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

Castellina in Chianti hotels from RM310

  • 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

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Filter by

Star rating

Guest rating

Our top choices for Castellina in Chianti hotels

Breakfast included
Hotel
Pool
Reserve now, pay later
Air conditioned

1. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
United States
yvette
RM903
RM1,021 total
includes taxes & fees
27 Aug - 28 Aug
Palazzo Squarcialupi

2. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Samuel
RM1,294
RM1,443 total
includes taxes & fees
4 Sept - 5 Sept
Castello La Leccia

3. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
United States
Alejandro
RM544
RM617 total
includes taxes & fees
27 Aug - 28 Aug
Borgo di Pietrafitta Relais

4. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Scott
RM464
RM524 total
includes taxes & fees
20 Sept - 21 Sept
Hotel Colle Etrusco Salivolpi

5. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
United States
Brian
RM1,189
RM1,336 total
includes taxes & fees
24 Aug - 25 Aug
Fattoria di Vegi

6. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
United Kingdom
Oluwafunmilayo
RM1,543
RM1,726 total
includes taxes & fees
29 Aug - 30 Aug
Locanda le Piazze

7. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
United States
Giancarlo
RM729
RM821 total
includes taxes & fees
23 Aug - 24 Aug
Castello di Fonterutoli Wine Resort

8. Agriturismo Villa Godenano - Pool & Restaurant

Agriturismo Villa Godenano - Pool & Restaurant
Castellina in Chianti
United Kingdom
Isabelle
RM645
RM728 total
includes taxes & fees
30 Aug - 31 Aug
Agriturismo Villa Godenano - Pool & Restaurant

9. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United Kingdom
Jess
RM467
RM542 total
includes taxes & fees
21 Sept - 22 Sept
Belvedere di San Leonino

10. Albergo Il Colombaio

Albergo Il Colombaio
Castellina in Chianti
United States
Christine
RM643
RM722 total
includes taxes & fees
28 Aug - 29 Aug
Albergo Il Colombaio

11. Riserva di Fizzano Residence

Riserva di Fizzano Residence
Castellina in Chianti
United States
Janet
RM818
RM910 total
includes taxes & fees
26 Aug - 27 Aug
Riserva di Fizzano Residence

12. Collelungo

Collelungo
Castellina in Chianti
Canada
Marc
RM532
RM605 total
includes taxes & fees
15 Sept - 16 Sept
Collelungo

13. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
Japan
Chie
RM391
RM449 total
includes taxes & fees
1 Sept - 2 Sept
Mariani Bed & Breakfast

14. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
United States
Jeffrey
RM533
RM614 total
includes taxes & fees
25 Aug - 26 Aug
Casa Vacanze Squarcialupi

15. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
Canada
Katherine
RM502
RM571 total
includes taxes & fees
28 Aug - 29 Aug
Residenzia del Sogno

16. PODERE 1384

PODERE 1384
Castellina in Chianti
France
Stanislas
RM2,292
RM2,550 total
includes taxes & fees
25 Aug - 26 Aug
PODERE 1384

17. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United States
Alex
RM256
RM310 total
includes taxes & fees
13 Sept - 14 Sept
Hotel Casafrassi

18. Hotel Italia

Hotel Italia
Camollia
Canada
Khoon
RM402
RM466 total
includes taxes & fees
27 Aug - 28 Aug
Hotel Italia

19. Hotel Chiusarelli

Hotel Chiusarelli
Siena City Centre
Canada
sharon
RM545
RM623 total
includes taxes & fees
30 Aug - 31 Aug
Hotel Chiusarelli

20. Hotel Athena

Hotel Athena
Siena Historical Center
United States
Diane
RM707
RM802 total
includes taxes & fees
27 Aug - 28 Aug
Hotel Athena
View all properties
Save an average of 15% on thousands of hotels when you're signed in

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

Castellina Fortress

9.4/10 (3 reviews)
Learn about the local history of Castellina in Chianti with a stop at Castellina Fortress. Discover the countryside and wineries in this quaint area.
See properties

Archaeological Museum of Chianti

8.0/10 (6 reviews)
You can browse the exhibits at Archaeological Museum of Chianti, a museum with a story of its own, during your travels to Castellina in Chianti. Discover the beautiful countryside in this walkable area or enjoy its local tours.
See properties

Walls of Monteriggioni

9.2/10 (5 reviews)
You can study the exhibits at Walls of Monteriggioni, a museum with a storied past, during your trip to Castellina in Chianti. Discover the beautiful countryside and wineries in this walkable area.
See properties

Lilliano Estate Winery

You can enjoy a tasting or tour at Lilliano Estate Winery during your travels to Lilliano.
See properties

