A stone building with a clock tower, steps leading up to it, and people walking around.

Castellina in Chianti hotels from RM229

  • 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

This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Castellina in Chianti hotels

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, (236 reviews)
"Excellent stay, great breakfast and helpful staff."
India
Saion
The price is RM640
RM722 total
includes taxes & fees
15 Nov - 16 Nov
Castello di Fonterutoli Wine Resort
A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

2. Albergo Il Colombaio

Albergo Il Colombaio
3.0 star property
Castellina in Chianti
8.4 out of 10, Very good, (66 reviews)
"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 RM616
RM691 total
includes taxes & fees
16 Nov - 17 Nov
Albergo Il Colombaio
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

3. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (213 reviews)
"Brautiful scenery, convenient location. Parking was great."
Canada
Kevork
The price is RM433
RM503 total
includes taxes & fees
20 Nov - 21 Nov
Belvedere di San Leonino
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

4. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.2 out of 10, Wonderful, (5 reviews)
"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 RM464
RM537 total
includes taxes & fees
16 Nov - 17 Nov
Casa Vacanze Squarcialupi
A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

5. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is RM517
RM587 total
includes taxes & fees
15 Nov - 16 Nov
Agriturismo La Ferrozzola
Infinity pool

6. PODERE 1384

PODERE 1384
Castellina in Chianti
10.0 out of 10, Exceptional, (3 reviews)
"We were absolutely blown away by Podere 1384. From the very first moment we arrived, we felt incredibly welcome and well taken care of. The attention to detail from the staff was exceptional. They remembered everything, from what we liked for breakfast to what we preferred to drink with dinner. The service felt personal, warm and genuinely caring, which made our stay even more special. The rooms were beautiful, spotless and incredibly well maintained, and the entire property is simply...
Sweden
Linus
The price is RM2,403
RM2,670 total
includes taxes & fees
15 Nov - 16 Nov
PODERE 1384
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

7. Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (128 reviews)
"Gorgeous castle/hotel in a divinely beautiful setting. Beautiful views, excellent staff, and fabulous food!!! Great location for day trips as well. Would highly recommend!!!"
United States
Susan
Castello La Leccia
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

8. Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (249 reviews)
"Absolutely loved our stay here. The property is beautiful and the staff are lovely. The best value stay we had on our Italy trip. Can hear the horses whilst lying by the pool and the house has a very friendly ginger cat too!"
United Kingdom
Stuart
The price is RM242
RM294 total
includes taxes & fees
15 Nov - 16 Nov
Hotel Casafrassi
A building with three arched windows, each displaying a sign that reads "THE MARKET".

9. The Market Urban Hotel

The Market Urban Hotel
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (1,002 reviews)
"Great location, helpful staff, clean comfortable rooms and reasonable price."
United Kingdom
Mohamed Khaled
The price is RM474
RM585 total
includes taxes & fees
8 Dec - 9 Dec
The Market Urban Hotel
An outdoor dining area with tables and chairs, overlooking a historic building with a dome and bell tower.

10. Grand Hotel Baglioni

Grand Hotel Baglioni
4.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (1,000 reviews)
"The staff was extremely friendly and helpful"
United States
Terry K
The price is RM534
RM651 total
includes taxes & fees
2 Dec - 3 Dec
Grand Hotel Baglioni
A hotel with a central monument, balconies, and a garden with pink flowers.

11. Hotel Rosso 23

Hotel Rosso 23
4.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (1,000 reviews)
"Nice hotel , great location , fantastic breakfast. The room was very small, and the shower tight but if you are only staying for a couple of days it’s manageable and worth it ."
United Kingdom
Annamaria
The price is RM378
RM479 total
includes taxes & fees
9 Dec - 10 Dec
Hotel Rosso 23
A rooftop terrace with a table set for dining, candles, and a vase of flowers, overlooking a historic cityscape with notable architecture.

12. Hotel Santa Maria Novella

Hotel Santa Maria Novella
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1,012 reviews)
"Very well decorated, look lije a palace. Extremally well located, excelent staff"
United States
Manuel
The price is RM620
RM745 total
includes taxes & fees
29 Nov - 30 Nov
Hotel Santa Maria Novella
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.

13. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (582 reviews)
"Great location amazing place"
United States
Rodolfo
The price is RM281
RM345 total
includes taxes & fees
16 Nov - 17 Nov
La Certosa di Pontignano - Place of Charme
A dining area with a table set for two, a window with a view of historic buildings, and a chair with a cushion.

14. Hotel Pendini

Hotel Pendini
3.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1,000 reviews)
"This property was comfortable and very clean. I had a relaxing and enjoyable stay."
United States
Raul
The price is RM747
RM876 total
includes taxes & fees
1 Dec - 2 Dec
Hotel Pendini
A spacious lobby with a reception desk, seating area, and large windows.

15. Solo Experience Hotel

Solo Experience Hotel
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (1,003 reviews)
"Great place to stay in a great location!"
United States
Jack
The price is RM343
RM440 total
includes taxes & fees
14 Dec - 15 Dec
Solo Experience Hotel
A historic building with a central arched entrance, two symmetrical doors with intricate metalwork, and a plaque indicating the building's name.

16. Hotel Orto de’ Medici

Hotel Orto de’ Medici
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1,011 reviews)
"Excellent hotel with lovely staff at breakfast!"
United Kingdom
Rajwinder
The price is RM493
RM605 total
includes taxes & fees
8 Dec - 9 Dec
Hotel Orto de’ Medici
A historic building with arched windows and red flags.

17. Hotel Calimala Florence

Hotel Calimala Florence
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1,001 reviews)
"Great hotel, good location, staff was great, would recommend."
United States
Samuel
The price is RM717
RM920 total
includes taxes & fees
9 Dec - 10 Dec
Hotel Calimala Florence
A spacious living room with leather sofas, a coffee table, and a brick ceiling.

18. Art Atelier - Place of Charme

Art Atelier - Place of Charme
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (1,000 reviews)
"Fantastic location, very helpful and friendly staff and have a sister restaurant well worth visiting near the river"
United Kingdom
Andrew
The price is RM414
RM519 total
includes taxes & fees
17 Nov - 18 Nov
Art Atelier - Place of Charme
A hotel lobby with a reception desk, a staircase, and a receptionist.

19. Hotel Delle Nazioni

Hotel Delle Nazioni
3.0 star property
Historic Centre of Florence
8.8 out of 10, Excellent, (1,020 reviews)
"Great location and staff"
United States
Maria
The price is RM301
RM385 total
includes taxes & fees
9 Dec - 10 Dec
Hotel Delle Nazioni
A bakery display with various pastries and a coffee machine.

20. Hotel La Fortezza

Hotel La Fortezza
3.0 star property
San Lorenzo
8.8 out of 10, Excellent, (1,008 reviews)
"Clean and great amenities, excellent breakfast, great proximity to city center!"
United States
Neha
The price is RM246
RM325 total
includes taxes & fees
30 Nov - 1 Dec
Hotel La Fortezza
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

Compare top hotels in Castellina in Chianti

A narrow stone pathway leading to a rustic building with a wooden door and a window.

Castello di Fonterutoli Wine Resort

Castellina in Chianti
View
A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

Albergo Il Colombaio

3.0 star property
Castellina in Chianti
View
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

Belvedere di San Leonino

4.0 star property
Castellina in Chianti
View
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

Casa Vacanze Squarcialupi

Castellina in Chianti
View
A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

Agriturismo La Ferrozzola

Castellina in Chianti
View
9.4
Exceptional
236 reviews
8.4
Very good
66 reviews
9.6
Exceptional
213 reviews
9.2
Wonderful
5 reviews
9.4
Exceptional
9 reviews
The price is RM640
RM722 total
includes taxes & fees
15 Nov - 16 Nov
The price is RM616
RM691 total
includes taxes & fees
16 Nov - 17 Nov
The price is RM433
RM503 total
includes taxes & fees
20 Nov - 21 Nov
The price is RM464
RM537 total
includes taxes & fees
16 Nov - 17 Nov
The price is RM517
RM587 total
includes taxes & fees
15 Nov - 16 Nov
  • No Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • No Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • No Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Castellina in Chianti attractions

Buondonno Winery

9.6/10 (4 reviews)
You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this relaxing area.
See properties

Learn more about Castellina in Chianti

Medieval stone buildings line the narrow streets where you'll find Tuscany's best wine shops and the fascinating Etruscan tomb museum. Climb the fortress tower for panoramic vineyard views, then join locals at Piazza del Comune for aperitivo hour with regional cheeses.

