𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Castellina in Chianti from RM302 (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 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

Castellina in Chianti

Monica

RM417

RM472 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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 window with frosted glass, a bed with pillows, and a wall-mounted artwork.

2. Palazzo Squarcialupi

Castellina in Chianti

yvette

RM840

RM952 total

includes taxes & fees

21 Oct - 22 Oct

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

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

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

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

3. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

RM798

RM896 total

includes taxes & fees

1 Oct - 2 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 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.

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

4. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

RM367

RM422 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.

5. Locanda le Piazze

Castellina in Chianti

Tara

RM1,410

RM1,579 total

includes taxes & fees

12 Oct - 13 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 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.

6. Agriturismo Villa Godenano - Pool & Suites

Castellina in Chianti

Johnathan

RM614

RM694 total

includes taxes & fees

28 Oct - 29 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 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.

7. Castello La Leccia

Castellina in Chianti

Eva

RM1,119

RM1,249 total

includes taxes & fees

17 Oct - 18 Oct

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

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

A swimming pool with lounge chairs and an umbrella, surrounded by trees.

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

8. Fattoria di Vegi

Castellina in Chianti

Robin

RM1,012

RM1,141 total

includes taxes & fees

25 Oct - 26 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 spacious living room with striped sofas, a coffee table, and a chandelier.

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

9. Villa Casalecchi Country Hotel

Castellina in Chianti

Alexandra

RM568

RM653 total

includes taxes & fees

13 Oct - 14 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 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.

10. Mariani Bed & Breakfast

Castellina in Chianti

Frank

RM361

RM415 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 stone-walled room with tables set for dining, a staircase, and a lamp.

A stone staircase leading to a wooden balcony with a view of a mountainous landscape.

11. Albergo Il Colombaio

Castellina in Chianti

Christine

RM633

RM710 total

includes taxes & fees

12 Oct - 13 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 rustic stone building with a garden in front.

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.

12. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

RM505

RM583 total

includes taxes & fees

15 Oct - 16 Oct

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

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.

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

13. Hotel Casafrassi

Castellina in Chianti

Rita

RM249

RM302 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 balcony and a garden with pink flowers.

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.

14. Collelungo

Castellina in Chianti

Daniel

RM524

RM595 total

includes taxes & fees

1 Oct - 2 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 buffet setup with various baked goods and pastries, including a bundt cake, arranged on a wooden table with a stone wall background.

A pool area with a view of vineyards and hills.

15. Riserva di Fizzano Residence

Castellina in Chianti

Janet

RM779

RM867 total

includes taxes & fees

4 Oct - 5 Oct

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

RM521

RM592 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.

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

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

RM2,256

RM2,510 total

includes taxes & fees

11 Oct - 12 Oct

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 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.

18. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

RM519

RM599 total

includes taxes & fees

18 Oct - 19 Oct

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.

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

19. Hotel Borgo di Cortefreda Relais

Tavarnelle Val di Pesa

Sergey

RM544

RM626 total

includes taxes & fees

24 Oct - 25 Oct

The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.

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

A hotel room with a bed, a TV, a dining area with a table and chairs, and a view of the outside.

A bar area with a white countertop, clear chairs, and shelves of liquor bottles.

20. Hotel Italia

Camollia

Shaji

RM425

RM491 total

includes taxes & fees

26 Oct - 27 Oct

View all properties

Holiday Rentals in Castellina in Chianti

Townhouse

Mariani Bed & Breakfast

Castellina in Chianti

"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."

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

A stone-walled interior with a fireplace, a dining area, and a sofa.

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

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

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.

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 bedroom with a large bed, bedside lamps, a small table, and a view through a 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

See all holiday rentals

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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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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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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.

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

Hotel Albani Firenze

10/10 Excellent

"We thoroughly enjoyed our stay. The room was impeccable. Beautiful! The staff was very helpful. Breakfast was delicious. Our dinner was wonderful. The location was an easy walk 15-20 minutes to about everything."

