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Check availability on Castellina in Chianti Luxury Hotels

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Castellina in Chianti luxury hotels

Terrace/patio
Hotel Athena

Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1004)
"Excellent hotel, very helpful staff, highly recommended "
United States
Vikram
The price is ฿2,608
฿2,981 total
includes taxes & fees
27 Jan - 28 Jan 2026
Hotel Athena
Front of property
NH Siena

NH Siena

NH Siena
4.0 star property
Siena Historical Center
8.2 out of 10, Very good, (1001)
"Gtaet location but hotel filled with bus tours and needs a major refurbish. Great staff "
Canada
John
The price is ฿3,489
฿3,949 total
includes taxes & fees
18 Jan - 19 Jan 2026
NH Siena
Front of property
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
4.0 star property
Siena
9.8 out of 10, Exceptional, (186)
"The best in Siena."
Canada
David
The price is ฿20,468
฿22,625 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hotel Certosa Di Maggiano
Ballroom
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
5.0 star property
Siena City Centre
9.2 out of 10, Wonderful, (577)
"Great hotel / room, city center, friendly staff. "
United States
Nebojsa
The price is ฿10,096
฿11,325 total
includes taxes & fees
1 Jan - 2 Jan 2026
Grand Hotel Continental Siena – Starhotels Collezione
Restaurant
Palazzo Ravizza

Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (751)
"We enjoyed our stay here."
United States
LAURIA
The price is ฿3,258
฿3,694 total
includes taxes & fees
6 Jan - 7 Jan 2026
Palazzo Ravizza
Interior
Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (433)
"Beautiful hotel and spa. Excellent amenities and modern luxuries. "
United States
George
Hotel Palazzo San Lorenzo & SPA
Couples treatment room(s), Turkish bath/hammam, body treatments
Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
5.0 star property
Castelnuovo Berardenga
8.8 out of 10, Excellent, (144)
"Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back"
Canada
John
The price is ฿23,434
฿26,143 total
includes taxes & fees
31 Dec - 1 Jan 2026
Castel Monastero - The Leading Hotels of the World
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (480)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is ฿2,679
฿3,166 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Borgo di Cortefreda Relais
Dining
Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

Plaza Hotel Lucchesi
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (1000)
"Clean and amazing staff."
United States
Marcos
The price is ฿6,642
฿7,818 total
includes taxes & fees
29 Jan - 30 Jan 2026
Plaza Hotel Lucchesi
Breakfast area
Art Atelier

Art Atelier

Art Atelier
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1001)
"We loved how close everything is! The staff were quick to accommodate our needs and the complimentary breakfast was a nice addition to jumpstart our day. "
United States
Katie
The price is ฿4,556
฿5,523 total
includes taxes & fees
11 Jan - 12 Jan 2026
Art Atelier
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.
View all properties

Top Castellina in Chianti Hotel Reviews

Grand Hotel Baglioni

Grand Hotel Baglioni

10/10 Excellent
"Impressive hotel, loved the mini bar, room very clean. The device provided in the room for exploring the city looked amazing - unfortunately ours wouldn’t charge so don’t know how good this was. We did let reception know and they said the next day we would have a new one but it did t happen. Did not detract from our stay. Beautiful views from restaurant. Good location. Taxis from the airport are expensive!! "
Charlotte 2-night trip
Posted 7 days ago
Grand Hotel Baglioni
c-hotels Ambasciatori

c-hotels Ambasciatori

10/10 Excellent
"Great stay overall "
DANIEL 1-night trip
Posted 1 month ago
c-hotels Ambasciatori

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.
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, Buondonno Winery and Casa Vinicola Luigi Cecchi. If you have some spare time during your trip, you might want to check out Archaeological Museum of Chianti and Walls of Monteriggioni.