
Villa Fillinelle

15. 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
$64 nightly
The price is $72
Nov 12 - Nov 13
Total with taxes and fees
San Sebastiano Suite & Luxury

16. "Behind the Walls" Vacation Home

"Behind the Walls" Vacation Home
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (1 review)
$198 nightly
The price is $198
Nov 10 - Nov 11
Total with taxes and fees
"Behind the Walls" Vacation Home

17. 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
$140 nightly
The price is $157
Nov 10 - Nov 11
Total with taxes and fees
A'Loro B&B

18. Relais degli Angeli

Relais degli Angeli
Siena City Centre
9.8 out of 10, Exceptional, (347 reviews)
"In the main city centre, gorgeous quiet hotel. Spacious rooms, good breakfast"
United Kingdom
Manjeet
$120 nightly
The price is $136
Dec 2 - Dec 3
Total with taxes and fees
Relais degli Angeli

19. Poggio Baronti B&B

Poggio Baronti B&B
Bagno a Ripoli
10.0 out of 10, Exceptional, (169 reviews)
"Very friendly staff, clean room, free parking available."
Netherlands
Lena
$72 nightly
The price is $81
Nov 25 - Nov 26
Total with taxes and fees
Poggio Baronti B&B

20. Eco Urban B&B

Eco Urban B&B
Historic Centre of Florence
9.6 out of 10, Exceptional, (785 reviews)
"Beautiful, newly remodeled, great location, nice staff!"
United States
Kim
$109 nightly
The price is $133
Dec 9 - Dec 10
Total with taxes and fees
Eco Urban 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.

Learn more about Chianti Region

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

Terraced vineyards on a hillside, a small village, and rolling green hills.

Top reviews in Chianti Region

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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