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

5 Star Hotels in Chianti Region, Tuscany

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Check availability on Chianti Region 5 Star Hotels

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Chianti Region 5-star hotels

Rooftop pool
Restaurant
Front of property
Dining

1. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Rama
€388
includes taxes & fees
27 Aug - 28 Aug
Castello di Spaltenna- Small Luxury Hotels of the World
Restaurant
Restaurant
Exterior
Breakfast area

2. COMO Castello Del Nero

COMO Castello Del Nero
Barberino Tavarnelle
United States
Vicente
€925
includes taxes & fees
27 Aug - 28 Aug
COMO Castello Del Nero
Room
Garden
Exterior
Aerial view

3. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
€380
includes taxes & fees
27 Aug - 28 Aug
Chapter Chianti, a Member of Design Hotels
Restaurant
Exterior
Restaurant
Rooftop pool

4. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Gabrielle
€856
includes taxes & fees
29 Aug - 30 Aug
Borgo Vescine
Front of property
Breakfast area
Front of property
View from room

5. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
Canada
Arash
€172
includes taxes & fees
31 Aug - 1 Sept
LHP Certaldo Resort
Garden
Deluxe Double Room
Condo | Living area
Exterior

6. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
Italy
Matteo
€599
includes taxes & fees
2 Sept - 3 Sept
Pieve Aldina - Relais & Châteaux
Outdoor dining
Infinity pool
Bar (on property)
Panoramic Villa, 3 Bedrooms, Patio, Garden Area | Living area

7. Villa Le Calvane

Villa Le Calvane
Montespertoli
Canada
Darryl
€586
includes taxes & fees
4 Sept - 5 Sept
Villa Le Calvane
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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
€71
31 Aug - 1 Sept
includes taxes & fees
8/10 Very good! (362 reviews)
Hotel Toscana Ambassador
Hotel Borgo San Luigi

Hotel Borgo San Luigi

STRADA DELLA CERRETA,7 Monteriggioni SI
€230
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (437 reviews)
Hotel Borgo San Luigi
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

Via Sorripa 10 San Casciano in Val di Pesa FI
€177
27 Aug - 28 Aug
includes taxes & fees
Villa I Barronci Resort & Spa
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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

Borgo Vescine

Borgo Vescine

10/10 Excellent
"The resort is amazingly restored and preserved and has a wonderful family feel while remains very private and has an exclusive appeal. If it is at all possible I would highly recommend the family style dinner served on Monday night which is available to all the guests. It fascinating to interact with the people who are here for the first time or revisiting for the 30th time."
Bryan 2-night trip
Posted 5 hours ago
Borgo Vescine
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"
Ashley 2-night trip
Posted 3 weeks ago
Castello di Spaltenna- Small Luxury Hotels of the World
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"Great staff!"
Philip 1-night trip
Posted 2 months ago
COMO Castello Del Nero

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 €71
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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