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

Search Boutique Hotels in Chianti Region

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chianti Region Boutique Hotels

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

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.
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.
An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.

1. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
₹72,170
₹80,486 total
includes taxes & fees
11 Oct - 12 Oct
Borgo San Felice Resort
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.
An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.
A large, multi-story building with a swimming pool, surrounded by lush greenery.

2. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
₹8,239
₹9,063 total
includes taxes & fees
23 Sept - 24 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 aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.

3. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United Kingdom
Abdel
₹224,705
₹248,274 total
includes taxes & fees
8 Oct - 9 Oct
Castiglion del Bosco, A Rosewood Hotel
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.

4. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
United States
sarah
₹170,277
₹187,524 total
includes taxes & fees
23 Oct - 24 Oct
Castello di Casole, A Belmond Hotel, Tuscany
A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.
A dining area with a brick archway, tables set for dining, and a fireplace.
An outdoor patio with brick arches, wicker furniture, and hanging lanterns.
A pool with a view of a hillside.

5. Lupaia

Lupaia
Torrita di Siena
United States
Jaclyn
₹87,885
₹97,113 total
includes taxes & fees
14 Oct - 15 Oct
Lupaia
An interior with a grand arched ceiling, a large clock, and a central round table with chairs.
An outdoor dining setup with a table set for two, surrounded by candles and greenery, with a historic building in the background.
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.

6. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
United States
Lisa
₹52,931
₹59,322 total
includes taxes & fees
12 Oct - 13 Oct
Grand Hotel Continental Siena – Starhotels Collezione
A lobby with ornate columns, a reception desk, and a staircase.
A bar area with a striped counter, bar stools, and hanging spherical light fixtures.
A grand lobby with high ceilings, ornate columns, and a grand piano. Tables and chairs are arranged for guests.
A balcony with two wicker lounge chairs, each with rolled towels, and potted plants.

7. Bernini Palace

Bernini Palace
Historic Centre of Florence
United States
Diane
₹44,703
₹50,931 total
includes taxes & fees
18 Oct - 19 Oct
Bernini Palace
An aerial view of a town with a large lake, surrounded by greenery and hills.
An arched entrance leading to a pool area with a decorative emblem on the wall.
A table set for dining with a view of a lake and hills in the background.
A view from a window overlooking a river, with a table in the foreground featuring a vase and a bowl.

8. Villa La Massa

Villa La Massa
Bagno a Ripoli
United Kingdom
Katie
₹57,543
₹64,176 total
includes taxes & fees
18 Oct - 19 Oct
Villa La Massa
A large, classical building with a symmetrical facade, multiple windows, and a central entrance with a canopy.
An opulent room with a grand chandelier, ornate gold detailing, and a large mirror reflecting the luxurious decor.
A grand room with ornate gold detailing, multiple chandeliers, and a central table with a vase of flowers.
A poolside area with lounge chairs and umbrellas, a clear pool, and a building with arched windows in the background.

9. Villa Cora

Villa Cora
Oltrarno
Canada
Xiang
₹78,973
₹88,628 total
includes taxes & fees
12 Oct - 13 Oct
Villa Cora
A rooftop terrace with a table set for dining, candles, and a vase of flowers, overlooking a historic cityscape with notable architecture.
A formal dining room with multiple tables set for breakfast, featuring a variety of pastries and fruits.
A balcony with a table, a lamp, and a vase of flowers.
A room with a green wall, a fireplace, a green sofa, a red armchair, and a wooden coffee table with books.

10. Hotel Santa Maria Novella

Hotel Santa Maria Novella
Historic Centre of Florence
United Kingdom
Paul
₹37,701
₹43,009 total
includes taxes & fees
12 Oct - 13 Oct
Hotel Santa Maria Novella
View all properties

Top Chianti Region Hotel Reviews

Explore a world of travel with Expedia