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

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 P11,145
P12,548 total
includes taxes & fees
Sep 21 - Sep 22
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 P6,311
P7,518 total
includes taxes & fees
Oct 6 - Oct 7
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 P19,974
P22,260 total
includes taxes & fees
Oct 11 - Oct 12
Borgo Del Cabreo
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 P6,518
P7,530 total
includes taxes & fees
Oct 19 - Oct 20
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 P18,855
P21,029 total
includes taxes & fees
Sep 21 - Sep 22
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 P5,914
P6,650 total
includes taxes & fees
Oct 4 - Oct 5
Arnolfo B&B
Premium bedding, down comforters, 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 P6,539
P7,337 total
includes taxes & fees
Oct 18 - Oct 19
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 P9,015
P10,205 total
includes taxes & fees
Oct 5 - Oct 6
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 P5,303
P6,121 total
includes taxes & fees
Oct 18 - Oct 19
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
The price is P11,118
P12,518 total
includes taxes & fees
Oct 19 - Oct 20
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, (169 reviews)
"Great location with helpful owner"
United Kingdom
Charles
The price is P5,303
P6,121 total
includes taxes & fees
Oct 5 - Oct 6
B&B Siena in Centro - Diffuso
In-room safe, desk, WiFi (free), 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 P9,755
P11,090 total
includes taxes & fees
Oct 18 - Oct 19
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 P17,707
P19,765 total
includes taxes & fees
Sep 28 - Sep 29
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 P5,008
P5,797 total
includes taxes & fees
Sep 27 - Sep 28
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 P7,016
P8,005 total
includes taxes & fees
Oct 12 - Oct 13
B&B San Francesco
Desk, iron/ironing board (on request), rollaway beds (surcharge)

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 P4,561
P5,377 total
includes taxes & fees
Oct 5 - Oct 6
Palazzo Mari
Down comforters, 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
The price is P6,405
P7,334 total
includes taxes & fees
Sep 27 - Sep 28
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 P9,369
P10,593 total
includes taxes & fees
Sep 20 - Sep 21
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 P17,249
P19,334 total
includes taxes & fees
Oct 5 - Oct 6
il Casale del Cotone
Exterior

20. I Coppi

I Coppi
San Gimignano
9.8 out of 10, Exceptional, (72 reviews)
"Strongly recommend!"
United States
Dehai
The price is P10,879
P12,328 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

Hotel Santa Maria Novella

Hotel Santa Maria Novella

10/10 Excellent
"Amazing and historical place to stay! Loved everything about it, including the amazing location, helpful stuff, and the historical building."
Shakil 4-night trip
Posted 9 hours ago
Hotel Santa Maria Novella

Find out more about Castellina in Chianti

Castellina in Chianti B&B information

Number of reviews
3,540
Accommodation
410 B&B
Lowest Price
P5,377
Highest Price
P22,260

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.

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