𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Castellina in Chianti from RM304 (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 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 spa room with a stone ceiling, a window with frosted glass, a bed with pillows, and a wall-mounted artwork.

A spa room with a stone ceiling, a circular hot tub, a window, and a bench.

1. Palazzo Squarcialupi

Castellina in Chianti

yvette

RM819

RM928 total

includes taxes & fees

21 Oct - 22 Oct

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

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

A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

A stone building with a wooden bench outside.

2. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

RM511

RM576 total

includes taxes & fees

18 Oct - 19 Oct

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

A stone building with a courtyard, a covered seating area, and a small bell tower.

A dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.

A cozy living room with a stone fireplace, striped sofas, and a coffee table.

3. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

RM367

RM423 total

includes taxes & fees

14 Oct - 15 Oct

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

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

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.

4. Castello La Leccia

Castellina in Chianti

Eva

RM1,127

RM1,259 total

includes taxes & fees

17 Oct - 18 Oct

A narrow stone pathway leading to a rustic building with a wooden door and a window.

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.

A cozy living room with a striped sofa, a wooden coffee table, and a bookshelf.

5. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

RM844

RM947 total

includes taxes & fees

18 Oct - 19 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 person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

6. Locanda le Piazze

Castellina in Chianti

Alexa

RM1,421

RM1,591 total

includes taxes & fees

18 Oct - 19 Oct

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.

7. Fattoria di Vegi

Castellina in Chianti

Megan

RM1,130

RM1,271 total

includes taxes & fees

23 Oct - 24 Oct

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

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

A clear blue pool with lounge chairs and umbrellas, surrounded by lush greenery and a forested hillside.

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

8. 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

RM615

RM705 total

includes taxes & fees

11 Oct - 12 Oct

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

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.

A pool with lounge chairs and umbrellas, surrounded by stone tiles and trees.

9. Agritourism Villa [EXACT MATCH] Godenano - Pool & Suites

Castellina in Chianti

Johnathan

RM649

RM732 total

includes taxes & fees

30 Sept - 1 Oct

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 poolside area with lounge chairs and a view of the night sky.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

A rustic stone building with a garden in front.

10. Belvedere di San Leonino

Castellina in Chianti

Els

RM514

RM593 total

includes taxes & fees

15 Oct - 16 Oct

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

A buffet setup with various baked goods and pastries, including a bundt cake, arranged on a wooden table with a stone wall 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.

11. Riserva di Fizzano Residence

Castellina in Chianti

Janet

RM815

RM906 total

includes taxes & fees

29 Sept - 30 Sept

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-walled room with tables set for dining, a staircase, and a lamp.

12. Albergo Il Colombaio

Castellina in Chianti

Christine

RM638

RM715 total

includes taxes & fees

1 Oct - 2 Oct

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 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.

13. Mariani Bed & Breakfast

Castellina in Chianti

Chie

RM363

RM418 total

includes taxes & fees

7 Oct - 8 Oct

A stone building with a staircase leading up to a window, surrounded by lush greenery and flowering plants.

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 building with a balcony and a garden with pink flowers.

A swimming pool with stone walls, lounge chairs, and a building with stone architecture.

14. Collelungo

Castellina in Chianti

Daniel

RM475

RM541 total

includes taxes & fees

28 Sept - 29 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 view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

A traditional villa with a tiled roof, surrounded by lush greenery and hills.

15. Hotel Casafrassi

Castellina in Chianti

Jane

RM251

RM304 total

includes taxes & fees

27 Sept - 28 Sept

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

An open door leading to a patio with a round wooden table and chairs, overlooking a hilly landscape.

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

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

Castellina in Chianti

Katherine

RM525

RM596 total

includes taxes & fees

6 Oct - 7 Oct

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

An outdoor terrace with tables and chairs, overlooking a hilly landscape with vineyards.

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

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

RM2,272

RM2,527 total

includes taxes & fees

29 Sept - 30 Sept

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

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

Castellina in Chianti

Jeffrey

RM545

RM628 total

includes taxes & fees

21 Oct - 22 Oct

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.

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.

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

19. La Certosa di Pontignano

Castelnuovo Berardenga

Roberto

RM410

RM488 total

includes taxes & fees

16 Oct - 17 Oct

A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

A balcony with two chairs and a table, overlooking a building with a tiled roof and shutters.

A modern hotel room with a large bed, a desk, and a chair. There is a painting on the wall and a lamp on the side table.

A hotel with a sign reading "HOTEL RISTORANTE CHIUSARELLI," surrounded by greenery and a brick wall.

20. Hotel Chiusarelli

Siena City Centre

sharon

RM723

RM818 total

includes taxes & fees

16 Oct - 17 Oct

View all properties

Holiday Rentals in Castellina in Chianti

Townhouse

Mariani Bed & Breakfast

Castellina in Chianti

"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."

Residence

Riserva di Fizzano Residence

Castellina in Chianti

"Great place to stay in Tuscany! Very nice breakfast also!"

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

Castellina in Chianti

"Very nice agriturismo. "

Apartment

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. "

Residence

A hillside villa with a swimming pool, terraced gardens, and a church tower.

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.

A stone building with arched windows and a patio area with outdoor seating.

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. "

Apartment

A narrow cobblestone street flanked by stone buildings with arched doorways and a vineyard in the background.

A modern kitchen with a wooden dining table, a built-in oven, and a large window.

