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

Castellina in Chianti hotels from RM274

  • 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
6 Nov - 8 Nov
Next weekend
13 Nov - 15 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 stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

1. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (197 reviews)
"Amazing hotel !!!!"
United States
Vanessa
The price is RM643
RM726 total
includes taxes & fees
6 Nov - 7 Nov
Borgo di Pietrafitta Relais
A narrow stone pathway leading to a rustic building with a wooden door and a window.

2. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 reviews)
"The staff and experience staying at Castello Di Fonterutoli was amazing! Everyone was so kind and welcoming! Cannot wait to go back☺️"
United States
Micaela
The price is RM686
RM773 total
includes taxes & fees
8 Nov - 9 Nov
Castello di Fonterutoli Wine Resort
A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

3. 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 RM622
RM698 total
includes taxes & fees
8 Nov - 9 Nov
Albergo Il Colombaio
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

4. Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (124 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
The price is RM610
RM689 total
includes taxes & fees
12 Nov - 13 Nov
Castello La Leccia
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

5. 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 RM468
RM543 total
includes taxes & fees
6 Nov - 7 Nov
Casa Vacanze Squarcialupi
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.

6. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (211 reviews)
"Brautiful scenery, convenient location. Parking was great."
Canada
Kevork
The price is RM437
RM508 total
includes taxes & fees
11 Nov - 12 Nov
Belvedere di San Leonino
A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

7. 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 RM522
RM593 total
includes taxes & fees
8 Nov - 9 Nov
Agriturismo La Ferrozzola
Infinity pool

8. 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 RM2,427
RM2,698 total
includes taxes & fees
8 Nov - 9 Nov
PODERE 1384
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

9. 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 RM286
RM342 total
includes taxes & fees
14 Nov - 15 Nov
Hotel Casafrassi
A large building with multiple rooms, surrounded by a field of lavender.

10. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
5.0 star property
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (233 reviews)
"A peaceful luxurious stay with amazing amenities, 6 star service & and amazing dinner restaurant."
United States
Scott
The price is RM1,692
RM1,907 total
includes taxes & fees
6 Nov - 7 Nov
Borgo Scopeto Wine & Country Relais
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.

11. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (581 reviews)
"Great location amazing place"
United States
Rodolfo
The price is RM276
RM340 total
includes taxes & fees
20 Nov - 21 Nov
La Certosa di Pontignano - Place of Charme
A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

12. Park Hotel Chianti

Park Hotel Chianti
4.0 star property
Tavarnelle Val di Pesa
9.0 out of 10, Wonderful, (282 reviews)
"The staff are very helpful and kind."
Canada
Manuel
The price is RM224
RM274 total
includes taxes & fees
6 Nov - 7 Nov
Park Hotel Chianti
The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.

13. Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1,000 reviews)
"Clean, well maintained property that you’ll feel safe spending the night."
United States
Shaji
The price is RM280
RM322 total
includes taxes & fees
22 Nov - 23 Nov
Hotel Italia
A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

14. Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
9.0 out of 10, Wonderful, (1,001 reviews)
"Amazing place , super quiet, wonderful breakfast"
Canada
sharon
The price is RM329
RM376 total
includes taxes & fees
1 Dec - 2 Dec
Hotel Chiusarelli
An outdoor dining area with tables and chairs, surrounded by a brick wall and greenery.

15. Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1,006 reviews)
"Hotel Athena was a great property in Siena right inside the town walls. Very convenient as we had a rental car and did day trips throughout Tuscany. Breakfast buffet was included and great selection and quality of food. Would definitely stay here again and recommend to others."
United States
Dawn
The price is RM373
RM424 total
includes taxes & fees
29 Nov - 30 Nov
Hotel Athena
A table with breakfast items and a wicker chair, overlooking a scenic landscape.

16. Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (898 reviews)
"Beautiful sunset views from The terrace garden. Wonderful Breaksfast! Would stay here again."
United States
Roy
The price is RM465
RM525 total
includes taxes & fees
10 Nov - 11 Nov
Palazzo Ravizza
A table set for dining with a view of a vineyard.

17. La Cisterna

La Cisterna
3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (676 reviews)
"The service was wonderful!"
United States
Tracy
The price is RM363
RM427 total
includes taxes & fees
10 Nov - 11 Nov
La Cisterna
A rooftop terrace with a table set for dining, candles, and a vase of flowers, overlooking a historic cityscape with notable architecture.

18. Hotel Santa Maria Novella

Hotel Santa Maria Novella
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1,002 reviews)
"Nice location easy to train station able to walk staff so sweet, breakfast delicious and so so clean luxury stay"
United States
Shirley
The price is RM627
RM753 total
includes taxes & fees
29 Nov - 30 Nov
Hotel Santa Maria Novella
A dining area with a table set for two, a window with a view of historic buildings, and a chair with a cushion.

19. 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 RM755
RM885 total
includes taxes & fees
30 Nov - 1 Dec
Hotel Pendini
An outdoor dining area with tables and chairs, overlooking a historic building with a dome and bell tower.

20. Grand Hotel Baglioni

Grand Hotel Baglioni
4.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (1,004 reviews)
"Breakfast views are exceptional"
United States
Tannaz
The price is RM539
RM657 total
includes taxes & fees
6 Dec - 7 Dec
Grand Hotel Baglioni
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 stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

Borgo di Pietrafitta Relais

Castellina in Chianti
View
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 historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

Castello La Leccia

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
9.4
Exceptional
197 reviews
9.4
Exceptional
234 reviews
8.4
Very good
66 reviews
10.0
Exceptional
124 reviews
9.2
Wonderful
5 reviews
The price is RM643
RM726 total
includes taxes & fees
6 Nov - 7 Nov
The price is RM686
RM773 total
includes taxes & fees
8 Nov - 9 Nov
The price is RM622
RM698 total
includes taxes & fees
8 Nov - 9 Nov
The price is RM610
RM689 total
includes taxes & fees
12 Nov - 13 Nov
The price is RM468
RM543 total
includes taxes & fees
6 Nov - 7 Nov
  • No Breakfast included
  • Yes, Pool
  • Yes, Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • 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
  • Yes, Breakfast included
  • Yes, Pool
  • Yes, Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No 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 Belfiore

The Social Hub Florence Belfiore

8/10 Good
"Same name Hotel resulted in two taxis to get there."
CHARLES 1-night trip
Posted 17 hours ago
The Social Hub Florence Belfiore

More cheap stays in Castellina in Chianti

Hotel Bodoni

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI
The price is RM249 per night from 8 Nov to 9 Nov
RM249
RM315 total
8 Nov - 9 Nov
includes taxes & fees
8.2/10 Very good! (893 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