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

Castellina in Chianti hotels from RM306

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Check prices for these dates

Tonight
8 Sept - 9 Sept
Tomorrow
9 Sept - 10 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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Our top choices for Castellina in Chianti hotels

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.
A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.
A stone building with a wooden bench outside.

1. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Monica
RM462
RM523 total
includes taxes & fees
20 Sept - 21 Sept
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.
A dining area with a stone wall, wooden beams, and a striped sofa.
A cozy living room with a stone fireplace, striped sofas, and a coffee table.
A stone building with a courtyard, a covered seating area, and a small bell tower.

2. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
United States
Alejandro
RM612
RM691 total
includes taxes & fees
4 Oct - 5 Oct
Borgo di Pietrafitta Relais
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.
A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.
A dining area with a table set for two, featuring wine bottles and bread.

3. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Samuel
RM1,309
RM1,458 total
includes taxes & fees
9 Oct - 10 Oct
Castello La Leccia
A pool with clear water and a row of white lounge chairs facing a scenic hillside view.
An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.
A stone-walled hallway with a staircase, a glass table with a red cushion, and a wooden cabinet.
A spa room with a stone ceiling, a circular hot tub, a window, and a bench.

4. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
United States
yvette
RM933
RM1,054 total
includes taxes & fees
10 Sept - 11 Sept
Palazzo Squarcialupi
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.
A modern interior with a bar area, seating, and a staircase.
A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

5. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
United States
Mark
RM1,539
RM1,722 total
includes taxes & fees
24 Sept - 25 Sept
Locanda le Piazze
A narrow stone pathway leading to a rustic building with a wooden door and a window.
A cozy living room with a striped sofa, a wooden coffee table, and a bookshelf.
A cozy living room with a fireplace, wooden beams, and comfortable seating.
A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.

6. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
United States
Giancarlo
RM829
RM930 total
includes taxes & fees
10 Sept - 11 Sept
Castello di Fonterutoli Wine Resort
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.
A rustic stone building with a garden in front.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A poolside area with lounge chairs and a view of the night sky.

7. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Seong Won
RM517
RM597 total
includes taxes & fees
10 Sept - 11 Sept
Belvedere di San Leonino
A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.
A clear blue pool with lounge chairs and umbrellas, surrounded by lush greenery and a forested hillside.
A bench in a park with a lamp post and a building in the background.
A spacious living room with striped sofas, a coffee table, and a chandelier.

8. Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
Castellina in Chianti
Canada
Alain
RM685
RM782 total
includes taxes & fees
9 Oct - 10 Oct
Villa Casalecchi Country Hotel
A stately building with a grand entrance, multiple arches, and a well-lit facade.
A swimming pool with lounge chairs and an umbrella, surrounded by trees.
A restaurant with stone walls, wooden furniture, and a wine cellar.
A well-decorated living room with a sofa, a coffee table, and a vase with flowers.

9. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
United States
Sebastian
RM1,440
RM1,612 total
includes taxes & fees
29 Sept - 30 Sept
Fattoria di Vegi
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.
A pool area with a view of vineyards and hills.
A stone building with a wooden door and a balcony with flower planters.
A buffet setup with various baked goods and pastries, including a bundt cake, arranged on a wooden table with a stone wall background.

10. Riserva di Fizzano Residence

Riserva di Fizzano Residence
Castellina in Chianti
United States
Janet
RM909
RM1,010 total
includes taxes & fees
14 Sept - 15 Sept
Riserva di Fizzano Residence
A long table set for dining in a tunnel with wine barrels on one side.
A sculpture of two figures in a garden with a windmill in the background.
A spacious bedroom with a large bed, a desk, and a chair. There is a painting on the wall and a window with curtains.
A pool with lounge chairs and umbrellas, surrounded by stone tiles and trees.

11. Agriturismo Villa Godenano - Pool & Restaurant

Agriturismo Villa Godenano - Pool & Restaurant
Castellina in Chianti
United States
Johnathan
RM705
RM794 total
includes taxes & fees
24 Sept - 25 Sept
Agriturismo Villa Godenano - Pool & Restaurant
A stone building with an arched entrance, a wooden door, and a small balcony with a railing.
A pool area with lounge chairs and umbrellas, surrounded by greenery and trees.
A stone staircase leading to a wooden balcony with a view of a mountainous landscape.
A stone building with a large arched doorway, a bench, and a potted plant outside.

12. Albergo Il Colombaio

Albergo Il Colombaio
Castellina in Chianti
United States
Christine
RM641
RM720 total
includes taxes & fees
14 Sept - 15 Sept
Albergo Il Colombaio
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A building with arched windows, a courtyard with a pond, and a metal fence.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

13. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
Italy
Jane
RM252
RM306 total
includes taxes & fees
9 Sept - 10 Sept
Hotel Casafrassi
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.
A covered outdoor seating area with wicker furniture and potted plants.
A building with a sign reading "MARIANI B&B" and a statue of a cherub in front.
A room with a window featuring sheer curtains, a radiator below, and a view of a green landscape.

14. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
Japan
Chie
RM366
RM421 total
includes taxes & fees
9 Sept - 10 Sept
Mariani Bed & Breakfast
A stone building with a staircase leading up to a window, surrounded by lush greenery and flowering plants.
A swimming pool with stone walls, lounge chairs, and a building with stone architecture.
A stone building with a gravel path leading to a wooden door. There are potted plants and a metal gate in the foreground.
A stone-walled dining area with tables set for a meal, a stone fireplace, and a sign indicating 'Colleluono'.

15. Collelungo

Collelungo
Castellina in Chianti
Canada
Daniel
RM530
RM602 total
includes taxes & fees
21 Sept - 22 Sept
Collelungo
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.
A stone building with a sign reading "del sogno RESIDENZIA DEL SOGNO".
An open door leading to a patio with a round wooden table and chairs, overlooking a hilly landscape.
A stone wall with a sign reading "pool" and a lantern. There are various plants and flowers, including white and red roses.

16. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
Canada
Katherine
RM527
RM599 total
includes taxes & fees
21 Sept - 22 Sept
Residenzia del Sogno
A stone corridor leading to a wooden archway with a view of a green landscape and a red chair.
A serene landscape with a clear view of a pool, a chair, and a statue in a garden setting.
A narrow stone pathway between buildings with a clear view of the countryside.
A modern bedroom with a large bed, a chandelier, and a view of greenery outside.

17. PODERE 1384

PODERE 1384
Castellina in Chianti
France
Stanislas
RM2,286
RM2,543 total
includes taxes & fees
9 Sept - 10 Sept
PODERE 1384
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.
A modern two-story residential building with a stone facade, a well-maintained garden with hedges and grass, and a clear sky.
A modern kitchen with dark wooden cabinets, a dining table with chairs, and a vase of flowers on the table.
A dining area with a wooden table and chairs, a white sofa with cushions, and a staircase with a metal railing.

18. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
United States
Jeffrey
RM570
RM655 total
includes taxes & fees
20 Sept - 21 Sept
Casa Vacanze Squarcialupi
A person sitting by a swimming pool with a stone building in the background.
A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.
A sunset scene with a person holding a child, benches, and umbrellas in a park setting.
An indoor dining area with stone walls, tables set with tablecloths and chairs, and hanging pendant lights.

19. Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
Tavarnelle Val di Pesa
United States
Sergey
RM752
RM855 total
includes taxes & fees
7 Oct - 8 Oct
Hotel Borgo di Cortefreda Relais
The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.
A bar area with a white countertop, clear chairs, and shelves of liquor bottles.
A hotel room with a bed, a TV, a dining area with a table and chairs, and a view of the outside.
A modern living room with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.

20. Hotel Italia

Hotel Italia
Camollia
Canada
Khoon
RM562
RM642 total
includes taxes & fees
21 Sept - 22 Sept
Hotel Italia
View all properties

Holiday Rentals in Castellina in Chianti

Residence
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.
A pool area with a view of vineyards and hills.
A stone building with a wooden door and a balcony with flower planters.
A buffet setup with various baked goods and pastries, including a bundt cake, arranged on a wooden table with a stone wall background.

Riserva di Fizzano Residence

Riserva di Fizzano Residence
Castellina in Chianti
"Great place to stay in Tuscany! Very nice breakfast also!"
Riserva di Fizzano Residence
Holiday Home
A stone building with multiple windows and a chimney.
A stone building with a gravel driveway leading to a table set for dining, surrounded by greenery and a vineyard in the background.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, set against a stone building with a garden.
A stone-walled interior with a fireplace, a dining area, and a sofa.

Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
"Very nice agriturismo. "
Agriturismo La Ferrozzola
Townhouse
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.
A stone building with a sign reading "del sogno RESIDENZIA DEL SOGNO".
An open door leading to a patio with a round wooden table and chairs, overlooking a hilly landscape.
A stone wall with a sign reading "pool" and a lantern. There are various plants and flowers, including white and red roses.

Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Residenzia del Sogno
Apartment
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.
A modern two-story residential building with a stone facade, a well-maintained garden with hedges and grass, and a clear sky.
A modern kitchen with dark wooden cabinets, a dining table with chairs, and a vase of flowers on the table.
A dining area with a wooden table and chairs, a white sofa with cushions, and a staircase with a metal railing.

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
Casa Vacanze Squarcialupi
Residence
A hillside villa with a swimming pool, terraced gardens, and a church tower.
A kitchen with wooden cabinets, a brick archway, and a vase with sunflowers.
A spacious room with a foosball table, a billiards table, a bookshelf, and a bench.
A swimming pool with a view of rolling hills in the background.

Borgo Sicelle

Borgo Sicelle
Castellina in Chianti
"Beautiful stay if you want to live the real Tuscany feeling. Hotel staff was extremely friendly, helpful and the overall property is extremely neat, always keeping the Italian style. "
Borgo Sicelle
Apartment
A narrow cobblestone street flanked by stone buildings with arched doorways and a vineyard in the background.
A modern kitchen with white cabinets, a built-in oven, and a dining area with a wooden table and chairs.
A stone building with a courtyard featuring a wooden table and chairs, potted plants, and a stone wall.
A bedroom with a large bed, bedside lamps, a small table, and a view through a window.

