A stone building with a clock tower, steps leading up to it, and people walking around.

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Castellina in Chianti bed & breakfast

A narrow stone pathway leading to a rustic building with a wooden door and a window.

1. 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
The price is CA $242
CA $273 total
includes taxes & fees
Oct 18 - Oct 19
Castello di Fonterutoli Wine Resort
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.

2. 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
The price is CA $135
CA $161 total
includes taxes & fees
Nov 2 - Nov 3
La Certosa di Pontignano - Place of Charme
A stone building with a tiled roof, surrounded by a well-maintained garden and a view of rolling hills.

3. 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 $202
CA $235 total
includes taxes & fees
Nov 13 - Nov 14
Cavarchino B&B
A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.

4. 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
The price is CA $318
CA $356 total
includes taxes & fees
Oct 16 - Oct 17
Borgo Del Cabreo
A stone building with a circular window and a door, surrounded by purple flowers.

5. 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
The price is CA $315
CA $353 total
includes taxes & fees
Oct 15 - Oct 16
La pietra del cabreo
An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.

6. 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
The price is CA $106
CA $123 total
includes taxes & fees
Nov 13 - Nov 14
Il Chiostro del Carmine
A table with a bottle of wine, two glasses, a lamp, and a potted plant by a window with floral curtains.

7. La Canonica di San Michele

La Canonica di San Michele
Monteriggioni
9.6 out of 10, Exceptional, (54 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
The price is CA $133
CA $154 total
includes taxes & fees
Oct 22 - Oct 23
La Canonica di San Michele
A table set for two with a wine glass, a bowl of nuts, and a glass of water.

8. Relais degli Angeli

Relais degli Angeli
Siena City Centre
9.8 out of 10, Exceptional, (342 reviews)
"In the main city centre, gorgeous quiet hotel. Spacious rooms, good breakfast"
United Kingdom
Manjeet
The price is CA $273
CA $306 total
includes taxes & fees
Nov 4 - Nov 5
Relais degli Angeli
A historic building with multiple stories, green shutters, and a visible entrance.

9. B&B San Francesco

B&B San Francesco
Siena City Centre
9.4 out of 10, Exceptional, (57 reviews)
"Great stay."
Canada
Albert
The price is CA $97
CA $113 total
includes taxes & fees
Nov 5 - Nov 6
B&B San Francesco
A covered outdoor seating area with white wicker furniture, a table with a vase of flowers, and two candelabras.

10. Country Lodge

Country Lodge
Petriccio
8.6 out of 10, Excellent, (40 reviews)
"Classic B&B!"
United States
Ellen
The price is CA $176
CA $199 total
includes taxes & fees
Nov 3 - Nov 4
Country Lodge
A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.

11. 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
The price is CA $103
CA $116 total
includes taxes & fees
Nov 1 - Nov 2
Casale La Gora
A neatly made bed with a tablet, two lamps, and towels on a floral-patterned bedspread.

12. Palazzo Mari

Palazzo Mari
San Gimignano City Centre
9.6 out of 10, Exceptional, (83 reviews)
"Absolutely stunning property- beautiful, clean, roomy with everything you need and lovely views."
Australia
Stan
The price is CA $103
CA $122 total
includes taxes & fees
Oct 30 - Oct 31
Palazzo Mari
A stone staircase with potted plants, surrounded by well-manicured hedges and a gravel path.

13. Villa Fiorita

Villa Fiorita
Camollia
8.2 out of 10, Very good, (189 reviews)
"Beautiful stay! "
Germany
Markus
The price is CA $86
CA $101 total
includes taxes & fees
Nov 1 - Nov 2
Villa Fiorita
A room with two striped armchairs, a small table with chess pieces, and a mirror reflecting a dining area.

14. La Dimora Dei Monaci

La Dimora Dei Monaci
Siena City Centre
10.0 out of 10, Exceptional, (103 reviews)
"Great location for piazza il Campo."
United Kingdom
jane
The price is CA $155
CA $176 total
includes taxes & fees
Nov 4 - Nov 5
La Dimora Dei Monaci
A view from a balcony with a table and chairs, overlooking a historic town with distinctive architecture, including a prominent tower and a dome.

15. Residenza d'Epoca Relais Campo Regio

Residenza d'Epoca Relais Campo Regio
Siena City Centre
9.8 out of 10, Exceptional, (99 reviews)
"This hotel was superb. There was a spectacular view from the dining terrace - perfect place for the delicious breakfast or a glass of wine in the late afternoon. We were fortunate to have a similar unforgettable view from our room too. The rooms in the back of the hotel have this view. Others face the street. We highly recommend campo regio for your trip to Siena."
United States
Consuelo
The price is CA $295
CA $331 total
includes taxes & fees
Nov 6 - Nov 7
Residenza d'Epoca Relais Campo Regio
A hotel room with a bed, a desk, a chair, a window, and a TV on the wall.

