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

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Check availability on Castellina in Chianti Luxury Hotels

Our top choices for Castellina in Chianti luxury hotels

A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

1. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is ฿4,289
฿4,868 total
includes taxes & fees
12 Nov - 13 Nov
Agriturismo La Ferrozzola
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

2. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.2 out of 10, Wonderful, (5 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is ฿3,846
฿4,455 total
includes taxes & fees
16 Nov - 17 Nov
Casa Vacanze Squarcialupi
A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

3. Albergo Il Colombaio

Albergo Il Colombaio
3.0 star property
Castellina in Chianti
8.4 out of 10, Very good, (66 reviews)
"I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. "
United States
Christine
The price is ฿5,111
฿5,735 total
includes taxes & fees
14 Nov - 15 Nov
Albergo Il Colombaio
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

4. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (213 reviews)
"Brautiful scenery, convenient location. Parking was great."
Canada
Kevork
The price is ฿3,597
฿4,182 total
includes taxes & fees
12 Nov - 13 Nov
Belvedere di San Leonino
A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

5. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 reviews)
"The staff and experience staying at Castello Di Fonterutoli was amazing! Everyone was so kind and welcoming! Cannot wait to go back☺️"
United States
Micaela
The price is ฿5,147
฿5,811 total
includes taxes & fees
12 Nov - 13 Nov
Castello di Fonterutoli Wine Resort
Infinity pool

6. PODERE 1384

PODERE 1384
Castellina in Chianti
10.0 out of 10, Exceptional, (3 reviews)
"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...
Sweden
Linus
The price is ฿19,933
฿22,151 total
includes taxes & fees
12 Nov - 13 Nov
PODERE 1384
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castellina in Chianti Hotel Reviews

Plus Florence - Hostel

Plus Florence - Hostel

10/10 Excellent
"Excellent hébergement, je recommande pour l'aimabilité du personnel , l'emplacement, la propreté et les services proposés."
Annabelle 2-night trip
Posted 1 day ago
Plus Florence - Hostel

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.