A stone building with a courtyard featuring a wooden table and chairs, potted plants, and a stone wall.

A modern kitchen with white cabinets, a built-in oven, and a dining area with a wooden table and chairs.

Il Nespolo Charming Apartment Fonterutoli

Castellina in Chianti

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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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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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Lilliano Estate Winery

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

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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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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

Hotel Delle Nazioni

8/10 Good

"Breakfast, coffee. Staff was very nice."

Hotel Santa Maria Novella

10/10 Excellent

"The staff really really made our visit singularly the best room experience in my life. Victoria was awesome, the main covered patio was to die for ."

Bernini Palace

10/10 Excellent

"Best place we stayed in Italy. Great location. The staff pampers you. The hotel is beautiful. They welcomed us when we checked in. They cleaned the room every time we will go out. We can wait to go back. The restaurant/lobby bar had great food and the waiters and bartender were amazing."

Palazzo Montebello

10/10 Excellent

"Service was very good. Bring wash cloth if you prefer. This was a great place to stay. Very Florence like."

IQ Hotel Firenze

8/10 Good

"Property is about 20 minute walk from the Duomo which is where all the action is. Had it been closer I would give it a 5 star. Some people at the front desk were nice, some very curt. My room was not ready when I got there a bit early. They said they would call me when the room was ready, never heard from them. nice breakfast included. 15 euro taxi ride to the train station, with 2 suitcases."

Italiana Hotels Florence

10/10 Excellent

"Very convenient, great breakfast and location. Would 100% stay here again"

Art Hotel Villa Agape

10/10 Excellent

"Great staff! Food was excellent"

Plus Florence - Hostel

8/10 Good

"We were a couple who stayed the first night in a 3 single beds room, and the other three nights we were in a private room with a large bed. One issue is that there is only one singular outlet in the rooms. In the private room, we only had one free electrical outlet which was in the bathroom. We had to disconnect the TV in order to have any outlet in the bedroom. We really feel this is inadequate, especially in bedroom with more than two beds. On the day we left we found bugs under the bedside cube. I also had multiple bites on my leg, luckily they were not itchy so I don't know what they were. They were NOT bedbugs. There is no facility to iron at all, not a single iron on the whole property They staff was really friendly and helpful over all, even when faced with large groups who were waiting to check in they were very professional, kind and helpful, 5 starts for any staff interaction. We would definitely stay again but would really wish they would install more outlets and stay on top of ants/bugs. All towels and beddings were clean. We didn't eat from their restaurant or use the pool so we have no comments to share."

Radisson Blu Hotel, Florence

8/10 Good

"Good place. Had ac and the pool was amazing."

More cheap stays in Castellina in Chianti

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI

RM536

RM631 total

13 Oct - 14 Oct

includes taxes & fees

8.2/10 Very good! (872 reviews)

Hotel St. James

Via XXVII Aprile 18 Florence FI

RM589

RM690 total

19 Oct - 20 Oct

includes taxes & fees

8.2/10 Very good! (233 reviews)

Hotel Nuova Italia

Via Faenza 26 Florence FI

RM631

RM736 total

20 Oct - 21 Oct

includes taxes & fees

Hotel Spagna

Via Panzani, 5 Florence FI

RM754

RM871 total

19 Oct - 20 Oct

includes taxes & fees

6.2/10 (1,002 reviews)

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI

RM773

RM892 total

22 Oct - 23 Oct

includes taxes & fees

9.2/10 Wonderful! (987 reviews)

Hotel Collodi

Via Taddea 6 Florence FI

RM794

RM915 total

27 Sept - 28 Sept

includes taxes & fees

9.6/10 Exceptional! (1,003 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 The Social Hub Florence Lavagnini. 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 281 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 Buondonno 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 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 RM304

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. Palazzo Squarcialupi

2. Hotel Colle Etrusco Salivolpi

3. Borgo di Pietrafitta Relais

4. Castello La Leccia

5. Castello di Fonterutoli Wine Resort

6. Locanda le Piazze

7. Fattoria di Vegi

8. Villa Casalecchi Country Hotel

9. Agritourism Villa [EXACT MATCH] Godenano - Pool & Suites

10. Belvedere di San Leonino

11. Riserva di Fizzano Residence

12. Albergo Il Colombaio

13. Mariani Bed & Breakfast

14. Collelungo

15. Hotel Casafrassi

16. Residenzia del Sogno

17. PODERE 1384

18. Casa Vacanze Squarcialupi

19. La Certosa di Pontignano

20. Hotel Chiusarelli

Holiday Rentals in Castellina in Chianti

Mariani Bed & Breakfast

Riserva di Fizzano Residence

Agriturismo La Ferrozzola

Casa Vacanze Squarcialupi

Borgo Sicelle

Il Nespolo Charming Apartment Fonterutoli

Stay near popular Castellina in Chianti attractions

Buondonno Winery

Casa Vinicola Luigi Cecchi

Lilliano Estate Winery

Castellina Fortress

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

Hotel Delle Nazioni

Hotel Santa Maria Novella

Bernini Palace

Palazzo Montebello

IQ Hotel Firenze

Italiana Hotels Florence

Art Hotel Villa Agape

Plus Florence - Hostel

Radisson Blu Hotel, Florence

More cheap stays in Castellina in Chianti

Hotel Bodoni

Hotel St. James

Hotel Nuova Italia

Hotel Spagna

Hotel Alessandra

Hotel Collodi

Frequently asked questions

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