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
25 Sep - 27 Sep
In two weeks
2 Oct - 4 Oct
In one month
16 Oct - 18 Oct
In two months
13 Nov - 15 Nov

Our top choices for Castellina in Chianti bed & breakfast

Exterior

1. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (228 reviews)
"Excellent stay, great breakfast and helpful staff."
India
Saion
The price is ฿6,907
฿7,751 total
includes taxes & fees
18 Oct - 19 Oct
Castello di Fonterutoli Wine Resort
Snack bar

2. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (564 reviews)
"Magical place! We loved jazz night and the amazing wine paired dinner. Fantastic place!"
United States
Roberto
The price is ฿3,353
฿3,995 total
includes taxes & fees
6 Oct - 7 Oct
La Certosa di Pontignano
Terrace/patio

3. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (282 reviews)
"beautiful hotel! staff is so friendly, we had a great time "
United Kingdom
joseph
The price is ฿10,614
฿11,829 total
includes taxes & fees
15 Oct - 16 Oct
Borgo Del Cabreo
Superior Double or Twin Room | View from room

4. 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 ฿3,460
฿3,997 total
includes taxes & fees
18 Oct - 19 Oct
La Canonica di San Michele
Front of property

5. 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 ฿8,767
฿9,797 total
includes taxes & fees
21 Sept - 22 Sept
La pietra del cabreo
Exterior

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 ฿3,140
฿3,530 total
includes taxes & fees
4 Oct - 5 Oct
Arnolfo B&B
Premium bedding, down duvets, memory-foam beds, minibar

7. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
9.6 out of 10, Exceptional, (26 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 ฿3,475
฿3,899 total
includes taxes & fees
18 Oct - 19 Oct
Casale La Gora
Exterior detail

8. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (940 reviews)
"Friendly staff"
United Kingdom
Victoria
The price is ฿4,790
฿5,423 total
includes taxes & fees
3 Oct - 4 Oct
Il Chiostro del Carmine
Garden

9. Villa Fiorita

Villa Fiorita
Camollia
8.2 out of 10, Very good, (187 reviews)
"Beautiful stay! "
Germany
Markus
The price is ฿2,818
฿3,253 total
includes taxes & fees
18 Oct - 19 Oct
Villa Fiorita
Exterior

10. 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
Country Lodge
Interior entrance

11. B&B Siena in Centro - Diffuso

B&B Siena in Centro - Diffuso
Siena City Centre
8.6 out of 10, Excellent, (170 reviews)
"Great location with helpful owner"
United Kingdom
Charles
The price is ฿2,818
฿3,253 total
includes taxes & fees
19 Oct - 20 Oct
B&B Siena in Centro - Diffuso
In-room safe, desk, free WiFi, bed sheets

12. B&B Ponte a Nappo

B&B Ponte a Nappo
San Gimignano
9.4 out of 10, Exceptional, (60 reviews)
"Staff was extremely helpful and attentive. 20 minute walk from San Gimignano. Beautiful and relaxing property."
United States
Madison
The price is ฿5,184
฿5,893 total
includes taxes & fees
19 Oct - 20 Oct
B&B Ponte a Nappo
Porch

13. 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 ฿8,362
฿9,351 total
includes taxes & fees
28 Sept - 29 Sept
Relais degli Angeli
View from property

14. 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 ฿2,661
฿3,081 total
includes taxes & fees
27 Sept - 28 Sept
Casa di Osio
Front of property

15. B&B San Francesco

B&B San Francesco
Siena City Centre
9.4 out of 10, Exceptional, (53 reviews)
"Very nice enjoyable stay"
United States
Michael
The price is ฿4,936
฿5,583 total
includes taxes & fees
17 Oct - 18 Oct
B&B San Francesco
Double Room | Desk, iron/ironing board (on request), rollaway beds, free WiFi

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 ฿2,423
฿2,857 total
includes taxes & fees
6 Oct - 7 Oct
Palazzo Mari
Down duvets, minibar, in-room safe, desk

17. 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
Quattro Cantoni
Interior

18. La Dimora Dei Monaci

La Dimora Dei Monaci
Siena City Centre
10.0 out of 10, Exceptional, (100 reviews)
"Very accommodating and helpful staff!"
United States
Thomas
The price is ฿4,978
฿5,629 total
includes taxes & fees
23 Sept - 24 Sept
La Dimora Dei Monaci
Exterior

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 ฿9,166
฿10,274 total
includes taxes & fees
5 Oct - 6 Oct
il Casale del Cotone
Double Room, Private Bathroom | Exterior

20. I Coppi

I Coppi
San Gimignano
9.8 out of 10, Exceptional, (72 reviews)
"Strongly recommend!"
United States
Dehai
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

Plus Florence - Hostel

Plus Florence - Hostel

8/10 Good
"We were a couple who stayed the first night in a 3 single beds room, and the other three nights we were in a private room with a large bed. One issue is that there is only one singular outlet in the rooms. In the private room, we only had one free electrical outlet which was in the bathroom. We had to disconnect the TV in order to have any outlet in the bedroom. We really feel this is inadequate, especially in bedroom with more than two beds. On the day we left we found bugs under the bedside cube. I also had multiple bites on my leg, luckily they were not itchy so I don't know what they were. They were NOT bedbugs. There is no facility to iron at all, not a single iron on the whole property They staff was really friendly and helpful over all, even when faced with large groups who were waiting to check in they were very professional, kind and helpful, 5 starts for any staff interaction. We would definitely stay again but would really wish they would install more outlets and stay on top of ants/bugs. All towels and beddings were clean. We didn't eat from their restaurant or use the pool so we have no comments to share."
Charlotte 3-night trip
Posted 1 hour ago
Plus Florence - Hostel

Find out more about Castellina in Chianti

Castellina in Chianti B&B information

Number of reviews
3,541
Accommodation
410 B&B
Lowest Price
฿2,857
Highest Price
฿11,829

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.