Il Nespolo Charming Apartment Fonterutoli

Il Nespolo Charming Apartment Fonterutoli
Castellina in Chianti
Il Nespolo Charming Apartment Fonterutoli
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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

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 relaxing area.
See properties

Lilliano Estate Winery

You can enjoy a tasting or tour at Lilliano Estate Winery during your travels to Lilliano.
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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 walkable area or enjoy its local tours.
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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.
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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

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

Hotel Calimala Florence

Hotel Calimala Florence

8/10 Good
"Main hotel reception lovely, hotel location excellent, staff friendly (Simone barman gr8). We had to change rooms as inner room / no window had poor light but reception staff acted promptly and got us a lovely room with windows onto street. Breakfast and rooftop bar across the road so slight inconvenience but OK. Breakfast OK but not enough fruit/healthy choices for us. The main issue we found was the rooftop bar/restaurant was lovely BUT you had to book even as a guest and they had 2weddings/events on our 4 night stay so the facility was closed to all !!!"
simon 4-night trip
Posted less than an hour ago
Hotel Calimala Florence
Hotel Albani Firenze

Hotel Albani Firenze

10/10 Excellent
"This place was great. A 2 minute walk from the train station. The staff members were all super friendly and eager to make your stay pleasurable. The bags were taken to our room. Every night a small chocolate cookie was delivered to the room. The room and bathroom were big and clean!!! Breakfast was a good way to start our days."
Yamile 2-night trip
Posted 3 hours ago
Hotel Albani Firenze
Hotel Delle Nazioni

Hotel Delle Nazioni

10/10 Excellent
"Room was very clean. Staff was helpful and friendly"
Joanna 7-night trip
Posted 6 hours ago
Hotel Delle Nazioni
Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent
"I stayed in a suite with my wife and two small children. It was a good size, amenities were nice and the staff was exceptionally friendly and helpful. Would definitely stay again."
Timothy 1-night trip
Posted 9 hours ago
Grand Hotel Cavour
c-hotels Ambasciatori

c-hotels Ambasciatori

10/10 Excellent
"Muy buena ubicaciรณn, tiene muy buenos servicios de bar y restaurante, muy buen desayuno, encantador hotel, su personal muy atento"
Jorge 1-night trip
Posted 9 hours ago
c-hotels Ambasciatori
Grand Hotel Baglioni

Grand Hotel Baglioni

8/10 Good
"All was good"
Gary Edward 4-night trip
Posted 20 hours ago
Grand Hotel Baglioni
Hu Firenze Camping In Town

Hu Firenze Camping In Town

10/10 Excellent
"Love this place, came back twice. Literally had all you need . The shuttle downtown is amazing, exploring with families can be chaotic this helped. The pool gets a bit crowded during peak season but still worth a visit."
Ama 2-night trip
Posted 2 days ago
Hu Firenze Camping In Town
IQ Hotel Firenze

IQ Hotel Firenze

10/10 Excellent
"The reception staff were so lovely and friendly - I didnโ€™t catch the ladies name but she was super helpful. Was so nice to use the plunge pool after a day of sightseeing. The hotel is in a great location and they had a fantastic buffet breakfast (including a great selection of gluten free). Highly recommend"
Tania 2-night trip
Posted 2 days ago
IQ Hotel Firenze
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

10/10 Excellent
"This hotel was great! All new amenities, very clean and in a location ideal for access to the main train station. The pool was a highlight and, although it did get busy, we never waited long for a sun lounger. Would definitely recommend!"
Chelsea 4-night trip
Posted 2 days ago
The Social Hub Florence Belfiore

More cheap stays in Castellina in Chianti

Hotel Bodoni

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI
RM489
RM580 total
27 Sept - 28 Sept
includes taxes & fees
8.2/10 Very good! (866 reviews)
Hotel Bodoni
Hotel St. James

Hotel St. James

Via XXVII Aprile 18 Florence FI
RM592
RM694 total
13 Sept - 14 Sept
includes taxes & fees
Hotel St. James
Hotel Nuova Italia

Hotel Nuova Italia

Via Faenza 26 Florence FI
RM593
RM694 total
9 Sept - 10 Sept
includes taxes & fees
Hotel Nuova Italia
Hotel Collodi

Hotel Collodi

Via Taddea 6 Florence FI
RM674
RM783 total
10 Sept - 11 Sept
includes taxes & fees
9.6/10 Exceptional! (1,008 reviews)
Hotel Collodi
Hotel Spagna

Hotel Spagna

Via Panzani, 5 Florence FI
RM759
RM877 total
20 Sept - 21 Sept
includes taxes & fees
Hotel Spagna
Hotel Alessandra

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI
RM917
RM1,051 total
7 Oct - 8 Oct
includes taxes & fees
9.2/10 Wonderful! (979 reviews)
Hotel Alessandra

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 Lavagnini and The Social Hub Florence Belfiore. 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 285 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 Lilliano Estate Winery. 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 22ยฐC, while the coldest months are January and February, with an average of 6ยฐC. Average annual precipitation for Castellina in Chianti is 935 mm.

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