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 266

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Chianti Region 5 Star Hotels

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Chianti Region 5-star hotels

A spacious interior with high arched ceilings, stone walls, and a central round mirror reflecting the room. Tables and chairs are arranged for dining or socializing.
An outdoor dining area with tables and chairs, a chef preparing food, and a scenic view in the background.
A resort with a swimming pool, terraced gardens, and a view of rolling hills.
A garden with tall cypress trees, a variety of shrubs, and a stone pathway.

1. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
United States
Lauren
SAR 2,719
SAR 3,025 total
includes taxes & fees
8 Nov - 9 Nov
COMO Castello Del Nero
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.
A modern kitchen with a large window, wooden ceiling, and a view of a forested area.

2. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
Canada
Michael
SAR 1,010
SAR 1,136 total
includes taxes & fees
21 Oct - 22 Oct
Chapter Chianti, a Member of Design Hotels
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A sunlit patio with a glass roof, stone walls, and outdoor seating.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.
A stone building with a garden, tall trees, and a clear blue sky.

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

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Michelle
SAR 1,239
SAR 1,405 total
includes taxes & fees
30 Oct - 31 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
A stone building with arched windows, a grassy courtyard, and outdoor seating.
A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.
A person relaxing in a clear pool surrounded by natural scenery.
A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

4. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
United States
Paul
SAR 1,309
SAR 1,473 total
includes taxes & fees
22 Oct - 23 Oct
Pieve Aldina - Relais & Châteaux
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
A dining area with tables and chairs, a kitchen in the background, and a patterned wall.
A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.
A courtyard with a lawn, seating area, and a weeping willow tree.

5. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
Canada
Arash
SAR 481
SAR 554 total
includes taxes & fees
29 Oct - 30 Oct
LHP Certaldo Resort
A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.
A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.
An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.
An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.

6. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Natalie
SAR 1,509
SAR 1,694 total
includes taxes & fees
16 Nov - 17 Nov
Borgo Vescine
An outdoor dining area with wicker chairs and tables, white tablecloths, and umbrellas, overlooking a scenic landscape.
A spacious living room with a large window offering a view of the countryside. There are two armchairs, a sofa, and a coffee table with a vase of flowers.
A dining area with stone walls, wooden beams, and round tables set for a meal.
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

7. Villa Le Calvane

Villa Le Calvane
Montespertoli
United States
Ilya
SAR 2,608
SAR 2,899 total
includes taxes & fees
21 Oct - 22 Oct
Villa Le Calvane
Save an average of 15% on thousands of hotels when you're signed in

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
SAR 242
SAR 266 total
20 Nov - 21 Nov
includes taxes & fees
8/10 Very Good! (374 reviews)
Hotel Toscana Ambassador
Park Hotel Chianti

Park Hotel Chianti

Via Michelangelo, 5 Barberino Tavarnelle FI
SAR 247
SAR 297 total
17 Nov - 18 Nov
includes taxes & fees
Park Hotel Chianti
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

Via Sorripa 10 San Casciano in Val di Pesa FI
SAR 301
SAR 356 total
20 Nov - 21 Nov
includes taxes & fees
Villa I Barronci Resort & Spa
Still don't see what you're looking for?
See all properties in Chianti Region.
You can also use these popular filters to refine your search.
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

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"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."
Michelle 3-night trip
Posted 9 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 3 weeks ago
Borgo Vescine
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."
Lauren 3-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?
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 266
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.