𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Castellina in Chianti from RM299 (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 clear blue pool with lounge chairs and a stone building in the background.

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

RM412

RM467 total

includes taxes & fees

26 Oct - 27 Oct

A pool with clear water and a row of white lounge chairs facing a scenic hillside view.

A spa room with a stone ceiling, a window with frosted glass, a bed with pillows, and a wall-mounted artwork.

A stone-walled hallway with a staircase, a glass table with a red cushion, and a wooden cabinet.

An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.

2. Palazzo Squarcialupi

Castellina in Chianti

yvette

RM822

RM932 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 cozy living room with a fireplace, wooden beams, and comfortable seating.

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.

3. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

RM786

RM882 total

includes taxes & fees

4 Oct - 5 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 swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.

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

4. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

RM340

RM393 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a large bed, a desk, a mirror, and a bathroom visible through an open door.

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

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

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

5. Locanda le Piazze

Castellina in Chianti

Tara

RM1,396

RM1,563 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 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.

6. Agriturismo Villa Godenano - Pool & Suites

Castellina in Chianti

Rachel

RM639

RM721 total

includes taxes & fees

5 Oct - 6 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 pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

A courtyard with stone buildings, tables with white tablecloths, and chairs arranged for dining.

7. Castello La Leccia

Castellina in Chianti

Eva

RM965

RM1,080 total

includes taxes & fees

2 Nov - 3 Nov

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 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.

8. Fattoria di Vegi

Castellina in Chianti

Robin

RM1,002

RM1,129 total

includes taxes & fees

25 Oct - 26 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 building with a large arched doorway, a bench, and a potted plant outside.

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

9. Albergo Il Colombaio

Castellina in Chianti

Christine

RM626

RM703 total

includes taxes & fees

9 Oct - 10 Oct

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

A hallway with a wooden altar, benches, and a carpet with a floral pattern.

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.

10. Villa Casalecchi Country Hotel

Castellina in Chianti

Alexandra

RM605

RM693 total

includes taxes & fees

7 Oct - 8 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 rustic stone building with a garden in front.

A poolside area with lounge chairs and a view of the night sky.

A person relaxing in a hot tub with a view of a building and trees in the background.

11. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

RM499

RM577 total

includes taxes & fees

15 Oct - 16 Oct

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

12. Hotel Casafrassi

Castellina in Chianti

Rita

RM246

RM299 total

includes taxes & fees

4 Oct - 5 Oct

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

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.

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

13. Mariani Bed & Breakfast

Castellina in Chianti

Frank

RM357

RM411 total

includes taxes & fees

13 Oct - 14 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 building with a balcony and a garden with pink flowers.

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

14. Collelungo

Castellina in Chianti

Daniel

RM519

RM589 total

includes taxes & fees

5 Oct - 6 Oct

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 pool area with a view of vineyards and hills.

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

15. Riserva di Fizzano Residence

Castellina in Chianti

Janet

RM701

RM781 total

includes taxes & fees

8 Oct - 9 Oct

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 a sign reading "del sogno RESIDENZIA DEL SOGNO".

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

RM516

RM586 total

includes taxes & fees

6 Oct - 7 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.

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.

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

RM2,030

RM2,260 total

includes taxes & fees

1 Nov - 2 Nov

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.

18. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

RM514

RM593 total

includes taxes & fees

18 Oct - 19 Oct

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

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

19. Hotel Italia

Camollia

Shaji

RM342

RM390 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

RM531

RM607 total

includes taxes & fees

28 Oct - 29 Oct

View all properties

Holiday Rentals in Castellina in Chianti

Residence

Riserva di Fizzano Residence

Castellina in Chianti

"Great place to stay in Tuscany! Very nice breakfast also!"

Apartment

Casa Vacanze Squarcialupi

Castellina in Chianti

"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "

Holiday Home

A stone building with multiple windows and a chimney.

A stone-walled interior with a fireplace, a dining area, and a sofa.

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

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

Agriturismo La Ferrozzola

Castellina in Chianti

"Very nice agriturismo. "

Residence

A hillside villa with a swimming pool, terraced gardens, and a church tower.

A swimming pool with a view of rolling hills in the background.

A stone building with arched windows and a patio area with outdoor seating.

A spacious room with a foosball table, a billiards table, a bookshelf, and a bench.

Borgo Sicelle

Castellina in Chianti

"Beautiful stay if you want to live the real Tuscany feeling. Hotel staff was extremely friendly, helpful and the overall property is extremely neat, always keeping the Italian style. "

Apartment

A narrow cobblestone street flanked by stone buildings with arched doorways and a vineyard in the background.

