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 Luxury Hotels

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Our top choices for Chianti Region luxury hotels

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

1. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (581 reviews)
"Great location amazing place"
United States
Rodolfo
The price is NT$2,097
NT$2,599 total
includes taxes & fees
Nov 9 - Nov 10
La Certosa di Pontignano - Place of Charme
A spa area with a stone ceiling, a pool, and two sun loungers.

2. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (198 reviews)
"Great stay!"
United States
Afeefa
The price is NT$2,382
NT$2,840 total
includes taxes & fees
Dec 1 - Dec 2
Hotel Palazzo San niccolò & Spa
A breakfast buffet with various food items and beverages, a stone wall with framed pictures, and wooden beams on the ceiling.

3. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (211 reviews)
"Brautiful scenery, convenient location. Parking was great."
Canada
Kevork
The price is NT$3,507
NT$4,078 total
includes taxes & fees
Nov 12 - Nov 13
Belvedere di San Leonino
A modern hotel room with a bed, a desk, a chair, and a TV.

4. Park Hotel Chianti

Park Hotel Chianti
4.0 star property
Tavarnelle Val di Pesa
9.0 out of 10, Wonderful, (282 reviews)
"The staff are very helpful and kind."
Canada
Manuel
The price is NT$1,875
NT$2,282 total
includes taxes & fees
Nov 24 - Nov 25
Park Hotel Chianti
A spa area with stone walls, a white massage chair, and a potted plant.

5. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (306 reviews)
"Very helpful and friendly staff, beautiful and spacious room, and wonderful location in the most lovely town in Tuscany. We loved our stay!"
Canada
Elizabeth
The price is NT$3,471
NT$4,038 total
includes taxes & fees
Dec 1 - Dec 2
Palazzo Leopoldo Dimora Storica & Spa
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

6. Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (116 reviews)
"Very buetifull hotel with magnificent view on Tuscany hills. Very kind staff, clean room and Very good breakfast."
United States
Arik
The price is NT$1,964
NT$2,160 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Villa San Giorgio
A courtyard with stone flooring, arched walkways, and a central fountain.

7. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (415 reviews)
"Restaurant was great. Towels have too much use"
United States
Ana
The price is NT$3,529
NT$3,956 total
includes taxes & fees
Nov 10 - Nov 11
Villa Casagrande Resort & SPA
A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

8. The Club House

The Club House
5.0 star property
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful property excellent staff great spa loved everything about it!!"
United States
Natalyn
The price is NT$14,905
NT$16,762 total
includes taxes & fees
Nov 14 - Nov 15
The Club House
A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

9. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 reviews)
"The staff and experience staying at Castello Di Fonterutoli was amazing! Everyone was so kind and welcoming! Cannot wait to go back☺️"
United States
Micaela
The price is NT$5,185
NT$5,850 total
includes taxes & fees
Nov 9 - Nov 10
Castello di Fonterutoli Wine Resort
An outdoor dining area with a table and chairs, surrounded by greenery and a view of a building in the background.

10. Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (53 reviews)
"Friendly host and great place to stay. "
Canada
Pasquale
The price is NT$3,320
NT$3,798 total
includes taxes & fees
Nov 9 - Nov 10
Chiantirooms Guesthouse
A person sitting by a swimming pool with a stone building in the background.

11. Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
4.0 star property
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (532 reviews)
"It was a beautiful place. Location was perfect to travel around. It was very clean. Restaurant is decent and food was good. Breakfast was ok."
United States
Rahul
The price is NT$2,830
NT$3,333 total
includes taxes & fees
Nov 29 - Nov 30
Hotel Borgo di Cortefreda Relais - Place of Charme
An outdoor patio with stone flooring, tables, chairs, string lights, and potted plants.

12. Agriturismo Montemagni di Sopra

Agriturismo Montemagni di Sopra
Greve in Chianti
9.6 out of 10, Exceptional, (22 reviews)
"Amazing stay. Will be coming back next time I'm in the area."
United States
Abel
The price is NT$4,367
NT$4,950 total
includes taxes & fees
Nov 9 - Nov 10
Agriturismo Montemagni di Sopra
A poolside area with lounge chairs and a large pool, surrounded by well-manicured lawns and tall cypress trees.

13. One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful property with the best staff."
Canada
Hyun Min
The price is NT$8,237
NT$9,060 total
includes taxes & fees
Nov 9 - Nov 10
One Belvedere Tuscany
A modern interior with a yellow sofa, blue armchair, and a dining area with chairs and a table.

14. Moody smart & comfy Hotel

Moody smart & comfy Hotel
3.0 star property
Terranuova Bracciolini
9.6 out of 10, Exceptional, (13 reviews)
"Alles was perfect!"
Belgium
Rocco
The price is NT$3,183
NT$4,160 total
includes taxes & fees
Nov 12 - Nov 13
Moody smart & comfy Hotel
A hotel room with a wooden desk, a television, two beds, and a large window with curtains.

15. B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (77 reviews)
"Don't be fooled by outside entrance, it was.very nice inside.was very attentive and helpful. Room had everything and great shower room. Lovely breakfast and kitchen that allowed you to cook should you desire. Great stay Bob"
United Kingdom
ROBERT
The price is NT$2,246
NT$2,471 total
includes taxes & fees
Nov 12 - Nov 13
B&B Poggiobonizio
A courtyard with snow-covered plants and a metal railing.

16. Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (46 reviews)
"Unique was the Terrasse… wonderful view on the village and surroundings"
Germany
Janine und Thomas
The price is NT$2,868
NT$3,301 total
includes taxes & fees
Dec 3 - Dec 4
Bed & Breakfast Le Terrazze del Chianti
A yellow building with stone pillars, multiple windows, and a statue in the garden.

17. Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (360 reviews)
"Very nice"
United Kingdom
James
The price is NT$3,686
NT$4,054 total
includes taxes & fees
Nov 9 - Nov 10
Villa San Lucchese
An aerial view of a rustic village with stone buildings, a central courtyard with string lights, and a swimming pool.

18. 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 NT$15,096
NT$16,898 total
includes taxes & fees
Nov 9 - Nov 10
Borgo Vescine
A balcony with a view of a town square, a clock tower, and a street with parked cars.

19. Hotel Bellavista Impruneta

Hotel Bellavista Impruneta
3.0 star property
Impruneta
9.2 out of 10, Wonderful, (135 reviews)
"We had a great stay at this hotel, staff was amazing and very helpful, room was excellent, clean and made us feel safe and comfortable!"
United States
NORMA
The price is NT$2,122
NT$2,481 total
includes taxes & fees
Nov 10 - Nov 11
Hotel Bellavista Impruneta
A hotel with a prominent "HOTEL" sign, a name sign below, and a well-lit entrance.

20. Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (173 reviews)
"I always stay here when in town. The staff are lovely. The hotel is cozy. And the breakfast is the best you will find!"
United States
jessica
The price is NT$3,010
NT$4,044 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Il Viandante
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.
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Top Chianti Region Hotel Reviews

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

10/10 Excellent
"Beautiful room and property well located a short walk to the centre of town. Beautiful grounds and pool. Great breakfast offered each morning. Very easy parking with an overflow lot located across the street."
Amy 2-night trip
Posted 12 days ago
Villa Casagrande Resort & SPA

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