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.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Castellina in Chianti

Hot tub

Apartment

Pool

Farm

Family friendly

Spa

Pet friendly

Waterpark

Condo

Apart hotel

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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

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.

1. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

RM448

RM506 total

includes taxes & fees

21 Oct - 22 Oct

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

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

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

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

RM821

RM930 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 stone building with wooden shutters, a bench, and hanging purple flowers.

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

RM808

RM907 total

includes taxes & fees

26 Oct - 27 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 swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.

A dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.

4. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

RM363

RM417 total

includes taxes & fees

25 Oct - 26 Oct

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

A castle-like building with a swimming pool and a well-maintained garden.

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.

5. Agriturismo Villa Godenano - Pool & Suites

Castellina in Chianti

Rachel

RM607

RM686 total

includes taxes & fees

27 Oct - 28 Oct

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

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.

A dining area with a table set for two, featuring wine bottles and bread.

6. Castello La Leccia

Castellina in Chianti

Eva

RM963

RM1,078 total

includes taxes & fees

2 Nov - 3 Nov

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.

7. Villa Casalecchi Country Hotel

Castellina in Chianti

Alexandra

RM603

RM691 total

includes taxes & fees

12 Oct - 13 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 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.

8. Albergo Il Colombaio

Castellina in Chianti

Christine

RM625

RM702 total

includes taxes & fees

9 Oct - 10 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 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.

9. Fattoria di Vegi

Castellina in Chianti

Robin

RM1,000

RM1,127 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 person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

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.

10. Locanda le Piazze

Castellina in Chianti

Colleen

RM1,501

RM1,678 total

includes taxes & fees

16 Oct - 17 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 stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

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

11. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

RM454

RM527 total

includes taxes & fees

8 Oct - 9 Oct

A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

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.

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

12. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

RM466

RM540 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 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.

13. Collelungo

Castellina in Chianti

Daniel

RM518

RM588 total

includes taxes & fees

8 Oct - 9 Oct

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

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

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

A pool area with a view of vineyards and hills.

14. Riserva di Fizzano Residence

Castellina in Chianti

Janet

RM780

RM868 total

includes taxes & fees

8 Oct - 9 Oct

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

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.

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

15. Mariani Bed & Breakfast

Castellina in Chianti

Frank

RM356

RM410 total

includes taxes & fees

13 Oct - 14 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 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

RM567

RM642 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 building with a sign reading "del sogno RESIDENZIA DEL SOGNO".

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.

17. Residenzia del Sogno

Castellina in Chianti

Katherine

RM515

RM585 total

includes taxes & fees

8 Oct - 9 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 modern bedroom with a large bed, a chandelier, and a view of greenery outside.

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

RM2,026

RM2,256 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 view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

19. Hotel Casafrassi

Castellina in Chianti

Stuart

RM246

RM298 total

includes taxes & fees

8 Oct - 9 Oct

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

A sunset scene with a person holding a child, benches, and umbrellas in a park setting.

A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.

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

20. Hotel Borgo di Cortefreda Relais

Tavarnelle Val di Pesa

Sergey

RM537

RM618 total

includes taxes & fees

24 Oct - 25 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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.

See properties

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.

See properties

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.

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

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

Bernini Palace

10/10 Excellent

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

Hotel Paris

8/10 Good

"The staff at Hotel Paris are wonderful, very welcoming and helpful. The good : we were in a nice large, clean room. The reason I took off a star, the noise from the street is substantial so something to be aware of if you are a light sleeper like myself. We only stayed there one night, so I didn’t bother inquiring if an interior, potentially quieter, room was available. This hotel was walkable to the train station and an easy to walk into Florence to see the sights. We did not have the breakfast there so cannot comment on it."

Villa Neroli

10/10 Excellent

"Amazing hotel-great breakfast, calm place, friendly and helpful staff"

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!!"

Grand Hotel Baglioni

10/10 Excellent

"Great hotel within walking distance of the historic centre of Florence. Helpful and knowledgeable staff. Amazing views from the rooftop bar/ restaurant. Thank you"

More cheap stays in Castellina in Chianti

Hotel St. James

Via XXVII Aprile 18 Florence FI

RM305

RM377 total

5 Nov - 6 Nov

includes taxes & fees

8.2/10 Very good! (237 reviews)

Hotel Spagna

Via Panzani, 5 Florence FI

RM321

RM394 total

2 Nov - 3 Nov

includes taxes & fees

6.2/10 (1,000 reviews)

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI

RM327

RM402 total

3 Nov - 4 Nov

includes taxes & fees

Hotel Brooklyn

Via Fiume 8A Florence FI

RM382

RM462 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (236 reviews)

Hotel Nuova Italia

Via Faenza 26 Florence FI

RM413

RM495 total

1 Nov - 2 Nov

includes taxes & fees

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI

RM509

RM601 total

6 Nov - 7 Nov

includes taxes & fees

9.2/10 Wonderful! (997 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. Hotel Colle Etrusco Salivolpi

2. Palazzo Squarcialupi

3. Castello di Fonterutoli Wine Resort

4. Borgo di Pietrafitta Relais

5. Agriturismo Villa Godenano - Pool & Suites

6. Castello La Leccia

7. Villa Casalecchi Country Hotel

8. Albergo Il Colombaio

9. Fattoria di Vegi

10. Locanda le Piazze

11. Belvedere di San Leonino

12. Casa Vacanze Squarcialupi

13. Collelungo

14. Riserva di Fizzano Residence

15. Mariani Bed & Breakfast

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

Bernini Palace

Hotel Paris

Villa Neroli

Grand Hotel Cavour

Radisson Blu Hotel, Florence

Art Hotel Villa Agape

Hotel La Fortezza

c-hotels Ambasciatori

Grand Hotel Baglioni

More cheap stays in Castellina in Chianti

Hotel St. James

Hotel Spagna

Hotel Bodoni

Hotel Brooklyn

Hotel Nuova Italia

Hotel Alessandra

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app