A stone castle with battlements overlooking a lush valley with vineyards.

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Our top choices for Gaiole in Chianti bed & breakfast

1. 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
$148 nightly
The price is $172
Nov 10 - Nov 11
Total with taxes and fees
Cavarchino B&B

2. 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
$117 nightly
The price is $138
Oct 26 - Oct 27
Total with taxes and fees
Brolio Agriroom

3. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (572 reviews)
"Everything about this property is wonderful from the lodging to the staff!"
United States
Leslie
$95 nightly
The price is $113
Nov 2 - Nov 3
Total with taxes and fees
La Certosa di Pontignano - Place of Charme

4. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (232 reviews)
"Excellent stay, great breakfast and helpful staff."
India
Saion
$174 nightly
The price is $196
Nov 9 - Nov 10
Total with taxes and fees
Castello di Fonterutoli Wine Resort

5. Villa Sant'Uberto Country Inn

Villa Sant'Uberto Country Inn
Radda in Chianti
8.4 out of 10, Very good, (35 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
$90 nightly
The price is $103
Oct 16 - Oct 17
Total with taxes and fees
Villa Sant'Uberto Country Inn

6. 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
$72 nightly
The price is $82
Nov 1 - Nov 2
Total with taxes and fees
Casale La Gora

7. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (287 reviews)
"Idyllic Tuscan hotel in the middle of the vineyards. Friendly staff. Great food. Easy location for seeing Chianti region."
United States
Brian
$207 nightly
The price is $233
Oct 13 - Oct 14
Total with taxes and fees
Borgo Del Cabreo

8. La pietra del cabreo

La pietra del cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (141 reviews)
"It was incredible! Amazing place! Totally recommend!"
Mexico
Jorge Aaron
$238 nightly
The price is $267
Oct 13 - Oct 14
Total with taxes and fees
La pietra del cabreo

9. Relais degli Angeli

Relais degli Angeli
Siena City Centre
9.8 out of 10, Exceptional, (341 reviews)
"In the main city centre, gorgeous quiet hotel. Spacious rooms, good breakfast"
United Kingdom
Manjeet
$180 nightly
The price is $203
Oct 18 - Oct 19
Total with taxes and fees
Relais degli Angeli

10. Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (53 reviews)
"Friendly host and great place to stay. "
Canada
Pasquale
$96 nightly
The price is $111
Nov 1 - Nov 2
Total with taxes and fees
Chiantirooms Guesthouse

11. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (954 reviews)
"Room clean large spacious staff friendly helpful good quiet location great views"
United Kingdom
Tom
$74 nightly
The price is $86
Nov 3 - Nov 4
Total with taxes and fees
Il Chiostro del Carmine

12. Il Podere Orto

Il Podere Orto
San Gimignano
9.0 out of 10, Wonderful, (6 reviews)
"Very clean room. The kitchen well equipped. Parking just in front of the b&b. Great wine tasting at Poggio ai Laghi in Monteriggioni that is from the same owner. Simone was an excellent sommelier that made our experience unique"
Italy
Elena
$92 nightly
The price is $107
Oct 13 - Oct 14
Total with taxes and fees
Il Podere Orto

13. Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (43 reviews)
"a nice property with a friendly and helpful owner, located in a beautiful old village from the XX century and in the middle of the tuscany wine area if you like quiet thats a good place to stay"
United States
Mario
$88 nightly
The price is $101
Oct 25 - Oct 26
Total with taxes and fees
Bed & Breakfast Le Terrazze del Chianti

14. 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
$77 nightly
The price is $87
Nov 7 - Nov 8
Total with taxes and fees
Arnolfo B&B

15. Antica Residenza Cicogna

Antica Residenza Cicogna
Siena City Centre
10.0 out of 10, Exceptional, (9 reviews)
"Lovely hotel in the heart of Siena, seconds away from any major monuments! Lovely breakfast, and friendly staff!"
United Kingdom
Matthew
$83 nightly
The price is $95
Nov 10 - Nov 11
Total with taxes and fees
Antica Residenza Cicogna

16. B&B San Francesco

B&B San Francesco
Siena City Centre
9.4 out of 10, Exceptional, (56 reviews)
"Great stay."
Canada
Albert
$67 nightly
The price is $78
Nov 5 - Nov 6
Total with taxes and fees
B&B San Francesco

17. La Canonica di San Michele

La Canonica di San Michele
Monteriggioni
9.8 out of 10, Exceptional, (53 reviews)
"The only problem we had was a little miscommunication, but Stefani & Roberto did everything they could to accommodate us. I would definitely stay there again. If you want something relaxing and out of the way you will enjoy staying here. It was a wonderful break between Venice & Rome."
United States
Jean
$93 nightly
The price is $108
Oct 22 - Oct 23
Total with taxes and fees
La Canonica di San Michele

