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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Castellina in Chianti bed & breakfast

Breakfast, lunch, dinner served; Italian cuisine, garden views
Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

Castellina in Chianti
9.4 out of 10, Exceptional, (199)
"Clean room, courteous staff, and good winery"
United States
Sangchun
The price is AED 556
AED 629 total
includes taxes & fees
10 Dec - 11 Dec
Castello di Fonterutoli Wine Resort
Deluxe Double Room, 1 Queen Bed | Down comforters, in-room safe, desk, laptop workspace
Florence Old Bridge

Florence Old Bridge

Historic Centre of Florence
8.2 out of 10, Very Good, (358)
"Loved our stay.. wonderful location "
United States
Jeff
Florence Old Bridge
Minibar, in-room safe, desk, laptop workspace
LunArt

LunArt

Historic Centre of Florence
9.2 out of 10, Wonderful, (7)
"Good location with river view!"
United States
Zoran
The price is AED 275
AED 354 total
includes taxes & fees
14 Dec - 15 Dec
LunArt
Exterior detail
La Certosa di Pontignano

La Certosa di Pontignano

Castelnuovo Berardenga
9.6 out of 10, Exceptional, (502)
"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is AED 294
AED 340 total
includes taxes & fees
10 Dec - 11 Dec
La Certosa di Pontignano
Porch
Il Chiostro del Carmine

Il Chiostro del Carmine

Siena Historical Center
8.6 out of 10, Excellent, (870)
"Terrific place to stay. Breakfast was great, staff were friendly, and the view we had was stunning. Lots of room Old monastery was very interesting. "
Canada
John
Il Chiostro del Carmine
Basic Double Room, Private Bathroom | Down comforters, minibar, in-room safe, individually decorated
Quattro Cantoni

Quattro Cantoni

Siena City Centre
8.8 out of 10, Excellent, (80)
"Absolutely loved this stay. The staff were incredibly helpful and got me taxis etc when I needed them. The room was so comfortable with high tech support for working and relaxing. The meals were absolutely delicious and served with great customer service. This was a gem of a place to stay. The area is also beautiful and has much to offer in terms of a relaxing stay. I would happily go again! "
United Kingdom
Yvonne
The price is AED 266
AED 310 total
includes taxes & fees
10 Dec - 11 Dec
Quattro Cantoni
Daily buffet breakfast (EUR 7.50 per person)
B&B San Francesco

B&B San Francesco

Siena City Centre
9.4 out of 10, Exceptional, (46)
"Very nice enjoyable stay"
United States
Michael
B&B San Francesco
Interior
La Dimora Dei Monaci

La Dimora Dei Monaci

Siena City Centre
10.0 out of 10, Exceptional, (86)
"Fantastic accommodations! Very comfortable bed! Spacious room, and beautiful. We definitely recommend."
United States
Karin
La Dimora Dei Monaci
Free daily buffet breakfast
A Casa di BiaGio B&B

A Casa di BiaGio B&B

Rapolano Terme
10.0 out of 10, Exceptional, (24)
"It is an increable place to stay. Unbealiable very charm and cozy decoration, with everything you need. "
United States
Juan Diego
The price is AED 420
AED 479 total
includes taxes & fees
15 Dec - 16 Dec
A Casa di BiaGio B&B
Free daily continental breakfast
Residenza d'Epoca Relais Campo Regio

Residenza d'Epoca Relais Campo Regio

Siena City Centre
9.8 out of 10, Exceptional, (90)
"It was the best cleanliness and quality of service, warmth and so beautiful pleasant stay!!! )))"
United States
elina
The price is AED 797
AED 893 total
includes taxes & fees
14 Dec - 15 Dec
Residenza d'Epoca Relais Campo Regio
Garden
Villa Fiorita

Villa Fiorita

Camollia
8.2 out of 10, Very Good, (183)
"Easy parking in the street behind the building. Amazing hosts Very close to city center and yet find parking."
United Kingdom
Kushal
The price is AED 233
AED 273 total
includes taxes & fees
7 Jan - 8 January 2026
Villa Fiorita
Terrace/patio
Palazzo Mari

