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 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

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, (230 reviews)
"Excellent stay, great breakfast and helpful staff."
India
Saion
The price is NT$6,373
NT$7,155 total
includes taxes & fees
Oct 26 - Oct 27
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, (567 reviews)
"Everything about this property is wonderful from the lodging to the staff!"
United States
Leslie
The price is NT$3,117
NT$3,718 total
includes taxes & fees
Oct 19 - Oct 20
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 NT$10,023
NT$11,170 total
includes taxes & fees
Oct 15 - Oct 16
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, (284 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 NT$10,023
NT$11,170 total
includes taxes & fees
Oct 11 - Oct 12
Borgo Del Cabreo
A courtyard with a stone building featuring green shutters, surrounded by a lush green landscape and trees.

5. 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 NT$2,965
NT$3,333 total
includes taxes & fees
Oct 4 - Oct 5
Arnolfo B&B
A table with a bottle of wine, two glasses, a lamp, and a potted plant by a window with floral curtains.

6. 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 NT$3,267
NT$3,775 total
includes taxes & fees
Oct 18 - Oct 19
La Canonica di San Michele
A covered outdoor seating area with white wicker furniture, a table with a vase of flowers, and two candelabras.

7. Country Lodge

Country Lodge
Petriccio
8.6 out of 10, Excellent, (39 reviews)
"Very quiet and comfortable. The staff was so gracious and welcoming. "
United States
Annie
The price is NT$4,127
NT$4,685 total
includes taxes & fees
Oct 1 - Oct 2
Country Lodge
A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.

8. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
9.6 out of 10, Exceptional, (28 reviews)
"The property was very clean and very nice and the breakfast was really good"
United States
Roberto
The price is NT$3,142
NT$3,528 total
includes taxes & fees
Oct 28 - Oct 29
Casale La Gora
A table set for two with a wine glass, a bowl of nuts, and a glass of water.

9. 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 NT$6,744
NT$7,563 total
includes taxes & fees
Oct 8 - Oct 9
Relais degli Angeli
A room with two striped armchairs, a small table with chess pieces, and a mirror reflecting a dining area.

10. 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 NT$4,701
NT$5,316 total
includes taxes & fees
Oct 6 - Oct 7
La Dimora Dei Monaci
An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.

11. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (946 reviews)
"Friendly staff"
United Kingdom
Victoria
The price is NT$4,524
NT$5,121 total
includes taxes & fees
Oct 26 - Oct 27
Il Chiostro del Carmine
A hotel room with a bed, a desk, a chair, a window, and a TV on the wall.

12. Quattro Cantoni

Quattro Cantoni
Siena City Centre
9.0 out of 10, Wonderful, (96 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 NT$2,800
NT$3,224 total
includes taxes & fees
Oct 27 - Oct 28
Quattro Cantoni
A historic building with multiple stories, green shutters, and a visible entrance.

13. 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 NT$2,954
NT$3,394 total
includes taxes & fees
Oct 4 - Oct 5
B&B San Francesco
A courtyard with a tiled table, potted plants, and a brick wall.

14. 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 NT$2,661
NT$3,072 total
includes taxes & fees
Oct 4 - Oct 5
B&B Siena in Centro - Diffuso
Outdoor pool

15. 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 NT$3,409
NT$3,858 total
includes taxes & fees
Oct 21 - Oct 22
Residenza Il Colle
A dining area with a chandelier, a chef in a white jacket, and a red tablecloth.

16. 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 NT$4,361
NT$4,978 total
includes taxes & fees
Oct 3 - Oct 4
Palazzo al Torrione
A neatly made bed with a tablet, two lamps, and towels on a floral-patterned bedspread.

17. 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 NT$2,289
NT$2,698 total
includes taxes & fees
Oct 6 - Oct 7
Palazzo Mari
A view from a balcony with a table and chairs, overlooking a historic town with distinctive architecture, including a prominent tower and a dome.

18. 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 NT$9,294
NT$10,368 total
includes taxes & fees
Oct 12 - Oct 13
Residenza d'Epoca Relais Campo Regio
A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.

19. 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 NT$6,394
NT$7,214 total
includes taxes & fees
Oct 23 - Oct 24
il Casale del Cotone
A vineyard landscape with a wooden fence and red foliage in the foreground.

20. 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 NT$5,454
NT$6,180 total
includes taxes & fees
Oct 1 - Oct 2
I Coppi
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

Italiana Hotels Florence

Italiana Hotels Florence

8/10 Good
"Greta place and friendly staff. Pool closed early in the month due to rain that was disappointing"
Jodie 2-night trip
Posted 7 hours ago
Italiana Hotels Florence

Find out more about Castellina in Chianti

Castellina in Chianti B&B information

Number of reviews
3,567
Accommodation
410 B&B
Lowest Price
NT$2,698
Highest Price
NT$11,170

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 traveling solo and hoping to make some connections, B&Bs can be a great choice for many types of vacationers. When you want to explore some attractions in town, City Hall Castellina In Chianti and Castellina Fortress are worth a stop.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to socialize with other guests, and hearty breakfasts, B&Bs offer a 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 deli.
How many Bed & Breakfasts will I be able to find in Castellina in Chianti?
Expedia has 7 B&Bs for your time in Castellina in Chianti.
When is the best time to book my B&B in Castellina in Chianti?
When you're dreaming of a getaway to 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 temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castellina in Chianti is 37 inches.
What is there to do in Castellina in Chianti?
Travelers 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 might 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 Florence Airport, Peretola (FLR), which is located 23.2 mi (37.4 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.