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 stone building with a wooden bench outside.

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

1. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

RM502

RM566 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 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.

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

2. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

RM747

RM840 total

includes taxes & fees

15 Nov - 16 Nov

A poolside area with lounge chairs and a stone building in the background.

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

A historic building with a courtyard, stone arches, and a tiled roof.

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

3. Palazzo Squarcialupi

Castellina in Chianti

yvette

RM776

RM881 total

includes taxes & fees

21 Oct - 22 Oct

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

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

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

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

4. Castello La Leccia

Castellina in Chianti

Eva

RM821

RM922 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 cozy living room with a stone fireplace, striped sofas, and a coffee table.

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

3 Nov - 4 Nov

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

A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

A modern interior with a bar area, seating, and a staircase.

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

6. Locanda le Piazze

Castellina in Chianti

Colleen

RM1,501

RM1,679 total

includes taxes & fees

25 Oct - 26 Oct

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

7. Agriturismo Villa Godenano - Pool & Suites

Castellina in Chianti

Rachel

RM679

RM765 total

includes taxes & fees

26 Oct - 27 Oct

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-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.

8. Albergo Il Colombaio

Castellina in Chianti

Christine

RM625

RM702 total

includes taxes & fees

21 Oct - 22 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 spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

9. Fattoria di Vegi

Castellina in Chianti

Robin

RM1,109

RM1,247 total

includes taxes & fees

26 Oct - 27 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 poolside area with lounge chairs and a view of the night sky.

10. Belvedere di San Leonino

Castellina in Chianti

Kevork

RM439

RM511 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 bedroom with a bed, bedside tables, a chair, and a window with curtains.

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.

11. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

RM473

RM548 total

includes taxes & fees

6 Nov - 7 Nov

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 stone building with a gravel path leading to a wooden door. There are potted plants and a metal gate in the foreground.

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

12. Collelungo

Castellina in Chianti

Daniel

RM518

RM588 total

includes taxes & fees

20 Oct - 21 Oct

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

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.

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 multiple windows and a chimney.

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

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 building with a gravel driveway leading to a table set for dining, surrounded by greenery and a vineyard in the background.

14. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

RM525

RM596 total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

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

15. Residenzia del Sogno

Castellina in Chianti

Katherine

RM542

RM615 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

A building with arched windows, a courtyard with a pond, and a metal fence.

17. Hotel Casafrassi

Castellina in Chianti

Stuart

RM246

RM298 total

includes taxes & fees

20 Oct - 21 Oct

A large building with multiple rooms, surrounded by a field of lavender.

A historic estate with a central courtyard, surrounded by lush gardens and vineyards.

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

An arched brick corridor leading to a dining area with tables set for a meal.

18. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Scott

RM1,503

RM1,700 total

includes taxes & fees

5 Nov - 6 Nov

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

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

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

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

19. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Leslie

RM388

RM464 total

includes taxes & fees

16 Nov - 17 Nov

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

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

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

Hotel Paris

10/10 Excellent

"The staff were very helpful, kind and friendly. They gave us useful information for our trip. Thanks again!!!"

Villa Neroli

10/10 Excellent

"Beautiful hotel very clean rooms, including breakfast. Very good restaurant in house amazing food and wine. Great service, parking."

Bernini Palace

10/10 Excellent

"All fantastic"

The Market Urban Hotel

10/10 Excellent

"Very nice hotel and friendly staff"

Hotel Albani Firenze

10/10 Excellent

"We had a great stay at Hotel Albani. It's a touch of old school elegance, which might seem a little fussy to some. We found the room to be clean and comfortable. Some folks might enjoy the ginormous TV. We usually skip hotel breakfasts in the States, but the breakfast at Hotel Albani was excellent. Only negative was that we probably needed an in-service as to how the shower functioned; we had weak showers before figuring it out."

Hotel Santa Maria Novella

10/10 Excellent

"We loved it. Highly recommend"

Hu Firenze Camping In Town

10/10 Excellent

"On a bien aimé notre séjour. C’était très propre partout. Notre cabine était parfaite. Votre équipe s’est bien occupée de nous. Et nous avons eu un très bon service. Nous le recommandons. Et le restaurant et le service était très bon aussi. Nous avons trouvé très pratique de pouvoir acheter nos excursions au camping et d’avoir le transport pour les excursions directement du camping c’était bien pratique et zéro stress à essayer de trouver le groupe au centre ville."

Hotel Horto Convento

10/10 Excellent

"Love it"

Plus Florence - Hostel

10/10 Excellent

"The place is clean and the city centre is walkable."

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! (884 reviews)

Hotel Spagna

Via Panzani, 5 Florence FI

RM321

RM394 total

2 Nov - 3 Nov

includes taxes & fees

6.2/10 (1,000 reviews)

Hotel Brooklyn

Via Fiume 8A Florence FI

RM329

RM403 total

16 Nov - 17 Nov

includes taxes & fees

8/10 Very good! (238 reviews)

Hotel Nuova Italia

Via Faenza 26 Florence FI

RM330

RM405 total

17 Nov - 18 Nov

includes taxes & fees

8.4/10 Very good! (978 reviews)

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI

RM464

RM552 total

3 Nov - 4 Nov

includes taxes & fees

9.2/10 Wonderful! (1,008 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. Castello di Fonterutoli Wine Resort

3. Palazzo Squarcialupi

4. Castello La Leccia

5. Borgo di Pietrafitta Relais

6. Locanda le Piazze

7. Agriturismo Villa Godenano - Pool & Suites

8. Albergo Il Colombaio

9. Fattoria di Vegi

10. Belvedere di San Leonino

11. Casa Vacanze Squarcialupi

12. Collelungo

13. Mariani Bed & Breakfast

14. Agriturismo La Ferrozzola

15. Residenzia del Sogno

16. PODERE 1384

17. Hotel Casafrassi

18. Borgo Scopeto Wine & Country Relais

19. La Certosa di Pontignano - 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

Hotel Paris

Villa Neroli

Bernini Palace

The Market Urban Hotel

Hotel Albani Firenze

Hotel Santa Maria Novella

Hu Firenze Camping In Town

Hotel Horto Convento

Plus Florence - Hostel

More cheap stays in Castellina in Chianti

Hotel St. James

Hotel Bodoni

Hotel Spagna

Hotel Brooklyn

Hotel Nuova Italia

Hotel Alessandra

Frequently asked questions

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