𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Castellina in Chianti from RM298 (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 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.

A stone building with a wooden bench outside.

1. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

RM500

RM564 total

includes taxes & fees

26 Oct - 27 Oct

A spa area with a stone ceiling, a large bathtub, and a seating area.

A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.

A garden with a gravel path leading to a white metal table and chairs, surrounded by red roses and a large terracotta pot.

A rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.

2. Palazzo Squarcialupi

Castellina in Chianti

yvette

RM752

RM855 total

includes taxes & fees

18 Oct - 19 Oct

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

A cozy living room with a fireplace, wooden beams, and comfortable seating.

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.

3. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

RM747

RM840 total

includes taxes & fees

15 Nov - 16 Nov

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 courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.

4. Castello La Leccia

Castellina in Chianti

Eva

RM819

RM920 total

includes taxes & fees

4 Nov - 5 Nov

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

5. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

RM363

RM417 total

includes taxes & fees

1 Nov - 2 Nov

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

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

6. Agriturismo Villa Godenano - Pool & Suites

Castellina in Chianti

Rachel

RM679

RM765 total

includes taxes & fees

26 Oct - 27 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 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.

7. Locanda le Piazze

Castellina in Chianti

Colleen

RM1,498

RM1,675 total

includes taxes & fees

24 Oct - 25 Oct

A stately building with a grand entrance, multiple arches, and a well-lit facade.

A well-decorated living room with a sofa, a coffee table, and a vase with flowers.

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

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

8. Fattoria di Vegi

Castellina in Chianti

Robin

RM998

RM1,125 total

includes taxes & fees

22 Oct - 23 Oct

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

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.

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

9. Albergo Il Colombaio

Castellina in Chianti

Christine

RM625

RM702 total

includes taxes & fees

20 Oct - 21 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 stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

A rustic stone building with a garden in front.

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

10. Belvedere di San Leonino

Castellina in Chianti

Kevork

RM439

RM510 total

includes taxes & fees

27 Oct - 28 Oct

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

A dining area with a wooden table and chairs, a white sofa with cushions, and a staircase with a metal railing.

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.

11. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

RM449

RM522 total

includes taxes & fees

6 Nov - 7 Nov

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

12. Riserva di Fizzano Residence

Castellina in Chianti

Janet

RM710

RM790 total

includes taxes & fees

19 Oct - 20 Oct

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

13. Mariani Bed & Breakfast

Castellina in Chianti

Frank

RM376

RM432 total

includes taxes & fees

20 Oct - 21 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

RM517

RM587 total

includes taxes & fees

20 Oct - 21 Oct

A stone building with multiple windows and a chimney.

A rustic interior with exposed wooden beams, a wooden dining table with wine bottles, a sofa, and a staircase leading to an upper level.

A stone staircase leading up to a rustic stone building with a flat roof, surrounded by greenery and trees.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, set against a stone building with a garden.

15. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

RM524

RM594 total

includes taxes & fees

8 Nov - 9 Nov

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 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".

16. Residenzia del Sogno

Castellina in Chianti

Katherine

RM514

RM584 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

17. PODERE 1384

Castellina in Chianti

"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...

Linus

RM2,027

RM2,257 total

includes taxes & fees

1 Nov - 2 Nov

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

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.

A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

18. Hotel Casafrassi

Castellina in Chianti

Stuart

RM245

RM298 total

includes taxes & fees

25 Oct - 26 Oct

A person sitting by a swimming pool with a stone building in the background.

A stone building with a wooden door and an arched window.

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 - Place of Charme

Tavarnelle Val di Pesa

Sergey

RM524

RM603 total

includes taxes & fees

16 Nov - 17 Nov

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 dining area with brick ceiling arches, tables set with white tablecloths, and framed pictures on the walls.

20. Hotel Chiusarelli

Siena City Centre

Scott

RM380

RM432 total

includes taxes & fees

17 Nov - 18 Nov

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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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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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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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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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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.

