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

1. 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, (279 reviews)
"Very nice calm and relaxing stay"
United States
Rama
The price is NT$12,797
NT$14,449 total
includes taxes & fees
Aug 9 - Aug 10
Castello di Spaltenna- Small Luxury Hotels of the World

2. 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 NT$26,764
NT$29,738 total
includes taxes & fees
Aug 10 - Aug 11
COMO Castello Del Nero

3. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
8.0 out of 10, Very Good, (3 reviews)
"Great place, clean facilities and lovely staff"
United Kingdom
Samay
The price is NT$12,662
NT$14,151 total
includes taxes & fees
Aug 9 - Aug 10
Chapter Chianti, a Member of Design Hotels

4. Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.6 out of 10, Exceptional, (236 reviews)
"Great place with incredibly helpful staff"
United States
David
The price is NT$17,185
NT$19,201 total
includes taxes & fees
Aug 7 - Aug 8
Borgo Vescine

5. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
5.0 star property
Radda in Chianti
10.0 out of 10, Exceptional, (41 reviews)
"Magic countryside experience!"
Italy
Matteo
The price is NT$11,944
NT$13,436 total
includes taxes & fees
Sep 1 - Sep 2
Pieve Aldina - Relais & Châteaux

6. LHP Certaldo Resort

LHP Certaldo Resort
5.0 star property
Certaldo
9.2 out of 10, Wonderful, (537 reviews)
"Amazing hotel with nice staff and super helpful ."
Canada
Arash
The price is NT$4,765
NT$5,465 total
includes taxes & fees
Sep 2 - Sep 3
LHP Certaldo Resort

7. Villa Le Calvane

Villa Le Calvane
5.0 star property
Montespertoli
9.8 out of 10, Exceptional, (88 reviews)
"Everything just great!"
United States
Ilya
The price is NT$19,587
NT$21,806 total
includes taxes & fees
Sep 1 - Sep 2
Villa Le Calvane
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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.

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

Top Chianti Region Hotel Reviews

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.

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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.

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