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

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

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

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

1. Palazzo Squarcialupi

Castellina in Chianti

yvette

RM832

RM943 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 clear blue pool with lounge chairs and a stone building in the background.

2. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

RM507

RM572 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 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.

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

3. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

RM367

RM422 total

includes taxes & fees

20 Oct - 21 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 spacious bedroom with a large bed, a desk, and a chair. There is a painting on the wall and a window with curtains.

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

Castellina in Chianti

Johnathan

RM612

RM692 total

includes taxes & fees

26 Oct - 27 Oct

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

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.

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

5. Castello La Leccia

Castellina in Chianti

Eva

RM1,119

RM1,249 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 cozy living room with a striped sofa, a wooden coffee table, and a bookshelf.

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

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

6. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

RM794

RM891 total

includes taxes & fees

27 Sept - 28 Sept

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

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.

A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

7. Locanda le Piazze

Castellina in Chianti

Tara

RM1,410

RM1,579 total

includes taxes & fees

16 Oct - 17 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.

A pool area with a view of vineyards and hills.

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

8. Riserva di Fizzano Residence

Castellina in Chianti

Janet

RM817

RM908 total

includes taxes & fees

29 Sept - 30 Sept

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

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

9. Collelungo

Castellina in Chianti

Daniel

RM524

RM595 total

includes taxes & fees

6 Oct - 7 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 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.

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

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.

11. 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

RM568

RM653 total

includes taxes & fees

15 Oct - 16 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 person relaxing in a hot tub with a view of a building and trees in the background.

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

12. Belvedere di San Leonino

Castellina in Chianti

Els

RM504

RM583 total

includes taxes & fees

15 Oct - 16 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.

13. Albergo Il Colombaio

Castellina in Chianti

Christine

RM633

RM710 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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.

14. Hotel Casafrassi

Castellina in Chianti

Rita

RM249

RM302 total

includes taxes & fees

27 Sept - 28 Sept

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

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.

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

15. Mariani Bed & Breakfast

Castellina in Chianti

Frank

RM361

RM415 total

includes taxes & fees

8 Oct - 9 Oct

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

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

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

6 Oct - 7 Oct

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

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

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.

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

RM2,255

RM2,509 total

includes taxes & fees

6 Oct - 7 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

RM541

RM623 total

includes taxes & fees

27 Oct - 28 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 dining area with brick ceiling arches, tables set with white tablecloths, and framed pictures on the walls.

19. Hotel Chiusarelli

Siena City Centre

Scott

RM717

RM812 total

includes taxes & fees

16 Oct - 17 Oct

A table with breakfast items and a wicker chair, overlooking a scenic landscape.

A courtyard with wicker furniture, a building with multiple windows and arches, and well-maintained greenery.

A hotel room with a bed, a desk, a chair, a window with curtains, a lamp, and a view of the landscape.

A dining area with checkered flooring, tables set with white tablecloths, and wicker chairs.

20. Palazzo Ravizza

Siena Historical Center

Sherri

RM721

RM817 total

includes taxes & fees

27 Oct - 28 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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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 Paris

10/10 Excellent

"I chose this hotel based on its convenient location to the area attractions. I was delighted by the historic aspects of the property. There was a good variety of food at the breakfast. The staff was amazing and the room was comfortable. We had a great city view."

The Social Hub Florence Belfiore

8/10 Good

"The property was clean and offers a lot of options for seating areas, games, and food. The rooftop pool/lounge area was nice. Room was clean and comfortable."

Bernini Palace

10/10 Excellent

"Loved this Hotel, everyone and everything was great!!"

c-hotels Ambasciatori

8/10 Good

"The hotel Is nice and very centrally located rooms are small and the biggest problem is the shower is like a capsule of 3.5’x3.5’ i which you can hardly move without hitting yourselves everywhere Honestly I have never been a hotel with a shower that small Hotel breakfast was really good Thanks Jose"

Hotel Horto Convento

10/10 Excellent

"."

Villa Neroli

8/10 Good

"The buffet breakfast had every option to be desired. Staff was helpful. Hotel is situated in a quiet area. If you’re coming from the US don’t forget a plug adapter AND step down transformer. There is a bus stop close by to get into the city or most things are a 30-60 minute walk. Irons are not in the rooms but in a designated area or available upon request."

Hotel Albani Firenze

10/10 Excellent

"Everything was great, would stay again. Extremely close to train station but seemed to be in a slightly nicer area"

aparto Florence Manifattura

10/10 Excellent

"Everything is great."

Plus Florence - Hostel

10/10 Excellent

"The rooms were very clean and fresh towels were brought often! The common areas were clean and well maintained. The only thing I wish was there were hooks in both bathrooms (especially the shower) so I could hang my towel and clothes and not have to put them on the floor or the sink. Other than that I would stay again!"

More cheap stays in Castellina in Chianti

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI

RM444

RM530 total

18 Oct - 19 Oct

includes taxes & fees

8.2/10 Very good! (872 reviews)

Hotel Brooklyn

Via Fiume 8A Florence FI

RM513

RM607 total

27 Oct - 28 Oct

includes taxes & fees

8/10 Very good! (234 reviews)

Hotel Spagna

Via Panzani, 5 Florence FI

RM578

RM677 total

27 Sept - 28 Sept

includes taxes & fees

6.2/10 (1,002 reviews)

Hotel Nuova Italia

Via Faenza 26 Florence FI

RM626

RM731 total

20 Oct - 21 Oct

includes taxes & fees

Hotel St. James

Via XXVII Aprile 18 Florence FI

RM638

RM743 total

27 Sept - 28 Sept

includes taxes & fees

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI

RM767

RM885 total

22 Oct - 23 Oct

includes taxes & fees

9.2/10 Wonderful! (990 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 285 hotels and other accommodation options to choose from. Find out more about Castellina in Chianti.

What are the top places to visit in Castellina in Chianti?

Landmarks like Castellina Fortress, Montecalvario and Walls of Monteriggioni 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. Palazzo Squarcialupi

2. Hotel Colle Etrusco Salivolpi

3. Borgo di Pietrafitta Relais

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

5. Castello La Leccia

6. Castello di Fonterutoli Wine Resort

7. Locanda le Piazze

8. Riserva di Fizzano Residence

9. Collelungo

10. Fattoria di Vegi

11. Villa Casalecchi Country Hotel

12. Belvedere di San Leonino

13. Albergo Il Colombaio

14. Hotel Casafrassi

15. Mariani Bed & Breakfast

16. Residenzia del Sogno

17. PODERE 1384

18. Casa Vacanze Squarcialupi

19. Hotel Chiusarelli

20. Palazzo Ravizza

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 Paris

The Social Hub Florence Belfiore

Bernini Palace

c-hotels Ambasciatori

Hotel Horto Convento

Villa Neroli

Hotel Albani Firenze

aparto Florence Manifattura

Plus Florence - Hostel

More cheap stays in Castellina in Chianti

Hotel Bodoni

Hotel Brooklyn

Hotel Spagna

Hotel Nuova Italia

Hotel St. James

Hotel Alessandra

Frequently asked questions

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