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
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

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, (229 reviews)
"Excellent stay, great breakfast and helpful staff."
India
Saion
The price is S$263
includes taxes & fees
27 Sept - 28 Sept
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

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (566 reviews)
"Everything about this property is wonderful from the lodging to the staff!"
United States
Leslie
The price is S$142
includes taxes & fees
26 Oct - 27 Oct
La Certosa di Pontignano
A stone building with a circular window and a door, surrounded by purple flowers.

3. La pietra del cabreo

La pietra del cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (134 reviews)
"It was incredible! Amazing place! Totally recommend!"
Mexico
Jorge Aaron
The price is S$450
includes taxes & fees
15 Oct - 16 Oct
La pietra del cabreo
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, (283 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 S$414
includes taxes & fees
15 Oct - 16 Oct
Borgo Del Cabreo
A table with a bottle of wine, two glasses, a lamp, and a potted plant by a window with floral curtains.

5. La Canonica di San Michele

La Canonica di San Michele
Monteriggioni
9.8 out of 10, Exceptional, (52 reviews)
"Super nice couple run it , the breakfast was à la carte and delicious, nice views too BUT …..be ready to climb a very steep rutted gravel road for 1.5 KILOMETRES , also no A/C so hot , no fridge so you have to ask to put things in their fridge which is very inconvenient. Overall beautiful place people and food 😁"
Canada
Sharon
The price is S$140
includes taxes & fees
19 Oct - 20 Oct
La Canonica di San Michele
A courtyard with a stone building featuring green shutters, surrounded by a lush green landscape and trees.

6. Arnolfo B&B

Arnolfo B&B
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (27 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 S$132
includes taxes & fees
4 Oct - 5 Oct
Arnolfo B&B
A room with two striped armchairs, a small table with chess pieces, and a mirror reflecting a dining area.

7. La Dimora Dei Monaci

La Dimora Dei Monaci
Siena City Centre
10.0 out of 10, Exceptional, (101 reviews)
"A lovely stay, fabulous atmosphere, great location on an accessible street (don’t bring heavy luggage to Siena!) Helpful staff, beautiful outlook and breakfast included. Highly recommend"
Australia
Heather
The price is S$179
includes taxes & fees
18 Oct - 19 Oct
La Dimora Dei Monaci
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, (338 reviews)
"In the main city centre, gorgeous quiet hotel. Spacious rooms, good breakfast"
United Kingdom
Manjeet
The price is S$247
includes taxes & fees
28 Sept - 29 Sept
Relais degli Angeli
An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.

9. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (945 reviews)
"Friendly staff"
United Kingdom
Victoria
The price is S$206
includes taxes & fees
5 Oct - 6 Oct
Il Chiostro del Carmine
A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.

10. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
9.6 out of 10, Exceptional, (27 reviews)
"My wife and 3 young (8 and under) children stayed here and we loved it. It was the perfect B&B experience and very child friendly. Mrs Francesca was a sweetheart and prepared amazing cakes and treats for every breakfast. The beautiful property was like an Italian fairy tale and close to many must see sites. "
United States
Caleb
The price is S$144
includes taxes & fees
25 Oct - 26 Oct
Casale La Gora
A view of a town with terracotta-roofed buildings, a clear sky, and distant mountains.

11. Casa di Osio

Casa di Osio
Siena City Centre
8.2 out of 10, Very good, (69 reviews)
"Great location and staff"
France
Flavie
The price is S$115
includes taxes & fees
27 Oct - 28 Oct
Casa di Osio
A historic building with multiple stories, green shutters, and a visible entrance.

12. B&B San Francesco

B&B San Francesco
Siena City Centre
9.4 out of 10, Exceptional, (54 reviews)
"Very nice enjoyable stay"
United States
Michael
The price is S$149
includes taxes & fees
4 Oct - 5 Oct
B&B San Francesco
A hotel room with a bed, a desk, a chair, a window, and a TV on the wall.

13. Quattro Cantoni

Quattro Cantoni
Siena City Centre
9.0 out of 10, Wonderful, (95 reviews)
"I loved every single thing about this property, since the moment we entered the premises we realized we were staying in a true Siena old school building, the room was perfect, amenities "
United States
Diana
The price is S$137
includes taxes & fees
26 Oct - 27 Oct
Quattro Cantoni
A view from a balcony with a table and chairs, overlooking a historic town with distinctive architecture, including a prominent tower and a dome.

