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

Boutique Hotels & Resorts in Chianti Region from AU$182

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Check availability on Chianti Region Boutique Hotels

Our top choices for Chianti Region boutique hotels

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

1. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (582 reviews)
"Great location amazing place"
United States
Rodolfo
The price is AU$118
includes taxes & fees
13 Dec - 14 Dec
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 AU$126
includes taxes & fees
1 Dec - 2 Dec
Hotel Palazzo San niccolò & Spa
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

3. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (213 reviews)
"Brautiful scenery, convenient location. Parking was great."
Canada
Kevork
The price is AU$181
includes taxes & fees
14 Nov - 15 Nov
Belvedere di San Leonino
A courtyard with stone flooring, arched walkways, and a central fountain.

4. 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 AU$145
includes taxes & fees
13 Dec - 14 Dec
Villa Casagrande Resort & SPA
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 AU$179
includes taxes & fees
1 Dec - 2 Dec
Palazzo Leopoldo Dimora Storica & Spa
A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

6. 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 AU$87
includes taxes & fees
13 Nov - 14 Nov
Park Hotel Chianti
An outdoor patio with tables and chairs, string lights, and hanging glass globes.

7. 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 AU$146
includes taxes & fees
3 Dec - 4 Dec
Bed & Breakfast Le Terrazze del Chianti
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, (482 reviews)
"A nice place to relax for a few days and visit some castles and vineyards nearby."
Canada
Haris
The price is AU$127
includes taxes & fees
13 Dec - 14 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 AU$168
includes taxes & fees
16 Nov - 17 Nov
Chiantirooms Guesthouse
A person pouring a liquid from a bottle into a glass.

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 AU$184
includes taxes & fees
26 Nov - 27 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 AU$144
includes taxes & fees
27 Nov - 28 Nov
Hotel Borgo di Cortefreda Relais - Place of Charme
A narrow stone pathway leading to a rustic building with a wooden door and a window.

12. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (236 reviews)
"Excellent stay, great breakfast and helpful staff."
India
Saion
The price is AU$244
includes taxes & fees
13 Nov - 14 Nov
Castello di Fonterutoli Wine Resort
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

13. Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (118 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 AU$84
includes taxes & fees
13 Dec - 14 Dec
Hotel Villa San Giorgio
A poolside area with lounge chairs and a large pool, surrounded by well-manicured lawns and tall cypress trees.

14. 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 AU$378
includes taxes & fees
19 Nov - 20 Nov
One Belvedere Tuscany
An outdoor dining area with tables and chairs, a striped canopy, and a view of the landscape.

15. Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (163 reviews)
"Such a magical place to stay! And the restaurant was delicious"
United States
Amber
The price is AU$163
includes taxes & fees
13 Dec - 14 Dec
Villa il Poggiale - Dimora Storica
An outdoor dining area with tables and chairs, surrounded by greenery and a stone pathway.

16. 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 AU$110
includes taxes & fees
15 Nov - 16 Nov
Hotel Bellavista Impruneta
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

17. 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 AU$191
includes taxes & fees
18 Nov - 19 Nov
Hotel Borgo San Luigi
An outdoor patio with stone flooring, tables, chairs, string lights, and potted plants.

18. 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 AU$219
includes taxes & fees
13 Nov - 14 Nov
Agriturismo Montemagni di Sopra
A swimming pool, steps, and a grassy area with umbrellas.

19. 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 AU$171
includes taxes & fees
15 Nov - 16 Nov
Hotel Palazzo San Lorenzo & SPA
A building with a stone facade, a central arched doorway, and a window with a decorative frame.

20. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (219 reviews)
"This stay was absolutely perfect. The staff is amazing and we had a great time! The food is also great!"
Norway
Magdalena
The price is AU$438
includes taxes & fees
16 Nov - 17 Nov
Dievole Wine Resort
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

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