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.

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

Pet friendly

Spa

Apartment

Pool

Apart hotel

Hot tub

Farm

Family friendly

Waterpark

Condo

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

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.

1. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

RM498

RM562 total

includes taxes & fees

18 Oct - 19 Oct

A spa area with a stone ceiling, a large bathtub, and a seating 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.

A historic building with a courtyard, stone arches, and a tiled roof.

2. Palazzo Squarcialupi

Castellina in Chianti

yvette

RM788

RM894 total

includes taxes & fees

18 Oct - 19 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 courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.

3. Castello La Leccia

Castellina in Chianti

Eva

RM816

RM916 total

includes taxes & fees

4 Nov - 5 Nov

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

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

4. Locanda le Piazze

Castellina in Chianti

Colleen

RM1,491

RM1,668 total

includes taxes & fees

26 Oct - 27 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 stone building with wooden shutters, a bench, and hanging purple flowers.

5. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

RM648

RM731 total

includes taxes & fees

18 Oct - 19 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.

6. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

RM360

RM414 total

includes taxes & fees

27 Oct - 28 Oct

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

A sculpture of two figures in a garden with a windmill in the background.

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

RM674

RM760 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 building with a large arched doorway, a bench, and a potted plant outside.

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.

8. Albergo Il Colombaio

Castellina in Chianti

RM621

RM697 total

includes taxes & fees

16 Oct - 17 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.

9. Fattoria di Vegi

Castellina in Chianti

Robin

RM994

RM1,120 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 rustic stone building with a garden in front.

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.

10. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

RM443

RM515 total

includes taxes & fees

16 Oct - 17 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

RM446

RM518 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 covered outdoor seating area with wicker furniture and potted plants.

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.

12. Mariani Bed & Breakfast

Castellina in Chianti

Frank

RM371

RM427 total

includes taxes & fees

15 Oct - 16 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.

13. Collelungo

Castellina in Chianti

RM514

RM584 total

includes taxes & fees

26 Oct - 27 Oct

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

A pool area with a view of vineyards and hills.

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

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

RM708

RM788 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

8 Nov - 9 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 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

RM541

RM613 total

includes taxes & fees

15 Oct - 16 Oct

A stone corridor leading to a wooden archway with a view of a green landscape and a red chair.

A narrow stone pathway between buildings with a clear view of the countryside.

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

A modern bedroom with a large bed, a chandelier, and a view of greenery outside.

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

5 Nov - 6 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 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

15 Oct - 16 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 historic estate with a central courtyard, surrounded by lush gardens and vineyards.

An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.

19. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Scott

RM1,551

RM1,751 total

includes taxes & fees

3 Nov - 4 Nov

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

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.

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

20. Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

Sergey

RM569

RM654 total

includes taxes & fees

14 Nov - 15 Nov

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

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

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

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.

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

Hotel Santa Maria Novella

10/10 Excellent

"Definitely will book this place on next trip to Florence. Location was perfect and place is top notch not to mention the incredible breakfast. 5 great restaurants within in 3 blocks and the church in the square is a must see."

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."

Bernini Palace

10/10 Excellent

"Absolutely amazing hotel. The room was incredible. The hotel staff were so beyond friendly. And the hotel is in a great location! Definitely recommend."

Villa Neroli

10/10 Excellent

"The staff was excellent especially Nicola at the front desk, she went above and beyond to help in anything we asked."

aparto Florence Manifattura

10/10 Excellent

"Big room!"

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

RM292

RM362 total

8 Nov - 9 Nov

includes taxes & fees

8.2/10 Very good! (881 reviews)

Hotel St. James

Via XXVII Aprile 18 Florence FI

RM303

RM375 total

8 Nov - 9 Nov

includes taxes & fees

8.2/10 Very good! (242 reviews)

Hotel Spagna

Via Panzani, 5 Florence FI

RM319

RM392 total

2 Nov - 3 Nov

includes taxes & fees

6.2/10 (1,001 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 Brooklyn

Via Fiume 8A Florence FI

RM363

RM441 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (237 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 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. Hotel Colle Etrusco Salivolpi

2. Palazzo Squarcialupi

3. Castello La Leccia

4. Locanda le Piazze

5. Castello di Fonterutoli Wine Resort

6. Borgo di Pietrafitta Relais

7. Agriturismo Villa Godenano - Pool & Suites

8. Albergo Il Colombaio

9. Fattoria di Vegi

10. Belvedere di San Leonino

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 Borgo di Cortefreda Relais - Place of Charme

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

Hotel Santa Maria Novella

Hu Firenze Camping In Town

Bernini Palace

Villa Neroli

aparto Florence Manifattura

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 Nuova Italia

Hotel Brooklyn

Hotel Alessandra

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app