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

Best Boutique Hotels in Chianti Region

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Check availability on Chianti Region Boutique Hotels

Tonight
15 Sept - 16 Sept
Tomorrow
16 Sept - 17 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Chianti Region boutique hotels

A historic stone building with multiple windows and a courtyard.
A pool area with lounge chairs and a service person attending to a guest.
An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.
A room with a large window overlooking a landscape with trees and hills. There are two upholstered sofas with a patterned rug in the center.

1. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
RM2,914
RM3,253 total
includes taxes & fees
11 Oct - 12 Oct
Borgo San Felice Resort
A pool with a modern water feature and a stone structure.
A large, multi-story building with a swimming pool, surrounded by lush greenery.
A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.
A buffet table with various desserts and a long dining area with tables and chairs.

2. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
RM353
RM388 total
includes taxes & fees
16 Sept - 17 Sept
Mercure Petriolo Siena Terme Spa Hotel
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.
An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.

3. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United Kingdom
Abdel
RM9,629
RM10,639 total
includes taxes & fees
8 Oct - 9 Oct
Castiglion del Bosco, A Rosewood Hotel
A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.
A bedroom with a large bed, a bench, a window, and a bathroom with a tiled wall and a mirror.
A dining area with a brick archway, tables set for dining, and a fireplace.
A pool with a view of a hillside.

4. Lupaia

Lupaia
Torrita di Siena
United States
Jaclyn
RM3,766
RM4,161 total
includes taxes & fees
14 Oct - 15 Oct
Lupaia
A hotel with a pool, outdoor seating, and a mountainous backdrop.
A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.
An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.
A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.

5. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
United States
sarah
RM7,579
RM8,346 total
includes taxes & fees
15 Oct - 16 Oct
Castello di Casole, A Belmond Hotel, Tuscany
An interior with a grand arched ceiling, a large clock, and a central round table with chairs.
A spacious lobby with a high ceiling, ornate columns, and a central chandelier. There are multiple seating areas with chairs and tables, and a large potted plant in the center.
A grand hallway with high ceilings, ornate columns, and a central chandelier. There are seating areas with tables and chairs, and a large potted plant in the middle.
An outdoor dining setup with a table set for two, surrounded by candles and greenery, with a historic building in the background.

6. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
United States
Lisa
RM2,354
RM2,636 total
includes taxes & fees
16 Oct - 17 Oct
Grand Hotel Continental Siena – Starhotels Collezione
A spacious living room with a leather sofa, a coffee table, and a television.
A swimming pool with a stone building in the background.
An open dining area with a rustic stone wall, wooden chairs, a table set with white tablecloths, and a variety of flowers.
A modern building with a stone facade, large windows, and a covered patio area.

7. Riva Lofts Florence

Riva Lofts Florence
Isolotto
United Kingdom
Joyce
RM699
RM835 total
includes taxes & fees
9 Oct - 10 Oct
Riva Lofts Florence
A large, classical building with a symmetrical facade, multiple windows, and a central entrance with a canopy.
A poolside area with lounge chairs and umbrellas, a clear pool, and a building with arched windows in the background.
A luxurious living room with a fireplace, two sofas, and a coffee table with books.
An opulent room with a grand chandelier, ornate gold detailing, and a large mirror reflecting the luxurious decor.

8. Villa Cora

Villa Cora
Oltrarno
Canada
Xiang
RM3,384
RM3,798 total
includes taxes & fees
12 Oct - 13 Oct
Villa Cora
A dining area with a table set for two, a window with a view of historic buildings, and a chair with a cushion.
A hallway with a checkered floor, a wooden console table with books, a lamp, and a chair.
A hotel corridor with a checkered floor, a hanging lantern, and a clear sign for the hotel named 'PENDINI'.
A dining area with multiple tables and chairs, large windows with curtains, and a chandelier.

9. Hotel Pendini

Hotel Pendini
Historic Centre of Florence
United States
Monica
RM1,250
RM1,431 total
includes taxes & fees
11 Oct - 12 Oct
Hotel Pendini
A restaurant with multiple tables and chairs, a bar area, and large windows allowing natural light.
A courtyard with a modern sculpture, outdoor seating, and a building with arched windows and doors.
A hallway with a modern ceiling design, a framed portrait on the wall, and a sign with a number.

10. UNA Hotels Vittoria Firenze

UNA Hotels Vittoria Firenze
Oltrarno
United States
Pablo
RM628
RM757 total
includes taxes & fees
12 Oct - 13 Oct
UNA Hotels Vittoria Firenze
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Top Chianti Region Hotel Reviews

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