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

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

1. Castello La Leccia

Castellina in Chianti

Eva

RM820

RM920 total

includes taxes & fees

2 Nov - 3 Nov

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

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.

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

2. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

RM449

RM507 total

includes taxes & fees

10 Oct - 11 Oct

A rectangular pool with clear water, surrounded by white lounge chairs and a grassy 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 pool area with lounge chairs, surrounded by well-maintained lawns and trees, with a view of rolling hills in the background.

3. Palazzo Squarcialupi

Castellina in Chianti

yvette

RM823

RM933 total

includes taxes & fees

21 Oct - 22 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 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

RM362

RM417 total

includes taxes & fees

25 Oct - 26 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 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.

5. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

RM783

RM880 total

includes taxes & fees

8 Nov - 9 Nov

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 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.

6. Agriturismo Villa Godenano - Pool & Suites

Castellina in Chianti

Rachel

RM678

RM764 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 stone staircase leading to a wooden balcony with a view of a mountainous landscape.

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

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

7. Albergo Il Colombaio

Castellina in Chianti

Christine

RM624

RM701 total

includes taxes & fees

19 Oct - 20 Oct

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

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.

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

8. Fattoria di Vegi

Castellina in Chianti

Robin

RM1,003

RM1,131 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 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 person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

9. Locanda le Piazze

Castellina in Chianti

Colleen

RM1,498

RM1,676 total

includes taxes & fees

22 Oct - 23 Oct

A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.

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

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.

10. Villa Casalecchi Country Hotel

Castellina in Chianti

Alexandra

RM623

RM713 total

includes taxes & fees

13 Oct - 14 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 rustic stone building with a garden in front.

11. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

RM459

RM533 total

includes taxes & fees

10 Oct - 11 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 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.

12. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

RM468

RM542 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 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.

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

13. Collelungo

Castellina in Chianti

Daniel

RM517

RM587 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 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 building with a sign reading "MARIANI B&B" and a statue of a cherub in front.

14. Mariani Bed & Breakfast

Castellina in Chianti

Frank

RM358

RM412 total

includes taxes & fees

13 Oct - 14 Oct

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

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

An outdoor dining area with tables and chairs, a pergola structure, and potted plants.

A pool area with a view of vineyards and hills.

15. Riserva di Fizzano Residence

Castellina in Chianti

Janet

RM801

RM890 total

includes taxes & fees

19 Oct - 20 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 building with a gravel driveway leading to a table set for dining, surrounded by greenery and a vineyard in the background.

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

16. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

RM568

RM644 total

includes taxes & fees

2 Nov - 3 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.

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.

17. Residenzia del Sogno

Castellina in Chianti

Katherine

RM544

RM616 total

includes taxes & fees

9 Oct - 10 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 narrow stone pathway between buildings with a clear view of the countryside.

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

18. 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

RM2,023

RM2,253 total

includes taxes & fees

7 Nov - 8 Nov

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

19. Hotel Casafrassi

Castellina in Chianti

Stuart

RM246

RM298 total

includes taxes & fees

18 Oct - 19 Oct

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

An indoor dining area with stone walls, tables set with tablecloths and chairs, and hanging pendant lights.

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.

20. Hotel Borgo di Cortefreda Relais

Tavarnelle Val di Pesa

Sergey

RM539

RM620 total

includes taxes & fees

24 Oct - 25 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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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

8/10 Good

"Very convenient to the train station, helpful staff. Breakfast included but not very good. We only stayed one night so not sure I can really judge overall."

Hotel Paris

8/10 Good

"The location was tops; easy to get to the heart of Firenze! It is an old building with a helpful elevator for old folks like us. Breakfast was excellent! Yet being an old building there was one outlet to charge our phones. Yes, petty but a reality these days! Front desk was helpful and attentive."

Villa Neroli

10/10 Excellent

"Great and affordable hotel outside Florence so we could have a pool to cool down in. Lovely restaurant on site, didn’t explore food options in walking distance. Helpful staff who explained bus routes etc into Florence Bus route with various app really easy to follow and buy ticket. Took about 20 mins to get into centre. We travelled in August and it was late 30’s temp wise each day so was a relief to come back to the hotel each afternoon to cool off in air con and pool. The family room we had was two enormous Rooms very spacious. Second room had space for three kids. Wonderful hotel would recommend and return if I was ever going back to Florence"

Bernini Palace

10/10 Excellent

"Alexandro and Lorenzo were fantastic! Extremely helpful and gracious!"

Grand Hotel Cavour

10/10 Excellent

"Staff was friendly and accommodating! Rooms were very clean and SPACIOUS! Would definitely return!"

Radisson Blu Hotel, Florence

10/10 Excellent

"Amazing hotel, amenities, food, staff & location. This was a gem to find & so enjoyable to stay at. Loved it"

Art Hotel Villa Agape

10/10 Excellent

"Loved this hotel. We stayed here for one night before flying home and it was beautiful, well maintained and food was good."

Hotel La Fortezza

10/10 Excellent

"We stayed here in Feb of 2025 and loved it then for location and service. The rooms have been refurbished and so this latest stay was quite upscale. Great shower! Fabulous buffet breakfast! Helpful front desk staff."

c-hotels Ambasciatori

10/10 Excellent

"Everything was perfect!!"

More cheap stays in Castellina in Chianti

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI

RM292

RM363 total

8 Nov - 9 Nov

includes taxes & fees

Hotel Spagna

Via Panzani, 5 Florence FI

RM320

RM394 total

8 Nov - 9 Nov

includes taxes & fees

6.2/10 (1,000 reviews)

Hotel St. James

Via XXVII Aprile 18 Florence FI

RM333

RM408 total

8 Nov - 9 Nov

includes taxes & fees

8/10 Very good! (238 reviews)

Hotel Nuova Italia

Via Faenza 26 Florence FI

RM371

RM449 total

3 Nov - 4 Nov

includes taxes & fees

Hotel Brooklyn

Via Fiume 8A Florence FI

RM382

RM461 total

8 Nov - 9 Nov

includes taxes & fees

8/10 Very good! (236 reviews)

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI

RM463

RM551 total

3 Nov - 4 Nov

includes taxes & fees

9.2/10 Wonderful! (999 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. Castello La Leccia

2. Hotel Colle Etrusco Salivolpi

3. Palazzo Squarcialupi

4. Borgo di Pietrafitta Relais

5. Castello di Fonterutoli Wine Resort

6. Agriturismo Villa Godenano - Pool & Suites

7. Albergo Il Colombaio

8. Fattoria di Vegi

9. Locanda le Piazze

10. Villa Casalecchi Country Hotel

11. Belvedere di San Leonino

12. Casa Vacanze Squarcialupi

13. Collelungo

14. Mariani Bed & Breakfast

15. Riserva di Fizzano Residence

16. Agriturismo La Ferrozzola

17. Residenzia del Sogno

18. PODERE 1384

19. Hotel Casafrassi

20. Hotel Borgo di Cortefreda Relais

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

Hotel Paris

Villa Neroli

Bernini Palace

Grand Hotel Cavour

Radisson Blu Hotel, Florence

Art Hotel Villa Agape

Hotel La Fortezza

c-hotels Ambasciatori

More cheap stays in Castellina in Chianti

Hotel Bodoni

Hotel Spagna

Hotel St. James

Hotel Nuova Italia

Hotel Brooklyn

Hotel Alessandra

Frequently asked questions

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