Palazzo Mari

San Gimignano City Centre
9.8 out of 10, Exceptional, (77)
"Great location in a wonderful medieval town.. Just keep in mind that there are stairs and hills in this amazing destination."
Canada
Denis
Palazzo Mari
Outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas, sun loungers
B&B Ponte a Nappo

B&B Ponte a Nappo

San Gimignano
9.4 out of 10, Exceptional, (56)
"Beautiful private property with very comfortable suites with awesome views of San Gimignano and the breathtaking valley. Highly recommend, staff was very accommodating and friendly. "
United States
Mary
The price is AED 616
AED 699 total
includes taxes & fees
2 Jan - 3 January 2026
B&B Ponte a Nappo
Garden view
I Coppi

I Coppi

San Gimignano
9.8 out of 10, Exceptional, (70)
"What a wonderful place to stay in Tuscany the views alone form this B&B is amazing. The husband and wife are wonderful providing an excellent breakfast and overall stay. Buy the olive oil made on property!!!"
United States
Quenton
The price is AED 626
AED 710 total
includes taxes & fees
17 Dec - 18 Dec
I Coppi
Terrace/patio
Country Lodge

Country Lodge

Petriccio
8.6 out of 10, Excellent, (36)
"Very quiet and comfortable. The staff was so gracious and welcoming. "
United States
Annie
The price is AED 1,446
AED 1,608 total
includes taxes & fees
10 Dec - 11 Dec
Country Lodge
Free WiFi
L'Una Dimora

L'Una Dimora

Certaldo
The price is AED 338
AED 381 total
includes taxes & fees
10 Dec - 11 Dec
L'Una Dimora
Gazebo
Chiantirooms Guesthouse

Chiantirooms Guesthouse

Greve in Chianti
9.8 out of 10, Exceptional, (34)
"Friendly host and great place to stay. "
Canada
Pasquale
Chiantirooms Guesthouse
Free daily buffet breakfast
La Fonderia Firenze

La Fonderia Firenze

Oltrarno
9.6 out of 10, Exceptional, (172)
"Breakfast outside was lovely"
United States
Kenneth
The price is AED 347
AED 433 total
includes taxes & fees
11 Dec - 12 Dec
La Fonderia Firenze
Double Room, Balcony | 1 bedroom, desk, blackout drapes, soundproofing
Il Sorriso

Il Sorriso

Oltrarno
9.2 out of 10, Wonderful, (129)
"Easy to check in remotely. It was located next to a lot of restaurants and a nice park that we were able to walk to. Angelica, the property manager was so helpful! She provided me with great information on how to check in and use keys to get into the building. "
United States
Natashka
Il Sorriso
Blu Room | View from room
IL MERCATO CENTRALE

IL MERCATO CENTRALE

Historic Centre of Florence
9.4 out of 10, Exceptional, (91)
"Amazing staff, clean room, great shower, amazing location. 10/10 would absolutely recommend staying here!"
United Kingdom
Shannon
The price is AED 259
AED 336 total
includes taxes & fees
10 Dec - 11 Dec
IL MERCATO CENTRALE
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

IQ Hotel Firenze

IQ Hotel Firenze

10/10 Excellent
"Location about 15 min walk from the duomo, Right on a tram stop. Rooms were clean and comfortable. Staff was very courteous and attentive. Thank you for a great stay!"
Joseph 4-night trip
Posted 1 day ago
IQ Hotel Firenze

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 Buondonno Winery 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?
Though there aren't any B&Bs in town, you might be interested in one of these choices if you're looking for an accommodation that offers free breakfast: Castello La LecciaLocanda le PiazzeHotel Casafrassi Wine ResortAgriturismo Villa Godenano - Pool & RestaurantAlbergo Il Colombaio
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 Buondonno Winery and Casa Vinicola Luigi Cecchi. 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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