𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Castellina in Chianti from RM296 (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 spa area with a stone ceiling, a large bathtub, and a seating area.

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 rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.

1. Palazzo Squarcialupi

Castellina in Chianti

yvette

RM785

RM890 total

includes taxes & fees

18 Oct - 19 Oct

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 rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

2. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

RM500

RM564 total

includes taxes & fees

19 Oct - 20 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.

3. Castello La Leccia

Castellina in Chianti

Eva

RM816

RM916 total

includes taxes & fees

12 Nov - 13 Nov

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

4. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

RM744

RM836 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 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

RM1,491

RM1,668 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 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 stone building with a courtyard, a covered seating area, and a small bell tower.

6. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

RM360

RM415 total

includes taxes & fees

27 Oct - 28 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 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.

7. Agriturismo Villa Godenano - Pool & Suites

Castellina in Chianti

Rachel

RM677

RM763 total

includes taxes & fees

26 Oct - 27 Oct

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

A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

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

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

8. Fattoria di Vegi

Castellina in Chianti

Robin

RM998

RM1,125 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 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.

9. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

RM437

RM508 total

includes taxes & fees

16 Oct - 17 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.

10. Albergo Il Colombaio

Castellina in Chianti

Christine

RM621

RM697 total

includes taxes & fees

24 Oct - 25 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

RM448

RM520 total

includes taxes & fees

11 Nov - 12 Nov

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

A covered outdoor seating area with wicker furniture and potted plants.

12. Mariani Bed & Breakfast

Castellina in Chianti

Frank

RM354

RM408 total

includes taxes & fees

14 Oct - 15 Oct

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

A stone building with a balcony and a garden with pink flowers.

13. Collelungo

Castellina in Chianti

Daniel

RM514

RM584 total

includes taxes & fees

14 Oct - 15 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 buffet setup with various baked goods and pastries, including a bundt cake, arranged on a wooden table with a stone wall background.

14. Riserva di Fizzano Residence

Castellina in Chianti

Janet

RM705

RM785 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 swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, set against a stone building with a garden.

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

15. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

RM521

RM592 total

includes taxes & fees

12 Nov - 13 Nov

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

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.

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

16. Residenzia del Sogno

Castellina in Chianti

Katherine

RM539

RM611 total

includes taxes & fees

14 Oct - 15 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.

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.

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

RM2,013

RM2,242 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 traditional villa with a tiled roof, surrounded by lush greenery and hills.

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

18. Hotel Casafrassi

Castellina in Chianti

Stuart

RM244

RM296 total

includes taxes & fees

18 Oct - 19 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.

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

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

19. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Scott

RM1,557

RM1,759 total

includes taxes & fees

3 Nov - 4 Nov

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

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.

A modern living room with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.

20. Hotel Italia

Camollia

Shaji

RM339

RM387 total

includes taxes & fees

1 Nov - 2 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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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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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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Lilliano Estate Winery

You can enjoy a tasting or tour at Lilliano Estate Winery during your travels to Lilliano.

See properties

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.

See properties

Necropolis of Poggino

After visiting Necropolis of Poggino, make a plan to see the other sights and activities in 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

aparto Florence Manifattura

10/10 Excellent

"Big room!"

The Social Hub Florence Lavagnini

10/10 Excellent

"Love it! Staff were extremely kind. Very convenient location. Laundry included is a plus. Recommended for your trip to Florence"

Villa Neroli

10/10 Excellent

"Beautiful hotel and nice quiet neighborhood. Close to nice restaurants and gelato although a bit far of a walk to the main city center. The bus or taxi may have been easier but we ended up walking everywhere! Made up for the amount of food we consumed while in Florence I suppose. Breakfast buffet was a nice start to the day!"

Hotel Albani Firenze

10/10 Excellent

"We enjoyed staying here. Everything was lovely. We especially enjoyed the balconies of our rooms, and encourage future guests to splurge for them!"

Plus Florence - Hostel

10/10 Excellent

"Facilities are very nice. Easy access to everything. Staff is friendly and helpful. Would stay here again anytime!"

The Market Urban Hotel

10/10 Excellent

"Service was impeccable. Location was great coming from the train and only staying in Florence for a short time. Would recommend."

Grand Hotel Baglioni

10/10 Excellent

"Rooms were huge. Staff was great. The rooftop bar had the most beautiful view of anywhere in the city."

Hotel Calimala Florence

10/10 Excellent

"None"

Radisson Blu Hotel, Florence

10/10 Excellent

"Everything was very clean and fresh. Great experience!"

More cheap stays in Castellina in Chianti

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI

RM291

RM361 total

8 Nov - 9 Nov

includes taxes & fees

8.2/10 Very good! (881 reviews)

Hotel St. James

Via XXVII Aprile 18 Florence FI

RM302

RM373 total

8 Nov - 9 Nov

includes taxes & fees

8.2/10 Very good! (242 reviews)

Hotel Spagna

Via Panzani, 5 Florence FI

RM320

RM393 total

2 Nov - 3 Nov

includes taxes & fees

6.2/10 (1,001 reviews)

Hotel Brooklyn

Via Fiume 8A Florence FI

RM362

RM439 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (236 reviews)

Hotel Nuova Italia

Via Faenza 26 Florence FI

RM369

RM447 total

3 Nov - 4 Nov

includes taxes & fees

8.4/10 Very good! (974 reviews)

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI

RM461

RM548 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 RM296

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. Castello La Leccia

4. Castello di Fonterutoli Wine Resort

5. Locanda le Piazze

6. Borgo di Pietrafitta Relais

7. Agriturismo Villa Godenano - Pool & Suites

8. Fattoria di Vegi

9. Belvedere di San Leonino

10. Albergo Il Colombaio

11. Casa Vacanze Squarcialupi

12. Mariani Bed & Breakfast

13. Collelungo

14. Riserva di Fizzano Residence

15. Agriturismo La Ferrozzola

16. Residenzia del Sogno

17. PODERE 1384

18. Hotel Casafrassi

19. Borgo Scopeto Wine & Country Relais

20. Hotel Italia

Stay near popular Castellina in Chianti attractions

Buondonno Winery

Casa Vinicola Luigi Cecchi

Castellina Fortress

Archaeological Museum of Chianti

Lilliano Estate Winery

Walls of Monteriggioni

Mazzei Winery

Necropolis of Poggino

Learn more about Castellina in Chianti

Top Castellina in Chianti Hotel Reviews

aparto Florence Manifattura

The Social Hub Florence Lavagnini

Villa Neroli

Hotel Albani Firenze

Plus Florence - Hostel

The Market Urban Hotel

Grand Hotel Baglioni

Hotel Calimala Florence

Radisson Blu Hotel, Florence

More cheap stays in Castellina in Chianti

Hotel Bodoni

Hotel St. James

Hotel Spagna

Hotel Brooklyn

Hotel Nuova Italia

Hotel Alessandra

Frequently asked questions

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