𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Castellina in Chianti from RM297 (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 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.

1. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

RM499

RM562 total

includes taxes & fees

18 Oct - 19 Oct

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 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.

2. Palazzo Squarcialupi

Castellina in Chianti

yvette

RM712

RM810 total

includes taxes & fees

18 Oct - 19 Oct

A narrow stone pathway leading to a rustic building with a wooden door and a window.

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

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.

3. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

RM648

RM731 total

includes taxes & fees

18 Oct - 19 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.

4. Castello La Leccia

Castellina in Chianti

Eva

RM817

RM917 total

includes taxes & fees

2 Nov - 3 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 stone building with a courtyard, a covered seating area, and a small bell tower.

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

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

RM362

RM417 total

includes taxes & fees

1 Nov - 2 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-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.

6. Albergo Il Colombaio

Castellina in Chianti

Christine

RM622

RM698 total

includes taxes & fees

24 Oct - 25 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

RM675

RM761 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 restaurant with stone walls, wooden furniture, and a wine cellar.

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

8. Fattoria di Vegi

Castellina in Chianti

Robin

RM1,049

RM1,181 total

includes taxes & fees

22 Oct - 23 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

RM1,493

RM1,670 total

includes taxes & fees

22 Oct - 23 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 poolside area with lounge chairs and a view of the night sky.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

A rustic stone building with a garden in front.

10. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

RM437

RM508 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 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.

11. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

RM447

RM519 total

includes taxes & fees

11 Nov - 12 Nov

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 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.

12. Riserva di Fizzano Residence

Castellina in Chianti

Janet

RM708

RM788 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 covered outdoor seating area with wicker furniture and potted plants.

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

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

13. Mariani Bed & Breakfast

Castellina in Chianti

Frank

RM374

RM430 total

includes taxes & fees

20 Oct - 21 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 stone-walled dining area with tables set for a meal, a stone fireplace, and a sign indicating 'Colleluono'.

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

14. Collelungo

Castellina in Chianti

Daniel

RM515

RM585 total

includes taxes & fees

20 Oct - 21 Oct

A stone building with multiple windows and a chimney.

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

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

15. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

RM522

RM592 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 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.

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

16. Residenzia del Sogno

Castellina in Chianti

Katherine

RM485

RM552 total

includes taxes & fees

17 Oct - 18 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.

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

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

17. PODERE 1384

Castellina in Chianti

RM2,015

RM2,244 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 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.

18. Hotel Casafrassi

Castellina in Chianti

Stuart

RM245

RM297 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

19. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Scott

RM1,495

RM1,690 total

includes taxes & fees

5 Nov - 6 Nov

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

A breakfast buffet with various food items, a coffee station, and a large mirror on the wall.

A hotel room with a bed, a TV, a dining area with a table and chairs, and a view of the outside.

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

RM318

RM364 total

includes taxes & fees

15 Nov - 16 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.

See properties

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.

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

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

Grand Hotel Cavour

10/10 Excellent

"Awesome breakfast! Location was great !"

Hotel Galileo

10/10 Excellent

"Highly recommend this hotel for a stay in Florence. It's on a busy street, but you can't hear the noise inside. Location was perfect for exploring Florence, and a short walk from the train station. Room was very clean and decent sized. If we ever make it to Florence again, we'll definitely stay here."

Plus Florence - Hostel

10/10 Excellent

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

Hotel Paris

8/10 Good

"Old, unique hotel with a lot of stairs and a small, slow elevator. Our room was huge, but the laminate floor near the bathroom gave when we waled on it, felt like we might fall through. Location is great, between Santa Maria and the Duomo. Very easy to navigate from."

Italiana Hotels Florence

10/10 Excellent

"Was our second time there so it must be good for that alone."

Villa Neroli

10/10 Excellent

"Amazing and so updated just beautiful"

The Social Hub Florence Belfiore

10/10 Excellent

"Great space to regroup after jumping around in multiple places. Truly is a one-stop-shop with everything you need right there. Easy to walk to main attractions"

Hotel Santa Maria Novella

10/10 Excellent

"A very lovely hotel. The location is perfect, in the heart of the city. The view from the rooftop terrace is amazing. The room was very comfortable. The breakfast was great. The staff was helpful and very accommodating. I would stay there again."

Hu Firenze Camping In Town

10/10 Excellent

"It was a really nice experience staying at Hu Firenze. It was away from the hustle and bustle of the city and the main tourist areas, while a bus stop right across the street made it easy to get to the city centre. We also got to enjoy a bit of the Tuscan countryside experience. The only issue was that there is another Hu campsite called Hu Certosa, so you need to be careful not to book the wrong one, especially when travelling in a group and everyone is booking separately. This happened to us, but fortunately, the staff allowed my brother to stay with us since our accommodation had an extra bed. However, we had already paid for a tent at Hu Certosa. My recommendation would be to start breakfast earlier than 7:30 a.m. This would allow guests to leave at different times and help avoid long queues at the bus stop."

More cheap stays in Castellina in Chianti

Hotel St. James

Via XXVII Aprile 18 Florence FI

RM285

RM354 total

5 Nov - 6 Nov

includes taxes & fees

8.2/10 Very good! (242 reviews)

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI

RM292

RM362 total

8 Nov - 9 Nov

includes taxes & fees

8.2/10 Very good! (883 reviews)

Hotel Brooklyn

Via Fiume 8A Florence FI

RM310

RM382 total

15 Nov - 16 Nov

includes taxes & fees

8/10 Very good! (237 reviews)

Hotel Spagna

Via Panzani, 5 Florence FI

RM319

RM392 total

3 Nov - 4 Nov

includes taxes & fees

6.2/10 (1,002 reviews)

Hotel Nuova Italia

Via Faenza 26 Florence FI

RM350

RM426 total

2 Nov - 3 Nov

includes taxes & fees

8.4/10 Very good! (974 reviews)

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI

RM463

RM550 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 RM297

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. Borgo di Pietrafitta Relais

6. Albergo Il Colombaio

7. Agriturismo Villa Godenano - Pool & Suites

8. Fattoria di Vegi

9. Locanda le Piazze

10. Belvedere di San Leonino

11. Casa Vacanze Squarcialupi

12. Riserva di Fizzano Residence

13. Mariani Bed & Breakfast

14. Collelungo

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

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

Grand Hotel Cavour

Hotel Galileo

Plus Florence - Hostel

Hotel Paris

Italiana Hotels Florence

Villa Neroli

The Social Hub Florence Belfiore

Hotel Santa Maria Novella

Hu Firenze Camping In Town

More cheap stays in Castellina in Chianti

Hotel St. James

Hotel Bodoni

Hotel Brooklyn

Hotel Spagna

Hotel Nuova Italia

Hotel Alessandra

Frequently asked questions

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