A stone building with a clock tower, steps leading up to it, and people walking around.

Find Luxury Hotels in Castellina in Chianti

  • 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

Check availability on Castellina in Chianti Luxury Hotels

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Castellina in Chianti luxury hotels

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
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.
A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

1. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
  • Tuscan winery hotel with full-service spa invites luxury travellers to unwind in rural splendour.
S$525
includes taxes & fees
21 Oct - 22 Oct
Locanda le Piazze
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 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.

2. PODERE 1384

PODERE 1384
Castellina in Chianti
S$707
includes taxes & fees
1 Nov - 2 Nov
PODERE 1384
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 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.

3. Castello La Leccia

Castello La Leccia
Castellina in Chianti
S$289
includes taxes & fees
2 Nov - 3 Nov
Castello La Leccia
A spacious room with a large window, a chandelier, and a sofa.
A luxurious bedroom with a large bed, ornate ceiling, and a view of a dome through a large window.
A building with a sign reading "ST. REGIS" and a large planter with a tree in front.
A luxurious lobby with a bar, seating arrangements, and decorative elements.

4. The St. Regis Florence

The St. Regis Florence
Historic Centre of Florence
  • Historic luxury along the Arno river with a hot tub, spa services, and a fine dining restaurant just minutes from Ponte Vecchio.
S$1,958
includes taxes & fees
27 Oct - 28 Oct
The St. Regis Florence
A dining table set for two with a view of a cityscape at night.
A historic building with a tower, a bridge, and a river.
A balcony with a table set for two, overlooking a river with buildings in the background.
A modern living room with a glass coffee table, grey armchairs, a beige sofa, and a dark wooden accent wall.

5. Portrait Firenze - Lungarno Collection

Portrait Firenze - Lungarno Collection
Historic Centre of Florence
  • Indulgent riverside luxury steps from Ponte Vecchio with a full-service spa offering aromatherapy and hot stone massages.
S$1,658
includes taxes & fees
9 Nov - 10 Nov
Portrait Firenze - Lungarno Collection
A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.
A cozy living room with a fireplace, elegant furniture, and a chandelier.
A rustic dining area with brick walls, hanging plants, and candle-lit tables.
A bathroom with a bathtub, a chandelier, and a view of the outdoors.

6. Borgo Santo Pietro

Borgo Santo Pietro
Chiusdino
  • Tuscan luxury sanctuary blends spa pampering, Michelin dining, and scenic countryside splendour in Chiusdino.
S$1,594
includes taxes & fees
31 Oct - 1 Nov
Borgo Santo Pietro
A building with large windows and a pool in front.
An outdoor patio with two wicker chairs, a small table, and a statue in the background.
A picnic table set outdoors with food, drinks, and a basket of bread.
A bar with a large painting, shelves of liquor bottles, and bar tools.

7. Four Seasons Hotel Firenze

Four Seasons Hotel Firenze
Historic Centre of Florence
  • Indulge in renaissance elegance at Florence's Four Seasons with full spa, seasonal pool, and historic district location.
S$1,603
includes taxes & fees
2 Nov - 3 Nov
Four Seasons Hotel Firenze
A hotel with a pool, outdoor seating, and a mountainous backdrop.
An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.
An aerial view of a large estate with a central building surrounded by manicured gardens, a swimming pool, and a fountain.
A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.

8. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
  • Tuscany's historic castello elevates luxury with a sprawling spa, outdoor pool, and 3 fine restaurants in idyllic rural surroundings.
S$1,393
includes taxes & fees
6 Nov - 7 Nov
Castello di Casole, A Belmond Hotel, Tuscany
An outdoor café with tables and chairs, covered by umbrellas, and surrounded by flower beds.
A well-lit living room with a sofa, armchairs, a coffee table, and a view of a cityscape through large windows.
A hotel room with a bed, a desk, a chair, a small table, and a view of the street through a glass door.
A building with classical architecture, including columns and statues, viewed from a balcony with a railing.

9. Rocco Forte Hotel Savoy

Rocco Forte Hotel Savoy
Historic Centre of Florence
  • Indulge in five-star splendour at this historic Florence hotel, where exceptional service meets prime location steps from iconic landmarks.
S$1,465
includes taxes & fees
7 Nov - 8 Nov
Rocco Forte Hotel Savoy
A table set for two with wine glasses, a candle, and cutlery, overlooking a river with buildings and a bridge in the background.
A modern living room with a view of a cityscape through large windows.
A stone bridge over a river with buildings on either side.
A neatly made bed with white linens and blue piping, a large window with a view of buildings, and a blue vase on the nightstand.

10. Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection
Historic Centre of Florence
  • Riverfront luxury indulges with a Michelin-starred restaurant and spa services steps away from Florence's iconic Ponte Vecchio.
S$1,030
includes taxes & fees
1 Nov - 2 Nov
Hotel Lungarno - Lungarno Collection
View all properties

Top Castellina in Chianti Hotel Reviews

Hotel Albani Firenze

Hotel Albani Firenze

10/10 Excellent
"Beautiful hotel! Great location close to the market, attractions and train station. Breakfast was excellent with a good variety of items and great service."
Lena 2-night trip
Posted 2 hours ago
Hotel Albani Firenze
Plus Florence - Hostel

Plus Florence - Hostel

10/10 Excellent
"Buena ubicacion, habitacion limpia. Desayuno bueno, delicioso y barato. El personal del hotel muy amable y siempre dispuesto a ayudar. Definotivamente lo recomiendo 100%.🌻"
Sally 2-night trip
Posted 1 day ago
Plus Florence - Hostel
Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent
"Staff was friendly and accommodating! Rooms were very clean and SPACIOUS! Would definitely return!"
Suzette 1-night trip
Posted 4 days ago
Grand Hotel Cavour
Art Hotel Villa Agape

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."
Julie 1-night trip
Posted 4 days ago
Art Hotel Villa Agape
Grand Hotel Baglioni

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"
Emma 4-night trip
Posted 5 days ago
Grand Hotel Baglioni

Frequently asked questions

Are you looking for a luxury hotel for your stay in Castellina in Chianti?
During your visit, you might want to enjoy the lovely views which Castellina in Chianti is known for.
What's the best high-end place to stay 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 stay.
When can I expect good weather in Castellina in Chianti?
Planning for the weather is a good way to make your trip to Castellina in Chianti relaxing and enjoyable, especially when you're splurging. 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.
What's there to see and do in Castellina in Chianti?
Enjoy all that Castellina in Chianti has to offer and visit City Hall Castellina In Chianti, Castellina Fortress and Archaeological Museum of Chianti. If you have some spare time during your trip, you might want to check out Walls of Monteriggioni and Lilliano Estate Winery.

Explore a world of travel with Expedia