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Our top choices for Chianti Region luxury hotels

COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (133 reviews)
"Beautiful place to stay and enjoy . "
United States
Maryam
COMO Castello Del Nero

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 reviews)
"Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back"
Canada
John
Castel Monastero - The Leading Hotels of the World

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, (581 reviews)
"Great hotel / room, city center, friendly staff. "
United States
Nebojsa
The price is ₩407,033
₩458,069 total
includes taxes & fees
Feb 23 - Feb 24
Grand Hotel Continental Siena – Starhotels Collezione

Borgo San Felice Resort

Borgo San Felice Resort
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (79 reviews)
"One of our favorite places we’ve ever stayed at. 100% recommend. Hopefully we can visit again. "
United States
Maria D
Borgo San Felice Resort

Hotel Le Fontanelle

Hotel Le Fontanelle
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (95 reviews)
"The Vacation was amazing. The place the staff the food the service all was amazing. "
United Kingdom
Oshrat
Hotel Le Fontanelle

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (73 reviews)
"Amazing spot with great views. All the staff were extremely friendly and helpful. Food onsite was great. "
Canada
Benjamin
Relais la Costa - Dimora Storica

Villa il Sasso - Dimora d'epoca

Villa il Sasso - Dimora d'epoca
Bagno a Ripoli
10.0 out of 10, Exceptional, (53 reviews)
"Great place to stay near Florence. Very near and convenient if you need to be in Grassina. Good transportation by bus to Florence, but is ideal if you have a car to move around the beautiful Tuscany region. Breakfast is very good, and the staff couldn't be better hosts. Comfortable and clean rooms."
United States
ALBERTO
Villa il Sasso - Dimora d'epoca

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
4.0 star property
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (411 reviews)
"Staff wa really accommodating. Resort really has it all to almost never had to leave they even helped us book a nice wine tour! "
United States
Luis
The price is ₩132,795
₩156,406 total
includes taxes & fees
Feb 2 - Feb 3
Villa I Barronci Resort & Spa

Villa Le Calvane

Villa Le Calvane
5.0 star property
Montespertoli
9.6 out of 10, Exceptional, (82 reviews)
"Great place loved it but AC did not work "
Canada
RITA
Villa Le Calvane

Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (183 reviews)
"Great place to stay!! Plenty of vineyards and towns close by! "
United States
Conor
Locanda le Piazze
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.

Find out more about Chianti Region

Chianti Regionand its attractions for luxury travelers

In the enchanting Chianti Region of Italy, luxury travelers can indulge in a range of exquisite experiences. Begin your journey at the historic Castello di Brolio, where you can tour the stunning vineyards and enjoy exclusive wine tastings of some of the finest Chianti Classico. Next, explore the picturesque village of Radda in Chianti, known for its charming cobblestone streets and artisan shops, perfect for leisurely strolls and gourmet dining at Michelin-starred restaurants. For art enthusiasts, a visit to the Villa Medici in Poggio a Caiano offers a glimpse into Renaissance history and beautifully manicured gardens. Adventure seekers can enjoy private hot air balloon rides, gliding over the breathtaking rolling hills and vineyards at sunrise, an experience that truly encapsulates the beauty of Tuscany. Finally, consider staying at the luxurious Rosewood Castiglion del Bosco, where opulent suites and a world-class spa await, alongside personalized service that caters to every need. This region not only offers a taste of refined Italian culture but also ensures a memorable stay filled with sophistication and comfort.

Top Chianti Region Hotel Reviews