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 Boutique Hotels

Tonight
3 Sept - 4 Sept
Tomorrow
4 Sept - 5 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 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
£844
includes taxes & fees
6 Sept - 7 Sept
Borgo San Felice Resort
A dining area with a table set for two, a window with a view of historic buildings, and a chair with a cushion.
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.
A hallway with a checkered floor, a wooden console table with books, a lamp, and a chair.

2. Hotel Pendini

Hotel Pendini
Historic Centre of Florence
United States
Monica
£216
includes taxes & fees
5 Sept - 6 Sept
Hotel Pendini
An interior with a grand arched ceiling, a large clock, and a central round table with chairs.
A grand entrance with a revolving door, potted plants, and a classic stone facade.
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.
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.

3. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
United States
Lisa
£514
includes taxes & fees
20 Sept - 21 Sept
Grand Hotel Continental Siena – Starhotels Collezione
A pool with a modern water feature and a stone structure.
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.
An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.

4. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
£75
includes taxes & fees
6 Sept - 7 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 open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.
A resort with a pool, sun loungers, and a view of the landscape.

5. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United States
Talib
£2,290
includes taxes & fees
27 Sept - 28 Sept
Castiglion del Bosco, A Rosewood Hotel
A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.
A pool with a view of a hillside.
An outdoor patio with brick arches, wicker furniture, and hanging lanterns.
A bedroom with a large bed, a bench, a window, and a bathroom with a tiled wall and a mirror.

6. Lupaia

Lupaia
Torrita di Siena
United States
Jaclyn
£1,246
includes taxes & fees
2 Oct - 3 Oct
Lupaia
A hotel with a pool, outdoor seating, and a mountainous backdrop.
An aerial view of a large estate with a central building surrounded by manicured gardens, a swimming pool, and a fountain.
A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.
An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.

7. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
United States
sarah
£1,606
includes taxes & fees
28 Sept - 29 Sept
Castello di Casole, A Belmond Hotel, Tuscany
A balcony with two wooden chairs, a table with a teapot and glasses, and a view of a building with a clock tower.
A staircase with a railing, a mirror, and a vase on the landing.
A hotel room with a bed, a chandelier, a mounted animal head, a painting, and a window with curtains.
A cozy living room with a high ceiling, two armchairs, a coffee table with magazines, and a window with curtains.

8. Porcellino Gallery

Porcellino Gallery
Historic Centre of Florence
United States
Denisse
£161
includes taxes & fees
6 Sept - 7 Sept
Porcellino Gallery
A large, classical building with a symmetrical facade, multiple windows, and a central entrance with a canopy.
A grand room with ornate gold detailing, multiple chandeliers, and a central table with a vase of flowers.
An opulent room with a grand chandelier, ornate gold detailing, and a large mirror reflecting the luxurious decor.
A luxurious living room with a fireplace, two sofas, and a coffee table with books.

9. Villa Cora

Villa Cora
Oltrarno
Canada
Xiang
£745
includes taxes & fees
14 Sept - 15 Sept
Villa Cora
A nighttime cityscape with prominent historical buildings, including a tower and a dome.
A modern spa room with a wooden floor, a massage table, a bathtub, and a decorative wall with a wavy pattern.
A modern hotel room with a bed, a glass-enclosed shower area, a vanity with a mirror, and a small bedside table.
A modern living room with a sofa, armchairs, a coffee table, and a large window with blinds.

10. Ponte Vecchio Suites & Spa

Ponte Vecchio Suites & Spa
Historic Centre of Florence
United States
CHRISTINE
£380
includes taxes & fees
8 Sept - 9 Sept
Ponte Vecchio Suites & Spa
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Top Chianti Region Hotel Reviews

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