14. Residenza d'Epoca Relais Campo Regio

Residenza d'Epoca Relais Campo Regio
Siena City Centre
9.8 out of 10, Exceptional, (98 reviews)
"Perfect two night in Siena. Charming hotel with family like staff who are very invested in your stay. Fabulous location!"
United States
Michel
The price is S$382
includes taxes & fees
2 Oct - 3 Oct
Residenza d'Epoca Relais Campo Regio
A courtyard with a tiled table, potted plants, and a brick wall.

15. B&B Siena in Centro - Diffuso

B&B Siena in Centro - Diffuso
Siena City Centre
8.6 out of 10, Excellent, (171 reviews)
"Great location with helpful owner"
United Kingdom
Charles
The price is S$124
includes taxes & fees
4 Oct - 5 Oct
B&B Siena in Centro - Diffuso
A neatly made bed with a tablet, two lamps, and towels on a floral-patterned bedspread.

16. 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 S$109
includes taxes & fees
6 Oct - 7 Oct
Palazzo Mari
A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery.

17. Il Defizio

Il Defizio
Gambassi Terme
10.0 out of 10, Exceptional, (65 reviews)
"The location was beautiful. Amazing scenic views in every direction with Volterra on the hill in the distance! The villa was perfect for our family of 4. The kids loved to cool off in the pool after a day of sightseeing and the owners were helpful with any questions we had. Truly a perfect Tuscan getaway!"
United States
Courtney
The price is S$181
includes taxes & fees
12 Oct - 13 Oct
Il Defizio
A vineyard landscape with a wooden fence and red foliage in the foreground.

18. I Coppi

I Coppi
San Gimignano
9.8 out of 10, Exceptional, (73 reviews)
"Picture post card view from everwhere. Breakfast was euthentic traditional fare with a few western additions. Relaxed walk to town. The view was the real Tuscany."
Australia
Sandra
The price is S$249
includes taxes & fees
28 Sept - 29 Sept
I Coppi

19. 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 S$155
includes taxes & fees
20 Oct - 21 Oct
Residenza Il Colle
A dining area with a chandelier, a chef in a white jacket, and a red tablecloth.

20. Palazzo al Torrione

Palazzo al Torrione
San Gimignano City Centre
8.8 out of 10, Excellent, (57 reviews)
"Checkin was easy and quick. The staff was fantastic. The room was clean and very nice. This is a nice place to stay."
United States
Louis
The price is S$200
includes taxes & fees
5 Oct - 6 Oct
Palazzo al Torrione
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

The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

10/10 Excellent
"Good"
David 2-night trip
Posted less than an hour ago
The Social Hub Florence Belfiore

Find out more about Castellina in Chianti

Castellina in Chianti B&B information

Number of reviews
3,507
Accommodation
409 B&B
Lowest Price
S$109
Highest Price
S$450

Frequently asked questions

Searching for B&Bs in Castellina in Chianti?
Whether you're on a romantic trip and want to stay somewhere quiet and intimate, or you're travelling solo and hoping to get some local recommendations, a B&B can be a good choice for many different types of travellers. When you want to explore some attractions in town, City Hall Castellina In Chianti and Castellina Fortress are worth a stop.
Are you interested in apartments over traditional hotel rooms?
With attentive service, an atmosphere suited to mingling with other guests and top-rated breakfasts, B&Bs all have a truly one-of-a-kind environment.
What are the top B&Bs in Castellina in Chianti?
Here is a B&B that guests like in the surrounding area: La Certosa di Pontignano: 7.9 mi (12.8 km) from the heart of Castellina in Chianti. Enjoy the rooftop terrace and snack bar/deli.
How many bed & breakfasts are there in Castellina in Chianti?
Expedia has 7 B&Bs for your getaway in Castellina in Chianti.
When should I book my B&B in Castellina in Chianti?
When you're dreaming of a stay in Castellina in Chianti, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castellina in Chianti is 935 mm.
What is there to do in Castellina in Chianti?
Travellers enjoy Castellina in Chianti for its countryside and wineries. If you're looking for some activities to entertain you on your trip, consider visiting Lilliano Estate Winery and Buondonno Winery. You should put City Hall Castellina In Chianti and Castellina Fortress on your list if you want to see more of the area.
How can I get to and around Castellina in Chianti?
Planning your excursions in and around Castellina in Chianti is easier with these transportation options. Fly into Peretola Airport (FLR), which is located 23.2 mi (37.4 km) from the heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.

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