𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Castellina in Chianti from RM307 (2026) - Fully Refundable Options

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

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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 stone building with a wooden bench outside.

A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

A clear blue pool with lounge chairs and a stone building in the background.

1. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

RM464

RM525 total

includes taxes & fees

20 Sept - 21 Sept

A pool with clear water and a row of white lounge chairs facing a scenic hillside view.

A stone-walled hallway with a staircase, a glass table with a red cushion, and a wooden cabinet.

An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.

A spa room with a stone ceiling, a window with frosted glass, a bed with pillows, and a wall-mounted artwork.

2. Palazzo Squarcialupi

Castellina in Chianti

yvette

RM936

RM1,058 total

includes taxes & fees

16 Sept - 17 Sept

A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.

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.

3. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

RM371

RM427 total

includes taxes & fees

14 Oct - 15 Oct

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 dining area with a table set for two, featuring wine bottles and bread.

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

4. Castello La Leccia

Castellina in Chianti

Samuel

RM1,313

RM1,464 total

includes taxes & fees

9 Oct - 10 Oct

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

A vineyard landscape with rows of grapevines and a person holding a glass.

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

Castellina in Chianti

Alexa

RM1,545

RM1,728 total

includes taxes & fees

24 Sept - 25 Sept

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 person relaxing in a hot tub with a view of a building and trees in the background.

6. Belvedere di San Leonino

Castellina in Chianti

Seong Won

RM519

RM599 total

includes taxes & fees

23 Sept - 24 Sept

A long table set for dining in a tunnel with wine barrels on one side.

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 castle-like building with a swimming pool and a well-maintained garden.

A sculpture of two figures in a garden with a windmill in the background.

7. Agriturismo Villa Godenano - Pool & Restaurant

Castellina in Chianti

Johnathan

RM703

RM792 total

includes taxes & fees

30 Sept - 1 Oct

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 stone building with wooden shutters, a bench, and hanging purple flowers.

A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.

8. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

RM913

RM1,024 total

includes taxes & fees

21 Sept - 22 Sept

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 spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

A restaurant with stone walls, wooden furniture, and a wine cellar.

9. Fattoria di Vegi

Castellina in Chianti

Megan

RM1,445

RM1,618 total

includes taxes & fees

29 Sept - 30 Sept

A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.

A spacious living room with striped sofas, a coffee table, and a chandelier.

A bench in a park with a lamp post and a building in the background.

A hallway with a wooden altar, benches, and a carpet with a floral pattern.

10. Villa Casalecchi Country Hotel

Castellina in Chianti

"This was a delightful Villa in the in the hills of Castelina. A family villa full of rich history and charm. The rooms were clean and the pool was a highlight to relax around in the warm Tuscan afternoons. Well Situated in the Chianti region with close proximity to many restaurants in Castelina, Castanaza was a lovely host and shared an amazing history over the centuries her family owned the Villa."

Alain

RM621

RM712 total

includes taxes & fees

10 Oct - 11 Oct

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

An outdoor dining area with tables and chairs, a pergola structure, and potted plants.

A pool area with a view of vineyards and hills.

A stone building with a wooden door and a balcony with flower planters.

11. Riserva di Fizzano Residence

Castellina in Chianti

Janet

RM989

RM1,097 total

includes taxes & fees

23 Sept - 24 Sept

A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

A bedroom with a bed, a painting, and a bathroom door.

A room with a window featuring sheer curtains, a radiator below, and a view of a green landscape.

A covered outdoor seating area with wicker furniture and potted plants.

12. Mariani Bed & Breakfast

Castellina in Chianti

Chie

RM367

RM423 total

includes taxes & fees

7 Oct - 8 Oct

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

A stone building with a large arched doorway, a bench, and a potted plant outside.

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.

13. Albergo Il Colombaio

Castellina in Chianti

Christine

RM644

RM722 total

includes taxes & fees

20 Sept - 21 Sept

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 balcony and a garden with pink flowers.

A stone-walled dining area with tables set for a meal, a stone fireplace, and a sign indicating 'Colleluono'.

14. Collelungo

Castellina in Chianti

Daniel

RM533

RM605 total

includes taxes & fees

21 Sept - 22 Sept

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.

15. Hotel Casafrassi

Castellina in Chianti

Jane

RM253

RM307 total

includes taxes & fees

17 Sept - 18 Sept

A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

A stone wall with a sign reading "pool" and a lantern. There are various plants and flowers, including white and red roses.

A stone building with a sign reading "del sogno RESIDENZIA DEL SOGNO".

A stone building with outdoor seating, potted plants, and flags.

16. Residenzia del Sogno

Castellina in Chianti

Katherine

RM530

RM602 total

includes taxes & fees

7 Oct - 8 Oct

A stone corridor leading to a wooden archway with a view of a green landscape and a red chair.

A modern bedroom with a large bed, a chandelier, and a view of greenery outside.

A narrow stone pathway between buildings with a clear view of the countryside.

A serene landscape with a clear view of a pool, a chair, and a statue in a garden setting.