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.
$148 nightly
The price is $151
Oct 13 - Oct 14
Total with taxes and fees
Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B

19. Il Canto del Sole

Il Canto del Sole
Monteroni d'Arbia
10.0 out of 10, Exceptional, (24 reviews)
"Lovely place! Beautiful grounds and buildings. The kindest and most welcoming owners. Very delicious array of homemade pastries, breads, and other breakfast items. "
United States
Corinna
$135 nightly
The price is $154
Oct 31 - Nov 1
Total with taxes and fees
Il Canto del Sole

20. A Casa di BiaGio B&B

A Casa di BiaGio B&B
Rapolano Terme
10.0 out of 10, Exceptional, (27 reviews)
"It is an increable place to stay. Unbealiable very charm and cozy decoration, with everything you need. "
United States
Juan Diego
$98 nightly
The price is $112
Nov 2 - Nov 3
Total with taxes and fees
A Casa di BiaGio 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 Gaiole in Chianti Hotel Reviews

Find out more about Gaiole in Chianti

Gaiole in Chianti B&B information

Number of reviews
2,279
Accommodation
164 B&B
Lowest Price
$78
Highest Price
$267

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Gaiole in Chianti?
Prices for B&Bs in Gaiole in Chianti often vary, but you can find a great deal from $78 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Gaiole in Chianti 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.
Are there any family-friendly Bed & Breakfasts in Gaiole in Chianti?
Cavarchino B&B is an excellent choice for families visiting Gaiole In Chianti. This charming property stands out with its inclusive setting and thoughtful amenities designed for families. Kids will enjoy the free services such as cribs and sofa beds, ensuring a comfortable stay for everyone. The daily housekeeping and complimentary buffet breakfast add to the convenience, allowing parents to relax and enjoy their time together. The beautiful garden provides a great space for children to play while adults unwind with a good book or a glass of local wine.

Another family-friendly option is Brolio Agriroom, which features connecting rooms, superb for families needing extra space and privacy. This property also includes fun amenities like games for children, ensuring that younger guests are entertained. With a lovely garden, private picnic areas, and a snack bar, families can enjoy casual outdoor dining and quality time together. Daily housekeeping keeps things tidy, making it easier for parents to focus on creating memorable experiences during their getaway.
Do any Gaiole in Chianti Bed and Breakfasts allow dogs?
Cavarchino B&B is a delightful choice for travelers with dogs, offering a friendly setting and a range of amenities that cater to both pets and their owners. This charming property not only permits pets but also provides thoughtful touches like free accommodations for children, making it a great option for families. Guests can enjoy stunning vineyard views while lounging by the seasonal outdoor pool, complete with sun loungers and umbrellas for relaxation after a day of adventure.

Another wonderful option is B&B Borgolecchi, which also allows dogs and provides a serene setting with picturesque vineyard vistas. This property features a lovely patio and terrace where you can unwind with your furry friend, as well as complimentary buffet breakfasts to start your day on a delicious note. With free self-parking and in-room WiFi, it offers the convenience and comfort that families often seek when traveling.
Are there any romantic B&Bs in Gaiole in Chianti for couples?
For couples seeking a romantic escape, the Brolio Agriroom is a delightful bed and breakfast nestled in the picturesque Gaiole In Chianti. This charming property is celebrated for its intimate atmosphere and impressive amenities, making it an ideal retreat for those looking to connect with their partner amidst stunning vineyard landscapes.
When is the best time to book a Bed and Breakfast in Gaiole in Chianti?
The best time to book a B&B in Gaiole In Chianti is during the spring months, particularly April, when the countryside begins to bloom with vibrant colors and the weather is pleasantly mild. This is the great season for travelers who appreciate leisurely vineyard tours and scenic hikes through the rolling hills of Tuscany.

As the peak tourist season stretches from July to September, visitors flock to Gaiole In Chianti to partake in wine festivals and experience the warm Italian sun. While this time offers lively festivities, it can also mean more crowds, especially during popular events like the Chianti Classico Wine Festival. The summer months are ideal for those looking to immerse themselves in the local culture and enjoy outdoor dining under the Tuscan sky.

For those who prefer to avoid the hustle and bustle, visiting in December can be a strategic choice. While it's considered the low season, this month allows for a great experience, with fewer tourists and a chance to enjoy the festive ambiance of local holiday markets. Plus, you can savor the tranquil beauty of the countryside adorned with winter charm.
What is the difference between a Gaiole in Chianti B&B and a hotel?
Every Gaiole in Chianti 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 Gaiole in Chianti B&Bs.

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