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 Historic Hotels

Our top choices for Chianti Region historic 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 AED 251
AED 309 total
includes taxes & fees
10 Nov - 11 Nov
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 AED 266
AED 317 total
includes taxes & fees
1 Dec - 2 Dec
Hotel Palazzo San niccolò & Spa
A modern hotel room with a bed, a desk, a chair, and a TV.

3. 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 AED 210
AED 255 total
includes taxes & fees
24 Nov - 25 Nov
Park Hotel Chianti
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

4. 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 AED 220
AED 241 total
includes taxes & fees
15 Nov - 16 Nov
Hotel Villa San Giorgio
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

5. 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 AED 392
AED 456 total
includes taxes & fees
12 Nov - 13 Nov
Belvedere di San Leonino
A courtyard with stone flooring, arched walkways, and a central fountain.

6. 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 AED 395
AED 442 total
includes taxes & fees
10 Nov - 11 Nov
Villa Casagrande Resort & SPA
A spa area with stone walls, a white massage chair, and a potted plant.

7. 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 AED 388
AED 451 total
includes taxes & fees
1 Dec - 2 Dec
Palazzo Leopoldo Dimora Storica & Spa
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

8. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
4.0 star property
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (481 reviews)
"A nice place to relax for a few days and visit some castles and vineyards nearby."
Canada
Haris
The price is AED 269
AED 321 total
includes taxes & fees
10 Dec - 11 Dec
Villa I Barronci Resort & Spa
An outdoor dining area with a table and chairs, surrounded by greenery and a view of a building in the background.

9. 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 AED 371
AED 425 total
includes taxes & fees
10 Nov - 11 Nov
Chiantirooms Guesthouse
A modern interior with a yellow sofa, blue armchair, and a dining area with chairs and a table.

10. 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 AED 356
AED 465 total
includes taxes & fees
12 Nov - 13 Nov
Moody smart & comfy Hotel
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 AED 313
AED 369 total
includes taxes & fees
29 Nov - 30 Nov
Hotel Borgo di Cortefreda Relais - Place of Charme
A hotel with a prominent "HOTEL" sign, a name sign below, and a well-lit entrance.

12. 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 AED 337
AED 452 total
includes taxes & fees
15 Nov - 16 Nov
Hotel Il Viandante
A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

13. 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 AED 609
AED 686 total
includes taxes & fees
12 Nov - 13 Nov
Castello di Fonterutoli Wine Resort
A swimming pool, steps, and a grassy area with umbrellas.

14. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (475 reviews)
"Beautiful property, spacious and well-appointed room, spa was beautiful and relaxing."
United States
Kerry
The price is AED 377
AED 431 total
includes taxes & fees
15 Nov - 16 Nov
Hotel Palazzo San Lorenzo & SPA
A yellow building with stone pillars, multiple windows, and a statue in the garden.

15. 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 AED 412
AED 453 total
includes taxes & fees
10 Nov - 11 Nov
Villa San Lucchese
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

16. Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (457 reviews)
"We really have a good time . We had dinner and breakfast was very good."
Ireland
Bulent
The price is AED 411
AED 481 total
includes taxes & fees
10 Nov - 11 Nov
Hotel Borgo San Luigi
A balcony with a view of a town square, a clock tower, and a street with parked cars.

17. 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 AED 237
AED 277 total
includes taxes & fees
12 Nov - 13 Nov
Hotel Bellavista Impruneta
A courtyard with snow-covered plants and a metal railing.

18. 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 AED 321
AED 369 total
includes taxes & fees
3 Dec - 4 Dec
Bed & Breakfast Le Terrazze del Chianti
An outdoor patio with stone flooring, tables, chairs, string lights, and potted plants.

19. 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 AED 488
AED 553 total
includes taxes & fees
10 Nov - 11 Nov
Agriturismo Montemagni di Sopra
A poolside area with lounge chairs and a large pool, surrounded by well-manicured lawns and tall cypress trees.

20. 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 AED 810
AED 891 total
includes taxes & fees
16 Nov - 17 Nov
One Belvedere Tuscany
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.
View all properties

Top Chianti Region Hotel Reviews

Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux

10/10 Excellent
"Excellent unique property with top notch service, attention and experiences. The food and staff at Osteria Il Borro were exceptional!"
Kelly 2-night trip
Posted 19 hours ago
Il Borro - Relais & Châteaux

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