17. PODERE 1384

Castellina in Chianti

"Un séjour absolument parfait au Podere 1384. Le lieu est sublime, hors du temps, magnifique à tous points de vue. Le confort est impeccable, la cuisine incroyable, et le service tout simplement irréprochable. Les équipes sont adorables, attentionnées, toujours présentes avec beaucoup de justesse. Un immense merci à Andrea pour son accueil si chaleureux et ses excellentes suggestions. C’est sans aucun doute notre plus belle étape en Toscane. Un endroit rare, où tout était absolument parfait....

Stanislas

RM2,295

RM2,553 total

includes taxes & fees

15 Sept - 16 Sept

A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

A modern kitchen with dark wooden cabinets, a dining table with chairs, and a vase of flowers on the table.

A modern two-story residential building with a stone facade, a well-maintained garden with hedges and grass, and a clear sky.

A bedroom with a bed, bedside tables, a chair, and a window with curtains.

18. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

RM573

RM658 total

includes taxes & fees

20 Sept - 21 Sept

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.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

An interior corridor with arches, columns, and a brick wall.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

19. La Certosa di Pontignano

Castelnuovo Berardenga

Malena

RM535

RM627 total

includes taxes & fees

15 Oct - 16 Oct

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 modern living room with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.

A breakfast buffet with various food items, a coffee station, and a large mirror on the wall.

20. Hotel Italia

Camollia

Shaji

RM494

RM568 total

includes taxes & fees

11 Oct - 12 Oct

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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.

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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.

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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.

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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.

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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.

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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

Top Castellina in Chianti Hotel Reviews

The Social Hub Florence Lavagnini

10/10 Excellent

"This was a good location close to the train station and city center with a short walk. The amenities or the washer and dryer, you can only use one machine at a time which slows the process down. Additionally the pool is only open from 9am - 6 pm and it would be more helpful to have a wider range of hours. The staff was extremely helpful and kind."

The Social Hub Florence Belfiore

10/10 Excellent

"Everything was perfect. Center of town, helpful staff who helped with activities around town and getting taxis. Highly recommended for anyone visiting!"

Hotel Albani Firenze

10/10 Excellent

"Staff was friendly and helpful. Rooms were large, clean and comfortable."

Art Hotel Villa Agape

10/10 Excellent

"This was an absolutely beautiful place to stay. The staff were helpful. The breakfast you get here is incredible. One of the best I’ve ever experienced."

Bernini Palace

10/10 Excellent

"Best posible location. Beautiful hotel with very helpful staff. Highly recommended."

Hotel Delle Nazioni

8/10 Good

"NA"

IQ Hotel Firenze

10/10 Excellent

"Very nice chain"

Plus Florence - Hostel

10/10 Excellent

"I..."

Hotel Horto Convento

10/10 Excellent

"Loved the hotel but wished that they would have a small restaurant as the grounds are lovely"

More cheap stays in Castellina in Chianti

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI

RM541

RM637 total

8 Oct - 9 Oct

includes taxes & fees

8.2/10 Very good! (867 reviews)

Hotel St. James

Via XXVII Aprile 18 Florence FI

RM647

RM754 total

13 Oct - 14 Oct

includes taxes & fees

8.2/10 Very good! (229 reviews)

Hotel Nuova Italia

Via Faenza 26 Florence FI

RM680

RM790 total

15 Sept - 16 Sept

includes taxes & fees

Hotel Spagna

Via Panzani, 5 Florence FI

RM727

RM842 total

20 Sept - 21 Sept

includes taxes & fees

Hotel Collodi

Via Taddea 6 Florence FI

RM802

RM924 total

9 Oct - 10 Oct

includes taxes & fees

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI

RM827

RM952 total

14 Oct - 15 Oct

includes taxes & fees

9.2/10 Wonderful! (985 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 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 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 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 286 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.

Castellina in Chianti hotels from RM307

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Castellina in Chianti

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Castellina in Chianti hotels

1. Hotel Colle Etrusco Salivolpi

2. Palazzo Squarcialupi

3. Borgo di Pietrafitta Relais

4. Castello La Leccia

5. Locanda le Piazze

6. Belvedere di San Leonino

7. Agriturismo Villa Godenano - Pool & Restaurant

8. Castello di Fonterutoli Wine Resort

9. Fattoria di Vegi

10. Villa Casalecchi Country Hotel

11. Riserva di Fizzano Residence

12. Mariani Bed & Breakfast

13. Albergo Il Colombaio

14. Collelungo

15. Hotel Casafrassi

16. Residenzia del Sogno

17. PODERE 1384

18. Casa Vacanze Squarcialupi

19. La Certosa di Pontignano

20. Hotel Italia

Stay near popular Castellina in Chianti attractions

Buondonno Winery

Castellina Fortress

Lilliano Estate Winery

Casa Vinicola Luigi Cecchi

Walls of Monteriggioni

Archaeological Museum of Chianti

Mazzei Winery

Casina di Cornia Winery

Learn more about Castellina in Chianti

Top Castellina in Chianti Hotel Reviews

The Social Hub Florence Lavagnini

The Social Hub Florence Belfiore

Hotel Albani Firenze

Art Hotel Villa Agape

Bernini Palace

Hotel Delle Nazioni

IQ Hotel Firenze

Plus Florence - Hostel

Hotel Horto Convento

More cheap stays in Castellina in Chianti

Hotel Bodoni

Hotel St. James

Hotel Nuova Italia

Hotel Spagna

Hotel Collodi

Hotel Alessandra

Frequently asked questions

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