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

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Check availability on Chianti Region 5 Star Hotels

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 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.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.
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.

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

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Michelle
8.526.054 ₫
9.668.014 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
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.
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.
An outdoor dining area with tables and chairs, a chef preparing food, and a scenic view in the background.

2. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
United States
Lauren
18.710.298 ₫
20.812.904 ₫ 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.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.
A poolside area with lounge chairs and umbrellas.

3. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
Canada
Michael
6.947.284 ₫
7.815.695 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Chapter Chianti, a Member of Design Hotels
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.

4. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
Canada
Danilo
3.305.798 ₫
3.810.367 ₫ total
includes taxes & fees
29 Oct - 30 Oct
LHP Certaldo Resort
A stone building with a tiled roof, a staircase leading to an entrance, and a garden area with a table and chairs.
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.

5. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
United States
Paul
8.981.390 ₫
10.111.192 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Pieve Aldina - Relais & Châteaux
A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.
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.
A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.

6. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Natalie
11.936.696 ₫
13.361.942 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Borgo Vescine
An outdoor dining area with wicker chairs and tables, white tablecloths, and umbrellas, overlooking a scenic landscape.
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
A bar area with a dark bar counter, red chairs, and a fireplace.
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.

7. Villa Le Calvane

Villa Le Calvane
Montespertoli
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
1.790.504 ₫
1.969.554 ₫ total
1 Nov - 2 Nov
includes taxes & fees
Hotel Toscana Ambassador
Hotel Borgo San Luigi

Hotel Borgo San Luigi

STRADA DELLA CERRETA,7 Monteriggioni SI
3.232.855 ₫
3.758.769 ₫ total
8 Nov - 9 Nov
includes taxes & fees
9.2/10 Wonderful! (451 reviews)
Hotel Borgo San Luigi
Park Hotel Chianti

Park Hotel Chianti

Via Michelangelo, 5 Barberino Tavarnelle FI
1.699.203 ₫
2.042.805 ₫ total
17 Nov - 18 Nov
includes taxes & fees
Park Hotel Chianti
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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

Explore 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 13 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 according to what time of year you travel and how long you plan to be away, among a number of factors. Use our price per night filter and other search tools to find the best rate on a luxurious getaway.
  • Search for the lowest price per night from 1.969.554 ₫
What makes a hotel 5 stars in Chianti Region?
Flawless guest service is the hallmark of every 5-star hotel in Chianti Region. From the moment you arrive, staff attend to your every whim, whether offering luggage assistance and storage or providing a turn-down service. What's more, hotels must offer superior amenities to meet the standard for a 5-star rating. These can include deluxe baths, saunas or spas, swimming pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Chianti Region?
Use our convenient filters to find a luxury getaway in Chianti Region where everything you need is included in the price. After your initial search, narrow down your results for properties that have a 5-star rating and are listed as "All inclusive." The first thing on the to-do list at these stays? Pure relaxation and indulgence.

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