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 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.

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

1. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

RM400

RM454 total

includes taxes & fees

21 Oct - 22 Oct

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

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

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

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

2. Palazzo Squarcialupi

Castellina in Chianti

yvette

RM776

RM881 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 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.

3. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

RM727

RM818 total

includes taxes & fees

22 Oct - 23 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 bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

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

4. Castello La Leccia

Castellina in Chianti

Eva

RM821

RM922 total

includes taxes & fees

7 Nov - 8 Nov

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

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

5. Locanda le Piazze

Castellina in Chianti

Colleen

RM1,501

RM1,679 total

includes taxes & fees

30 Oct - 31 Oct

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

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.

A sculpture of two figures in a garden with a windmill in the background.

6. Agriturismo Villa Godenano - Pool & Suites

Castellina in Chianti

Rachel

RM679

RM765 total

includes taxes & fees

26 Oct - 27 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 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.

7. Fattoria di Vegi

Castellina in Chianti

Robin

RM1,152

RM1,294 total

includes taxes & fees

22 Oct - 23 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.

8. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

RM350

RM404 total

includes taxes & fees

3 Nov - 4 Nov

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

A pool area with lounge chairs and umbrellas, surrounded by greenery and trees.

9. Albergo Il Colombaio

Castellina in Chianti

Christine

RM624

RM700 total

includes taxes & fees

23 Oct - 24 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 person relaxing in a hot tub with a view of a building and trees in the background.

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 modern two-story residential building with a stone facade, a well-maintained garden with hedges and grass, and a clear sky.

A modern kitchen with dark wooden cabinets, a dining table with chairs, and a vase of flowers on the table.

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

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

21 Oct - 22 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 covered outdoor seating area with wicker furniture and potted plants.

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

Frank

RM376

RM431 total

includes taxes & fees

29 Oct - 30 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

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.

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

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

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

15. Residenzia del Sogno

Castellina in Chianti

Katherine

RM541

RM613 total

includes taxes & fees

23 Oct - 24 Oct

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

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.

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

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

RM2,022

RM2,252 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 building with arched windows, a courtyard with a pond, and a metal fence.

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

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

17. Hotel Casafrassi

Castellina in Chianti

Stuart

RM246

RM298 total

includes taxes & fees

22 Oct - 23 Oct

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

An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.

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

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

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.

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

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

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

19. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Leslie

RM388

RM463 total

includes taxes & fees

16 Nov - 17 Nov

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

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

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

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

20. Hotel Chiusarelli

Siena City Centre

Scott

RM380

RM431 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

"Staff were friendly and helpful, beautiful building and situated in the heart of where you want to be."

Grand Hotel Baglioni

10/10 Excellent

"Great room"

Hotel Galileo

10/10 Excellent

"Really central, very clean and charming, and friendly staff! For Florence, it's a great price for what you get. They have water filters outside in the hall which is very handy (including with hot water available for tea). They helped us store our bags and fixed our shower right away when the pressure wasn't great. Lovely hotel, wouldn't hesitate to say again. If you're a light sleeper, ask for a room away from the road as it can be noisy in the morning."

Hotel Calimala Florence

8/10 Good

"The location of this hotel can’t be beat. You are in the heart of everything. The staff is amazing and extremely accommodating. The only suggestion is to request a room in the main building. Our room was in their second building which faces the city street and it was loud on night. The rooms in the main building face inward and do not have this problem. When we said something to the front desk, they immediately looked to move us showing their excellent customer service."

Hotel Albani Firenze

10/10 Excellent

"Unique rooms. Great walking distance to food and shops while also being close to the train station for convince. Everything was clean and lots of warm towels and nice robe! Would definitely stay here again traveling through Florence."

Radisson Blu Hotel, Florence

10/10 Excellent

"An excellent and well run home. Spacious, comfortable and with everything you could wish for. The hotel was handy for getting into Florence, the shuttle bus is particularly good value and also for relaxing once you get back. The staff are all lovely and did everything to make it a great experience. Will be our go to place for future stays in Florence. One minor issue was the combined bath/shower which was a bit tricky to get in and out of to use the shower. The bath also had no plug when we arrived. However minor details for what was a 5 star stay."

The Market Urban Hotel

10/10 Excellent

"The room was really spacious and really clean. The staff were incredibly nice and helpful. Excellent location."

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."

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

8/10 Very good! (243 reviews)

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI

RM292

RM363 total

8 Nov - 9 Nov

includes taxes & fees

8.2/10 Very good! (885 reviews)

Hotel Spagna

Via Panzani, 5 Florence FI

RM320

RM394 total

3 Nov - 4 Nov

includes taxes & fees

6.2/10 (1,000 reviews)

Hotel Brooklyn

Via Fiume 8A Florence FI

RM328

RM402 total

16 Nov - 17 Nov

includes taxes & fees

8/10 Very good! (238 reviews)

Hotel Nuova Italia

Via Faenza 26 Florence FI

RM330

RM404 total

17 Nov - 18 Nov

includes taxes & fees

8.4/10 Very good! (978 reviews)

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI

RM463

RM551 total

3 Nov - 4 Nov

includes taxes & fees

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. Locanda le Piazze

6. Agriturismo Villa Godenano - Pool & Suites

7. Fattoria di Vegi

8. Borgo di Pietrafitta Relais

9. Albergo Il Colombaio

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

Grand Hotel Baglioni

Hotel Galileo

Hotel Calimala Florence

Hotel Albani Firenze

Radisson Blu Hotel, Florence

The Market Urban Hotel

Hotel Santa Maria Novella

Hu Firenze Camping In Town

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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