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

Castellina in Chianti hotels from RM297

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30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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Our top choices for Castellina in Chianti hotels

A round table with a white tablecloth, two white chairs, and a vase of flowers on a terrace with a stone wall and a scenic view of green hills.

1. Palazzo Squarcialupi

Palazzo Squarcialupi
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (91 reviews)
"It had a good location and helpful staff."
United States
deanna
The price is RM789
RM895 total
includes taxes & fees
28 Oct - 29 Oct
Palazzo Squarcialupi
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 RM688
RM775 total
includes taxes & fees
28 Oct - 29 Oct
Castello di Fonterutoli Wine Resort
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

3. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (130 reviews)
"Perfect quiet hotel. Walking distance to downtown. Great breakfast. The staff were so great with recommendations and the restaurant associated with the hotel (off-site) had amazing food. Would definitely stay again when visiting the area!!"
United States
Sarah
The price is RM429
RM485 total
includes taxes & fees
28 Oct - 29 Oct
Hotel Colle Etrusco Salivolpi
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

4. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (194 reviews)
"Excellent place to stay"
United States
Alejandro
The price is RM399
RM457 total
includes taxes & fees
1 Nov - 2 Nov
Borgo di Pietrafitta Relais
A stately building with a grand entrance, multiple arches, and a well-lit facade.

5. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
10.0 out of 10, Exceptional, (43 reviews)
"Excellent staff and beautiful hotel"
Canada
Xinyi
The price is RM1,050
RM1,182 total
includes taxes & fees
30 Oct - 31 Oct
Fattoria di Vegi
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

6. Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (207 reviews)
"This property is beautiful, our room was beautiful, and every staff member was friendly and very helpful. It is pretty centrally located - close to Siena and San Gimignano. We would stay here again!"
United States
Colleen
The price is RM1,664
RM1,858 total
includes taxes & fees
28 Oct - 29 Oct
Locanda le Piazze
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, (122 reviews)
"Amazing property with great staff."
United States
Samuel
The price is RM685
RM772 total
includes taxes & fees
4 Nov - 5 Nov
Castello La Leccia
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.

8. 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 RM420
RM489 total
includes taxes & fees
28 Oct - 29 Oct
Belvedere di San Leonino
A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

9. 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 RM623
RM699 total
includes taxes & fees
1 Nov - 2 Nov
Albergo Il Colombaio
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

10. Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (247 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 RM245
RM297 total
includes taxes & fees
28 Oct - 29 Oct
Hotel Casafrassi
A stone building with a staircase leading up to a window, surrounded by lush greenery and flowering plants.

11. Collelungo

Collelungo
Castellina in Chianti
9.2 out of 10, Wonderful, (50 reviews)
"Amazing and unique experience."
Canada
Daniel
The price is RM516
RM586 total
includes taxes & fees
28 Oct - 29 Oct
Collelungo
A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

12. 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 RM523
RM593 total
includes taxes & fees
8 Nov - 9 Nov
Agriturismo La Ferrozzola
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

13. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."
United States
Frank
The price is RM375
RM430 total
includes taxes & fees
29 Oct - 30 Oct
Mariani Bed & Breakfast
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

14. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is RM540
RM612 total
includes taxes & fees
30 Oct - 31 Oct
Residenzia del Sogno
Infinity pool

15. 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 RM2,429
RM2,699 total
includes taxes & fees
2 Nov - 3 Nov
PODERE 1384
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

16. 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 RM493
RM570 total
includes taxes & fees
6 Nov - 7 Nov
Casa Vacanze Squarcialupi
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.

17. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (578 reviews)
"Great location amazing place"
United States
Rodolfo
The price is RM387
RM462 total
includes taxes & fees
16 Nov - 17 Nov
La Certosa di Pontignano - Place of Charme
A large building with multiple rooms, surrounded by a field of lavender.

18. 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 RM1,500
RM1,696 total
includes taxes & fees
4 Nov - 5 Nov
Borgo Scopeto Wine & Country Relais
The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.

19. Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1,004 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.

20. Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
9.0 out of 10, Wonderful, (1,004 reviews)
"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."
United States
Scott
The price is RM379
RM430 total
includes taxes & fees
17 Nov - 18 Nov
Hotel Chiusarelli
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 round table with a white tablecloth, two white chairs, and a vase of flowers on a terrace with a stone wall and a scenic view of green hills.

Palazzo Squarcialupi

4.0 star property
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 spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

Hotel Colle Etrusco Salivolpi

3.0 star property
Castellina in Chianti
View
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 stately building with a grand entrance, multiple arches, and a well-lit facade.

Fattoria di Vegi

Castellina in Chianti
View
9.8
Exceptional
91 reviews
9.4
Exceptional
234 reviews
9.6
Exceptional
130 reviews
9.4
Exceptional
194 reviews
10.0
Exceptional
43 reviews
The price is RM789
RM895 total
includes taxes & fees
28 Oct - 29 Oct
The price is RM688
RM775 total
includes taxes & fees
28 Oct - 29 Oct
The price is RM429
RM485 total
includes taxes & fees
28 Oct - 29 Oct
The price is RM399
RM457 total
includes taxes & fees
1 Nov - 2 Nov
The price is RM1,050
RM1,182 total
includes taxes & fees
30 Oct - 31 Oct
  • 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
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • Yes, Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • No Parking
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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

Hotel Horto Convento

Hotel Horto Convento

10/10 Excellent
"Perfect location just walking distance to the centre In my opinion better that less people"
Maud 1-night trip
Posted 1 hour ago
Hotel Horto Convento

More cheap stays in Castellina in Chianti

Hotel Brooklyn

Hotel Brooklyn

Via Fiume 8A Florence FI
The price is RM274 per night from 15 Nov to 16 Nov
RM274
RM342 total
15 Nov - 16 Nov
includes taxes & fees
8/10 Very good! (239 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.

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