See all hotels in Castellina in Chianti
A stone building with a clock tower, steps leading up to it, and people walking around.

Top Castellina in Chianti Hotel Reviews

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

10/10 Excellent
"The staff was very helpful and assisted us in getting a cab at 4am to catch our flight home. Our stay was great, nice clean room and the location was walkable and safe."
Chris 3-night trip
Posted 7 hours ago
The Social Hub Florence Lavagnini

More cheap stays in Castellina in Chianti

Hotel Bodoni

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI
The price is RM246 per night from 23 Nov to 24 Nov
RM246
RM311 total
23 Nov - 24 Nov
includes taxes & fees
8.2/10 Very good! (896 reviews)

Frequently asked questions

Where is the best place to stay in Castellina in Chianti?
Plus Florence - Hostel, located 21.5 mi (34.6 km) from the heart of Castellina in Chianti, is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are The Social Hub Florence Belfiore and Hotel Paris. See all available top hotels, or vacation rentals in Castellina in Chianti.
What are some of the best holiday rentals that Castellina in Chianti has to offer?
Villa La Stella - Casa per Ferie: This holiday home rental outside Castellina in Chianti is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. See all vacation rentals in Castellina in Chianti.
If I need to cancel my hotel reservation in Castellina in Chianti, will I receive a refund?
Yes! The majority of hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Castellina in Chianti.
What's the best family accommodation in Castellina in Chianti?
Belvedere di San Leonino is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Borgo di Pietrafitta Relais is another good option for your child-friendly holiday. Also, attractions in the area such as Chianti Observatory and Borgo di Vescine - Tenute di Castelvecchi are fun for children of all ages. Find more child-friendly accommodations in Castellina in Chianti.
What is the favourite LGBTQ-friendly place to stay in Castellina in Chianti?
Fattoria di Vegi is a top LGBTQ-friendly hotel, and features a winery and free WiFi. See all available hotels listed as LGBTQ-friendly in Castellina in Chianti.
What's the best dog-friendly place to stay in Castellina in Chianti?
Fattoria di Vegi is a top dog-friendly hotel, and offers a winery and a restaurant for its human guests. Two other good options to stay with your pet include Villa Casalecchi Country Hotel and Hotel Casafrassi. See more pet-friendly hotel accommodations in Castellina in Chianti.
What's the best luxury hotel in Castellina in Chianti?
Locanda le Piazze is a luxury hotel with a winery and a full-service spa, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Castello La Leccia and PODERE 1384 are other upscale choices for your trip. Find more luxury hotels in Castellina in Chianti.
What are some accommodation options with pools in Castellina in Chianti?
Residenzia del Sogno is a top affittacamere with a seasonal outdoor pool, free WiFi and free self-parking. Podere Palazzolo is another choice that offers an on-site pool. View all hotels with pools in Castellina in Chianti.
What is the best spa hotel in Castellina in Chianti?
Castello La Leccia is a highly recommended luxury spa hotel featuring a bar and a restaurant. Treat yourself to a massage, steam room or sauna at the on-site spa. Other popular spa hotels in Castellina in Chianti include Locanda le Piazze and Palazzo Squarcialupi. See all spa hotels in Castellina in Chianti.
What is staying in Castellina in Chianti like?
Visitors to Castellina in Chianti will definitely enjoy the wineries. Tourists can also enjoy so much more including its forests. In Castellina in Chianti, there are 280 hotels and other accommodation options to choose from. Find out more about Castellina in Chianti.
What are the top places to visit in Castellina in Chianti?
Landmarks like Castellina Fortress, Walls of Monteriggioni and Montecalvario might be worth a visit. Wine tasting is a great activity, and Lilliano Estate Winery is one place to visit. A couple of additional sights to add to your itinerary are City Hall Castellina In Chianti and Archaeological Museum of Chianti. Take a look at what more there is to see and do in Expedia's Castellina in Chianti guide.
What's the seasonal weather like in Castellina in Chianti?
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.

Explore a world of travel with Expedia