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

Top Castellina in Chianti Hotel Reviews

Bernini Palace

8/10 Good

"This was once one of the grand hotels of Florence. The Grand Dame of hotels. It is like a walk back in time. Sadly once you leave the beautiful lobby and the Bar area you can see that the hotel no longer has the 5 star quality. Things are not updated or kept up to par. The hotel needs an up date, the rooms need to be cleaned up, the turn down service needs to be updated, alot of things need to be updated. I could go on but i would rather focus on the front desk and the welcome crew who were amazing. The front desk very professional and very friendly and helpful. With a little update this could once again be a grand hotel"

Hotel Santa Maria Novella

10/10 Excellent

"The property is clean and the staff are very helpful. Everything is walkable from the hotel including major attractions, restaurants and shopping. The train station is a five minute walk. We love it!"

Villa Neroli

10/10 Excellent

"N/A"

The Social Hub Florence Belfiore

10/10 Excellent

"The social hub is great what it offers. The staff is super helpful and is very modern and clean compared to other lodging options in Florence."

Hotel Albani Firenze

10/10 Excellent

"The room was fabulous and spacious."

The Market Urban Hotel

10/10 Excellent

"Nice convention location"

Hotel Horto Convento

10/10 Excellent

"Love it"

Hotel Galileo

10/10 Excellent

"Great experience"

aparto Florence Manifattura

8/10 Good

"The facilities and property was relatively new and it was decently located."

More cheap stays in Castellina in Chianti

Hotel St. James

Via XXVII Aprile 18 Florence FI

RM285

RM355 total

5 Nov - 6 Nov

includes taxes & fees

8.2/10 Very good! (242 reviews)

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI

RM293

RM363 total

8 Nov - 9 Nov

includes taxes & fees

8.2/10 Very good! (883 reviews)

Hotel Brooklyn

Via Fiume 8A Florence FI

RM311

RM383 total

15 Nov - 16 Nov

includes taxes & fees

8/10 Very good! (238 reviews)

Hotel Spagna

Via Panzani, 5 Florence FI

RM320

RM394 total

2 Nov - 3 Nov

includes taxes & fees

6.2/10 (1,000 reviews)

Hotel Nuova Italia

Via Faenza 26 Florence FI

RM330

RM405 total

17 Nov - 18 Nov

includes taxes & fees

8.4/10 Very good! (974 reviews)

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI

RM464

RM552 total

3 Nov - 4 Nov

includes taxes & fees

9.2/10 Wonderful! (1,004 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.

Castellina in Chianti hotels from RM298

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. Castello di Fonterutoli Wine Resort

4. Castello La Leccia

5. Borgo di Pietrafitta Relais

6. Agriturismo Villa Godenano - Pool & Suites

7. Locanda le Piazze

8. Fattoria di Vegi

9. Albergo Il Colombaio

10. Belvedere di San Leonino

11. Casa Vacanze Squarcialupi

12. Riserva di Fizzano Residence

13. Mariani Bed & Breakfast

14. Collelungo

15. Agriturismo La Ferrozzola

16. Residenzia del Sogno

17. PODERE 1384

18. Hotel Casafrassi

19. Hotel Borgo di Cortefreda Relais - Place of Charme

20. Hotel Chiusarelli

Stay near popular Castellina in Chianti attractions

Buondonno Winery

Castellina Fortress

Casa Vinicola Luigi Cecchi

Lilliano Estate Winery

Archaeological Museum of Chianti

Walls of Monteriggioni

Mazzei Winery

Casina di Cornia Winery

Learn more about Castellina in Chianti

Top Castellina in Chianti Hotel Reviews

Bernini Palace

Hotel Santa Maria Novella

Villa Neroli

The Social Hub Florence Belfiore

Hotel Albani Firenze

The Market Urban Hotel

Hotel Horto Convento

Hotel Galileo

aparto Florence Manifattura

More cheap stays in Castellina in Chianti

Hotel St. James

Hotel Bodoni

Hotel Brooklyn

Hotel Spagna

Hotel Nuova Italia

Hotel Alessandra

Frequently asked questions

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