A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

Chianti Region 5 Stars Hotels

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Our top choices for Chianti Region 5-star hotels

Indoor pool, outdoor pool, sun loungers

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, (277 reviews)
"Very nice calm and relaxing stay"
United States
Rama
The price is ₩584,566
₩660,034 total
includes taxes & fees
Aug 9 - Aug 10
Castello di Spaltenna- Small Luxury Hotels of the World
Garden

Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
5.0 star property
Radda in Chianti
10.0 out of 10, Exceptional, (40 reviews)
"I cannot say enough good things about Pieve Aldina. This property was beautiful and well maintained. Definitely worth the drive into Tuscany for a peaceful retreat. The staff were excellent and always at your service. Our room was rustic and cozy but the bathroom was spacious and luxurious. I truly enjoyed my stay and wish I had booked a few extra days!"
United States
Peyton
The price is ₩527,827
₩594,218 total
includes taxes & fees
Jul 30 - Jul 31
Pieve Aldina - Relais & Châteaux
2 restaurants; breakfast, lunch, and dinner served

COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (141 reviews)
"Beautiful hotel, great staff."
United States
Vicente
The price is ₩1,222,552
₩1,358,416 total
includes taxes & fees
Aug 4 - Aug 5
COMO Castello Del Nero
2 restaurants, breakfast served

Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (251 reviews)
"Great place with incredibly helpful staff"
United States
David
The price is ₩768,287
₩858,725 total
includes taxes & fees
Jul 29 - Jul 30
Borgo Vescine
Restaurant

Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
The price is ₩445,387
₩500,129 total
includes taxes & fees
Jul 25 - Jul 26
Chapter Chianti, a Member of Design Hotels
Lunch and dinner served

Villa Le Calvane

Villa Le Calvane
5.0 star property
Montespertoli
9.8 out of 10, Exceptional, (86 reviews)
"Everything just great!"
United States
Ilya
The price is ₩867,585
₩966,252 total
includes taxes & fees
Aug 1 - Aug 2
Villa Le Calvane
Front of property

LHP Certaldo Resort

LHP Certaldo Resort
5.0 star property
Certaldo
9.2 out of 10, Wonderful, (536 reviews)
"nice property"
United States
Robert
The price is ₩243,743
₩278,324 total
includes taxes & fees
Jul 29 - Jul 30
LHP Certaldo Resort
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chianti Region.
Hotel Toscana Ambassador

Hotel Toscana Ambassador

Via Salceto, 11 Poggibonsi SI
The price is ₩100,211 per night from Jul 19 to Jul 20
₩100,211
₩120,439 total
Jul 19 - Jul 20
includes taxes & fees
8.2/10 Very Good! (352 reviews)
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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.

Learn more about Chianti Region

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

See all hotels in Chianti Region
A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

Top Chianti Region Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Very nice calm and relaxing stay"
Rama 2-night trip
Posted 4 days ago
Castello di Spaltenna- Small Luxury Hotels of the World

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Chianti Region?
There are a variety of pricing options for 5-star hotels in Chianti Region on Expedia. The amount you pay will depend on your travel dates, length of stay and other factors. Compare all of the available properties for your preferred dates and use our pricing and other filters to lock in the perfect high-end stay.

  • Search for the lowest price per night from ₩120,439

What makes a hotel 5 stars in Chianti Region?
Exceptional guest service is the hallmark of every 5-star hotel in Chianti Region. From the moment you arrive, staff are at your beck and call, whether offering luggage assistance and storage or providing a nightly turn-down service. In addition, hotels have to feature upscale amenities to qualify for a 5-star rating. These can include luxury toiletries, an on-site spa, swimming pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Chianti Region?
Use our filters to find an upscale escape in Chianti Region where everything you need is included in the price. From there, narrow down your results for hotels that have 5 stars and are listed as "All inclusive." The main thing on the itinerary at these stays? Pure indulgence and relaxation.