Bernini Palace

10/10 Excellent

"Love love this hotel! We were celebrating our 30th wedding anniversary, and were pampered from beginning to end."

Palazzo Montebello

10/10 Excellent

"This is an upscale Hotel that ticks all the boxes. Staff, amenities and service were outstanding."

Hotel Paris

10/10 Excellent

"The staff was exceptional!! we absolutely loved our room as well, it was perfect for my husband, and I and our two kids!"

Hotel Santa Maria Novella

10/10 Excellent

"Everything was good for room , staff , breakfast and location."

c-hotels Ambasciatori

8/10 Good

"Nice room, staff was very accommodating , breakfast was good, and a good location."

Radisson Blu Hotel, Florence

8/10 Good

"Everything was great, staff were helpful. A couple comments I do have are: One of the staff let themselves into our room in the morning while I was still sleeping then saw me and said “sorry” and turned around and walked out. Weird. Also the room had a lot of thick cob webs and didn’t seem that they dust the room. Other than that, it was a very nice room and clean comfortable beds. Handicap accessible room needs some type of shower curtain to contain the water or the whole bathroom becomes a shower and it doesn’t dry which can be very slippery and everything is wet in there. The rest of the hotel was very nice and updated."

Grand Hotel Cavour

10/10 Excellent

"Beautifully appointed hotel with an exceptional staff."

The Social Hub Florence Lavagnini

8/10 Good

"The property is definitely a unique property I didn’t realize prior to booking that it caters to student accommodation which is fine I believe students from USC were checking in same time as the Stanford students were leaving I enjoyed the property my only reason for giving 4 out of five stars was my room was like a dorm room very small bed was not comfortable. But I really liked the property the staff were all helpful and professional."

More cheap stays in Castellina in Chianti

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI

RM415

RM498 total

18 Oct - 19 Oct

includes taxes & fees

8.2/10 Very good! (872 reviews)

Hotel Brooklyn

Via Fiume 8A Florence FI

RM477

RM567 total

28 Oct - 29 Oct

includes taxes & fees

8/10 Very good! (235 reviews)

Hotel Nuova Italia

Via Faenza 26 Florence FI

RM543

RM639 total

29 Oct - 30 Oct

includes taxes & fees

8.4/10 Very good! (964 reviews)

Hotel St. James

Via XXVII Aprile 18 Florence FI

RM612

RM715 total

1 Oct - 2 Oct

includes taxes & fees

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI

RM653

RM760 total

28 Oct - 29 Oct

includes taxes & fees

9.2/10 Wonderful! (990 reviews)

Hotel Spagna

Via Panzani, 5 Florence FI

RM749

RM865 total

19 Oct - 20 Oct

includes taxes & fees

6.2/10 (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 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 RM302

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. Borgo di Pietrafitta Relais

5. Locanda le Piazze

6. Agriturismo Villa Godenano - Pool & Suites

7. Castello La Leccia

8. Fattoria di Vegi

9. Villa Casalecchi Country Hotel

10. Mariani Bed & Breakfast

11. Albergo Il Colombaio

12. Belvedere di San Leonino

13. Hotel Casafrassi

14. Collelungo

15. Riserva di Fizzano Residence

16. Residenzia del Sogno

17. PODERE 1384

18. Casa Vacanze Squarcialupi

19. Hotel Borgo di Cortefreda Relais

20. Hotel Italia

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

Castellina Fortress

Lilliano Estate Winery

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 Albani Firenze

Bernini Palace

Palazzo Montebello

Hotel Paris

Hotel Santa Maria Novella

c-hotels Ambasciatori

Radisson Blu Hotel, Florence

Grand Hotel Cavour

The Social Hub Florence Lavagnini

More cheap stays in Castellina in Chianti

Hotel Bodoni

Hotel Brooklyn

Hotel Nuova Italia

Hotel St. James

Hotel Alessandra

Hotel Spagna

Frequently asked questions

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