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

Find 5 Star Hotels in Chianti Region from SAR 267

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Check availability on Chianti Region 5 Star Hotels

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Chianti Region 5-star hotels

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

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, (295 reviews)
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
United States
Michelle
Castello di Spaltenna- Small Luxury Hotels of the World
An aerial view of a historic estate with multiple buildings, a swimming pool, and terraced vineyards.

2. COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (146 reviews)
"Everything perfectly"
United Arab Emirates
Nawaf
The price is SAR 2,707
SAR 3,011 total
includes taxes & fees
9 Nov - 10 Nov
COMO Castello Del Nero
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

3. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
8.4 out of 10, Very good, (23 reviews)
"Imcredible hotel and location. Perfect for a slow life getaway. Room is big and staff is kind. Food was delicious"
Canada
Carolina
The price is SAR 1,005
SAR 1,131 total
includes taxes & fees
3 Nov - 4 Nov
Chapter Chianti, a Member of Design Hotels
A spacious living area with a fireplace, leather sofas, a coffee table, and a large painting on the wall.

4. LHP Certaldo Resort

LHP Certaldo Resort
5.0 star property
Certaldo
9.2 out of 10, Wonderful, (551 reviews)
"A special thank you to Manuela and Samuel who made our stay extra special!"
Canada
Danilo
LHP Certaldo Resort
A courtyard with a fountain, surrounded by neatly trimmed hedges and trees, viewed through an arched doorway.

5. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
5.0 star property
Radda in Chianti
9.8 out of 10, Exceptional, (48 reviews)
"An amazing staff and property! Hated to leave!!"
United States
Paul
Pieve Aldina - Relais & Châteaux
An aerial view of a rustic village with stone buildings, a central courtyard with string lights, and a swimming pool.

6. Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.6 out of 10, Exceptional, (250 reviews)
"The staff was amazing and incredibly kind."
United States
Natalie
The price is SAR 1,606
SAR 1,800 total
includes taxes & fees
13 Nov - 14 Nov
Borgo Vescine
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

7. Villa Le Calvane

Villa Le Calvane
5.0 star property
Montespertoli
9.8 out of 10, Exceptional, (90 reviews)
"Everything just great!"
United States
Ilya
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
The price is SAR 256 per night from Dec 3 to Dec 4
SAR 256
SAR 282 total
3 Dec - 4 Dec
includes taxes & fees
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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

Discover the relaxing area of Chianti Region—wineries, pristine countryside, and sights from Borgo di Vescine - Tenute di Castelvecchi to Castello di Albola.

See all hotels in Chianti Region
Terraced vineyards on a hillside, a small village, and rolling green hills.

Top Chianti Region Hotel Reviews

Borgo Vescine

Borgo Vescine

10/10 Excellent
"There are no words to describe our experience at this incredibly beautiful and wonderful charming several century old village resort in Chianti. It was everything you imagined Italy to be in wine country. Probably one of my favorite places I have ever stayed at, and I’ve stayed at hundreds of of places around the world. The staff was wonderful, the accommodations were just super cool. It was once a village dating back over 100+ years. It was truly remarkable that the owner discovered it and restored it, creating a truly wonderful experience and beautiful Tuscany. We definitely will stay here every time we go to Tuscany in the future. This is a must-stay place!"
James 2-night trip
Posted 2 days ago
Borgo Vescine

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Chianti Region?
How much you pay for a 5-star hotel in Chianti Region can vary based on the time of year you travel and how long you plan to stay, among a number of factors. Use our price per night filter and other search tools to find the best deal on a high-end stay.

  • Search for the lowest price per night from SAR 267

What makes a hotel 5 stars in Chianti Region?
In Chianti Region, a hotel must offer a certain amount of upscale features to earn a 5-star rating. These may include saunas and spas, on-site gyms, gourmet restaurants, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-centric service. You can expect things like in-room massages, concierge services and nightly turn-down services. Some may even offer extra touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Chianti Region?
Use our convenient filters to find a luxurious getaway in Chianti Region where most of what you need is included. From there, narrow your results for hotels that have a 5-star rating and are deemed "All inclusive." The main thing on the to-do list at these stays? Pure relaxation and indulgence.