16. Quattro Cantoni

Quattro Cantoni
Siena City Centre
9.0 out of 10, Wonderful, (97 reviews)
"Great location. Easy to find in old town. Don’t know why it’s called a b & B cos there’s no breakfast. Otherwise fine"
United Kingdom
Teresa
The price is CA $135
CA $155 total
includes taxes & fees
Oct 18 - Oct 19
Quattro Cantoni
A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.

17. il Casale del Cotone

il Casale del Cotone
San Gimignano
9.4 out of 10, Exceptional, (149 reviews)
"Room was clean and spacious. Staff was very nice and pleasant! Owner Alessandro was very hands-on and helpful with everything and anything we needed! Dinner on site was the best meal we had in San Gimignano the entire time we were there! Would definitely go back!"
United States
Mary
The price is CA $281
CA $317 total
includes taxes & fees
Nov 1 - Nov 2
il Casale del Cotone
A courtyard with a tiled table, potted plants, and a brick wall.

18. B&B Siena in Centro - Diffuso

B&B Siena in Centro - Diffuso
Siena City Centre
8.6 out of 10, Excellent, (174 reviews)
"Good location. Lots of restaurants nearby."
Canada
Cynthia
The price is CA $103
CA $120 total
includes taxes & fees
Nov 9 - Nov 10
B&B Siena in Centro - Diffuso
Outdoor pool

19. Residenza Il Colle

Residenza Il Colle
Impruneta
9.4 out of 10, Exceptional, (68 reviews)
"A great place to stay, surrounded by a wonderful landscape. And very friendly staff"
United States
ANTONIO
The price is CA $140
CA $158 total
includes taxes & fees
Nov 1 - Nov 2
Residenza Il Colle
A street with wicker chairs and a bench outside a building with a closed door and a sign that reads "MUSIC".

20. Residenza d'Epoca la Basilica by Mamo Florence

Residenza d'Epoca la Basilica by Mamo Florence
Historic Centre of Florence
8.8 out of 10, Excellent, (559 reviews)
"It was very clean and Frederick was very helpful. Great location and plenty of good restaurants nearby"
Australia
Bridget
The price is CA $122
CA $154 total
includes taxes & fees
Nov 8 - Nov 9
Residenza d'Epoca la Basilica by Mamo Florence
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 Castellina in Chianti Hotel Reviews

Villa Neroli

Villa Neroli

10/10 Excellent
"Overall A+ or 10"
Enrique 2-night trip
Posted less than an hour ago
Villa Neroli

Find out more about Castellina in Chianti

Castellina in Chianti B&B information

Number of reviews
2,920
Accommodation
460 B&B
Lowest Price
CA $101
Highest Price
CA $356

Frequently asked questions

What are the most popular Castellina in Chianti Bed & Breakfasts?
Castello di Fonterutoli Wine Resort is an exceptional choice for travellers seeking a great experience in Castellina In Chianti, boasting an impressive 9.4 rating. This enchanting property offers stunning vineyard views and features a winery on-site, allowing guests to immerse themselves in the local wine culture. With beautiful balconies and patios, you can savor the picturesque surroundings while enjoying attentive service that makes every moment special. Guests rave about the staff, the exquisite food, and the well-maintained grounds, ensuring a delightful stay for anyone looking to unwind in Tuscany.

For couples looking to escape into a romantic retreat, this property is great. Imagine sipping wine on your private balcony as the sun sets over the vineyards—it's the ideal setting for creating lasting memories together. The tranquil atmosphere and impeccable service provide a stress-free environment, allowing you to focus on each other and the beautiful surroundings.

Families will also appreciate the charm of Castellina In Chianti. While details for family-specific amenities weren't provided, the relaxing environment and spacious grounds lend themselves well to family bonding. The nearby museums and local attractions offer plenty of opportunities for exploration, ensuring that both kids and adults can enjoy their time together in this beautiful region of Italy.
What is the nightly rate for a Bed and Breakfast in Castellina in Chianti?
Prices for B&Bs in Castellina in Chianti often vary, but you can find a great deal from CA $101 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Castellina 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 Castellina in Chianti?
Castello di Fonterutoli Wine Resort is an exceptional choice for families visiting Castellina In Chianti. This charming property seamlessly blends the beauty of the Tuscan countryside with thoughtful amenities designed for families. Spacious accommodations include rollaway beds and cribs at no extra charge, ensuring that parents can travel with ease and comfort.
Do any Castellina in Chianti Bed & Breakfasts allow dogs?
The Castello di Fonterutoli Wine Resort is a delightful choice for dog owners visiting Castellina In Chianti. This beautiful property not only permits pets but also provides a stunning environment for both you and your furry friends. Guests can enjoy spacious rooms with charming balconies and patios, superb for soaking in the breathtaking vineyard views while sipping a glass of local wine.
What is the difference between a Castellina in Chianti B&B and a hotel?
Every Castellina 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 Castellina in Chianti B&Bs.

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