Casa Vinicola Luigi Cecchi

9.0/10 (4 reviews)
You can enjoy a tasting or tour at Casa Vinicola Luigi Cecchi during your travels to Castellina in Chianti. Discover the beautiful countryside in this quaint area or enjoy its local tours.
See properties

Mazzei Winery

You can enjoy a tasting or tour at Mazzei Winery during your travels to Fonterutoli. You can enjoy the restaurants while in the area.
See properties

Casina di Cornia Winery

You can enjoy a tasting or tour at Casina di Cornia Winery during your travels to Castellina in Chianti. Discover the 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 Hoxton, Florence

The Hoxton, Florence

10/10 Excellent
"Beautiful hotel"
Indira Espinal 5-night trip
Posted less than an hour ago
The Hoxton, Florence
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

10/10 Excellent
"This place is nothing like my wife & I have experienced. This is a whole new hotel stay. It was a great experience & very active place. From the food, drinks, service and all, it was truly a great experience. The pool, food & drinks on the rooftop was amazing. I will definitely stay here again."
William 1-night trip
Posted 1 hour ago
The Social Hub Florence Belfiore
The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

10/10 Excellent
"Muy buena ubicación, la propiedad es la mejor que he estado en Italia hasta ahora, el personal tuvo mi habitación lista mucho antes de la hora del check in, el proceso de check-in fue muy rápido y placentero apenas demore 1 min. Cada vez que contacté a la propiedad, enseguida me respondían. Cuando vuelva a Florencia, me vuelvo a quedar en este hotel."
Alejandro 3-night trip
Posted 2 hours ago
The Social Hub Florence Lavagnini
Starhotels Tuscany

Starhotels Tuscany

8/10 Good
"Clean comfortable room & staff helpful. Hotel away from town center but tram right outside of property."
Najaat 3-night trip
Posted 2 hours ago
Starhotels Tuscany
Bernini Palace

Bernini Palace

10/10 Excellent
"Beautiful hotel right in the centre. Fabio at the front desk was very welcoming and the room was great with a wonderful bright super clean marble bathroom. We booked a superior room and the sheets were fine linen and we slept really well. Cute bar too for a drink."
Gilda 1-night trip
Posted 5 hours ago
Bernini Palace
25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

10/10 Excellent
"This is a great hotel location for all the main attractions and only a 10 minute walk from the railway station if you are flying into Pisa. The hotel and rooms are brilliant, loved the heaven & hell theme. Some great touches by the hotel such as free drink at the bar, x2 free beers in the mini bar. The pool room is great as are the restaurants and courtyard garden. Highly recommend this hotel."
Michael 4-night trip
Posted 5 hours ago
25hours Hotel Florence Piazza San Paolino
Maxim Axial

Maxim Axial

10/10 Excellent
"The experience is very good! It is convenient to travel, and the staff is friendly and easy to communicate with. They are very conscientious."
Xiaohong 2-night trip
Posted 11 hours ago
Maxim Axial
IQ Hotel Firenze

IQ Hotel Firenze

10/10 Excellent
"The staff was super friendly upon check in/out and all of the times in between! The room was very clean and offered a ton of amenities. Highly recommend and will be back on my next trip to Florence."
Caitlin 2-night trip
Posted 13 hours ago
IQ Hotel Firenze
Plus Florence - Hostel

Plus Florence - Hostel

10/10 Excellent
"Great place to stay."
Rahulkumar 4-night trip
Posted 1 day ago
Plus Florence - Hostel

More cheap stays in Castellina in Chianti

Hotel Spagna

Hotel Spagna

Via Panzani, 5 Florence FI
RM309
RM382 total
23 Aug - 24 Aug
includes taxes & fees
Hotel Spagna
Hotel Nuova Italia

Hotel Nuova Italia

Via Faenza 26 Florence FI
RM340
RM416 total
25 Aug - 26 Aug
includes taxes & fees
Hotel Nuova Italia
Hotel Villani

Hotel Villani

Via Delle Oche 11 Florence FI
RM357
RM435 total
27 Aug - 28 Aug
includes taxes & fees
8.6/10 Excellent! (566 reviews)
Hotel Villani
Hotel Bodoni

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI
RM382
RM463 total
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very good! (860 reviews)
Hotel Bodoni
Hotel Collodi

Hotel Collodi

Via Taddea 6 Florence FI
RM480
RM571 total
28 Aug - 29 Aug
includes taxes & fees
9.6/10 Exceptional! (1,006 reviews)
Hotel Collodi
Hotel Alessandra

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI
RM570
RM670 total
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (968 reviews)
Hotel Alessandra

Frequently asked questions

Where is the best place to stay in Castellina in Chianti?
The Social Hub Florence Lavagnini, 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 Plus Florence - Hostel 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'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 Castello di Fonterutoli Wine Resort. 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 289 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 Buondonno 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