Search Chalets in Castellina in Chianti

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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
No exact matches found, but these alternatives could be just right

Recommended hotels in Castellina in Chianti

Outdoor pool, sun loungers
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Castellina in Chianti
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
United Kingdom
Simon
The price is AED 416
AED 475 total
includes taxes & fees
3 Jan - 4 January 2026
Borgo di Pietrafitta Relais
Front of property
Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi

3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (114)
"Beautiful relaxing property. We wish we had more time to stay. "
United States
Wendi
The price is AED 816
AED 911 total
includes taxes & fees
31 Dec - 1 January 2026
Hotel Colle Etrusco Salivolpi
Exterior
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
Land view from property
Residenzia del Sogno

Residenzia del Sogno

Castellina in Chianti
9.8 out of 10, Exceptional, (14)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is AED 505
AED 573 total
includes taxes & fees
2 Jan - 3 January 2026
Residenzia del Sogno
Panoramic Apartment (2) | Terrace/patio
Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi

Castellina in Chianti
8.0 out of 10, Very Good, (2)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is AED 419
AED 486 total
includes taxes & fees
7 Jan - 8 January 2026
Casa Vacanze Squarcialupi
Seasonal outdoor pool
Agriturismo La Ferrozzola

Agriturismo La Ferrozzola

Castellina in Chianti
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola
Aerial view
Albergo Il Colombaio

Albergo Il Colombaio

3.0 star property
Castellina in Chianti
8.4 out of 10, Very Good, (58)
"I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. "
United States
Christine
The price is AED 488
AED 550 total
includes taxes & fees
9 Jan - 10 January 2026
Albergo Il Colombaio
A heated pool
Casa La Misura, garden and pool in the heart of Chianti

Casa La Misura, garden and pool in the heart of Chianti

Castellina in Chianti
10.0 out of 10, Exceptional, (2)
"What a beautiful stay in the enchanting Tuscan countryside! Every detail was attended to and we could not have felt more at home. We can only dream of returning sometime!"
United States
Jami B.
Casa La Misura, garden and pool in the heart of Chianti
Front of property
PODERE 1384

PODERE 1384

Castellina in Chianti
The price is AED 2,099
AED 2,334 total
includes taxes & fees
12 Dec - 13 Dec
PODERE 1384
Outdoor banquet area
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Castellina in Chianti
The price is AED 20,098
AED 22,236 total
includes taxes & fees
1 Jan - 2 January 2026
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Interior
Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi

Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi

Castellina in Chianti
The price is AED 282
AED 486 total
includes taxes & fees
10 Dec - 11 Dec
Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi
Front of property
Il Malaspina

Il Malaspina

4.0 star property
Historic Centre of Florence
10.0 out of 10, Exceptional, (7)
"Everything was perfect, cleanliness is top notch, staff is super helpful and friendly, Yehia is such a professional and nice guy. The hotel is super cozy and very central location!"
United States
Nadine
The price is AED 384
AED 482 total
includes taxes & fees
12 Dec - 13 Dec
Il Malaspina
Seasonal outdoor pool
The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4.0 star property
San Lorenzo
9.0 out of 10, Wonderful, (1285)
"Super friendly staff! Great location! "
United States
Jutta
The price is AED 263
AED 349 total
includes taxes & fees
10 Dec - 11 Dec
The Social Hub Florence Lavagnini
Front of property
IQ Hotel Firenze

IQ Hotel Firenze

4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1082)
"Beautiful hotel! Great location! Amazing breakfast! Amazing staff! "
Canada
Blair
The price is AED 311
AED 402 total
includes taxes & fees
14 Dec - 15 Dec
IQ Hotel Firenze
Front of property
Hotel Chiusarelli

Hotel Chiusarelli

3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1000)
"The room was very clean and the bathroom was nice. The staff was very helpful especially because we had personal issues to deal with and places we had to get to for resolution. They helped us navigate several things that we could not have done on our own. We are grateful! "
United States
Susan F
The price is AED 289
AED 331 total
includes taxes & fees
9 Jan - 10 January 2026
Hotel Chiusarelli
Aerial view
Hotel Athena

Hotel Athena

4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1004)
"Excellent hotel, very helpful staff, highly recommended "
United States
Vikram
The price is AED 321
AED 366 total
includes taxes & fees
8 Jan - 9 January 2026
Hotel Athena
Exterior
Palazzo Ravizza

Palazzo Ravizza

4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (745)
"We enjoyed our stay here."
United States
LAURIA
The price is AED 364
AED 413 total
includes taxes & fees
10 Dec - 11 Dec
Palazzo Ravizza
Front of property
Hotel Italia

Hotel Italia

3.0 star property
Camollia
9.2 out of 10, Wonderful, (1000)
"Great staff, wonderful breakfast, close to the plaza. "
United States
Izabela
The price is AED 262
AED 301 total
includes taxes & fees
21 Dec - 22 Dec
Hotel Italia
Free daily buffet breakfast
Il Guelfo Bianco

Il Guelfo Bianco

Historic Centre of Florence
9.6 out of 10, Exceptional, (515)
"Great location, warm and accommodating staff. "
United States
Lisa
The price is AED 318
AED 401 total
includes taxes & fees
6 Jan - 7 January 2026
Il Guelfo Bianco
Superior Room, Balcony | Balcony
Orto De Medici Hotel

Orto De Medici Hotel

4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1004)
"We had a wonderful time staying and close to a lot of wonderful spots to visit. "
United States
JoAnn
The price is AED 490
AED 599 total
includes taxes & fees
11 Dec - 12 Dec
Orto De Medici Hotel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castellina in Chianti Hotel Reviews

25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

10/10 Excellent
"so in love with this hotel, after walking all day long, to come home to such a genuinely cute environment felt great. "
Alexia 2-night trip
Posted 2 days ago
25hours Hotel Florence Piazza San Paolino

Explore a world of travel with Expedia