A stone building with a courtyard featuring a wooden table and chairs, potted plants, and a stone wall.

A modern kitchen with a wooden dining table, a built-in oven, and a large window.

A modern kitchen with white cabinets, a built-in oven, and a dining area with a wooden table and chairs.

Il Nespolo Charming Apartment Fonterutoli

Castellina in Chianti

See all holiday rentals

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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.

See properties

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 Horto Convento

10/10 Excellent

"staff was very helpful and friendly!"

Bernini Palace

10/10 Excellent

"The breakfast was excellent as was the bar and the staff were superb"

Radisson Blu Hotel, Florence

10/10 Excellent

"Great hotel and knowledgeable staff. We had a front desk person, which is from the Philippines and recommended great restaurant and helped us on our extended stay."

Villa Neroli

10/10 Excellent

"The property was magnificent - much nicer than what was depicted in the web photos. The staff was exceptional ... whether it was the administrative staff, the servers, or the cleaning staff, all realized that they were there to service their guests and they provided quality services consistently during our stay. The breakfast was exceptional. A very pleased guest!"

Hu Firenze Camping In Town

10/10 Excellent

"The property was very clean and there was so much to do without even leaving it. We stayed there for a few nights only"

Palazzo Montebello

10/10 Excellent

"This place was absolutely beautiful! The entire staff was so helpful and friendly. A special shout out to Francesca and Leonardo! I would highly recommend this hotel if you are planning to visit Florence!"

Art Hotel Villa Agape

8/10 Good

"Beautiful property. The restaurant and breakfast are great. Rooms are cozy and quaint. To consider there shuttle is only to get you to the bridge and walk or cab from there to wherever you’re going. It’s the distance from places such as stores restaurants be prepared for any extra needs of expenses such as bottled water or snacks. Make sure the wine card you prepay for self serve you return for credit it’s $10 a glass and it’s about three sips. But beautiful place and great for quiet and privacy."

Hotel Albani Firenze

8/10 Good

"Stayed here for 5 nights. Everything here was very nice. Our maid was very sweet and spoke rapidly to us in Italian thinking that we understood every word 😂. The main reason I rated this 4 and not 5 stars was that the breakfast buffet never changed. It was good…but got boring."

The Social Hub Florence Lavagnini

10/10 Excellent

"Great spot"

More cheap stays in Castellina in Chianti

Hotel Nuova Italia

Via Faenza 26 Florence FI

RM351

RM428 total

2 Nov - 3 Nov

includes taxes & fees

8.4/10 Very good! (965 reviews)

Hotel Spagna

Via Panzani, 5 Florence FI

RM369

RM447 total

2 Nov - 3 Nov

includes taxes & fees

6.2/10 (1,000 reviews)

Hotel Brooklyn

Via Fiume 8A Florence FI

RM383

RM462 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (235 reviews)

Hotel St. James

Via XXVII Aprile 18 Florence FI

RM413

RM495 total

1 Nov - 2 Nov

includes taxes & fees

8.2/10 Very good! (236 reviews)

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI

RM440

RM525 total

18 Oct - 19 Oct

includes taxes & fees

8.2/10 Very good! (872 reviews)

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI

RM533

RM627 total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (994 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 RM299

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. Borgo di Pietrafitta Relais

5. Locanda le Piazze

6. Agriturismo Villa Godenano - Pool & Suites

7. Castello La Leccia

8. Fattoria di Vegi

9. Albergo Il Colombaio

10. Villa Casalecchi Country Hotel

11. Belvedere di San Leonino

12. Hotel Casafrassi

13. Mariani Bed & Breakfast

14. Collelungo

15. Riserva di Fizzano Residence

16. Residenzia del Sogno

17. PODERE 1384

18. Casa Vacanze Squarcialupi

19. Hotel Italia

20. Hotel Chiusarelli

Holiday Rentals in Castellina in Chianti

Riserva di Fizzano Residence

Casa Vacanze Squarcialupi

Agriturismo La Ferrozzola

Borgo Sicelle

Il Nespolo Charming Apartment Fonterutoli

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 Horto Convento

Bernini Palace

Radisson Blu Hotel, Florence

Villa Neroli

Hu Firenze Camping In Town

Palazzo Montebello

Art Hotel Villa Agape

Hotel Albani Firenze

The Social Hub Florence Lavagnini

More cheap stays in Castellina in Chianti

Hotel Nuova Italia

Hotel Spagna

Hotel Brooklyn

Hotel St. James

Hotel Bodoni

Hotel Alessandra

Frequently asked questions

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