Find Luxury Hotels in Chianti Region

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chianti Region Luxury Hotels

This weekend
Next weekend

Our top choices for Chianti Region luxury hotels

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
The price is ¥111,818
¥124,839 total
includes taxes & fees
Apr 8 - Apr 9
Borgo San Felice Resort

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
The price is ¥119,370
¥132,778 total
includes taxes & fees
Apr 15 - Apr 16
COMO Castello Del Nero

Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (244 reviews)
"This was a beautiful location. The room was spacious and loved the patio for coffee in the mornings. It was very private. We enjoyed the pool and restaurants were great. Breakfast was amazing. We did the picnic and dinner in the Olive Garden and loved getting to know others at our table. The chefs food choices were so wonderful. We would definitely stay again. "
United States
Sherie
The price is ¥69,813
¥78,265 total
includes taxes & fees
Apr 7 - Apr 8
Borgo Vescine

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
5.0 star property
Castelnuovo Berardenga
9.2 out of 10, Wonderful, (192 reviews)
"Best in the world!"
United States
ALFREDO
The price is ¥57,586
¥65,184 total
includes taxes & fees
Mar 27 - Mar 28
Borgo Scopeto Wine & Country Relais

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
5.0 star property
Gaiole in Chianti
9.6 out of 10, Exceptional, (261 reviews)
"The breakfast was fresh with lots of options and a outdoor setting on the property. The property is beautiful, pool area and spa so peaceful. Excellent service in all areas of hotel! "
Canada
Catherine
Castello di Spaltenna- Small Luxury Hotels of the World

Villa Le Calvane

Villa Le Calvane
5.0 star property
Montespertoli
9.6 out of 10, Exceptional, (82 reviews)
"Excellent property with incredible staff.. "
United States
Abdulhadi
The price is ¥66,259
¥74,172 total
includes taxes & fees
Apr 2 - Apr 3
Villa Le Calvane

Hotel Le Fontanelle

Hotel Le Fontanelle
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (95 reviews)
"Amazing place to stay in Tuscany!"
United States
Maria
The price is ¥53,134
¥60,286 total
includes taxes & fees
Apr 15 - Apr 16
Hotel Le Fontanelle

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
The price is ¥52,650
¥59,018 total
includes taxes & fees
Apr 13 - Apr 14
Locanda le Piazze

Villa Le Barone

Villa Le Barone
4.0 star property
Greve in Chianti
9.6 out of 10, Exceptional, (139 reviews)
"Friendly staff, amazing grounds and pool, dinners and breakfasts were top notch and different every time. Room was clean and felt historic and enjoyed reading the materials on the history of the Villa included in the room"
United States
Jared
The price is ¥35,789
¥40,471 total
includes taxes & fees
Apr 9 - Apr 10
Villa Le Barone

Palazzo Squarcialupi

Palazzo Squarcialupi
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"Friendly staff and felt like family."
United States
Jennifer
The price is ¥31,300
¥35,532 total
includes taxes & fees
Apr 16 - Apr 17
Palazzo Squarcialupi
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

Explore a world of travel with Expedia