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
10 Oct - 11 Oct
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11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 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 stone building with outdoor seating and a garden with roses.
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
£604
includes taxes & fees
25 Oct - 26 Oct
Borgo San Felice Resort
An interior with a grand arched ceiling, a large clock, and a central round table with chairs.
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.
An outdoor dining setup with a table set for two, surrounded by candles and greenery, with a historic building in the background.

2. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
United States
Lisa
£285
includes taxes & fees
9 Nov - 10 Nov
Grand Hotel Continental Siena – Starhotels Collezione
A cozy outdoor seating area with wicker furniture, a large potted plant, and lanterns.
A grand hotel with a prominent entrance, multiple floors, and a well-lit facade.
An outdoor dining area with tables set for guests, surrounded by lush greenery and a pergola structure.
An outdoor dining area with tables and chairs, overlooking a historic building with a dome and bell tower.

3. Grand Hotel Baglioni

Grand Hotel Baglioni
Historic Centre of Florence
United Kingdom
George Jay
£154
includes taxes & fees
9 Nov - 10 Nov
Grand Hotel Baglioni
A rooftop terrace with a table set for dining, candles, and a vase of flowers, overlooking a historic cityscape with notable architecture.
A room with a green wall, a fireplace, a green sofa, a red armchair, and a wooden coffee table with books.
A hotel with multiple floors, large windows, and a well-lit entrance.
A formal dining room with multiple tables set for breakfast, featuring a variety of pastries and fruits.

4. Hotel Santa Maria Novella

Hotel Santa Maria Novella
Historic Centre of Florence
United States
aziz
£159
includes taxes & fees
9 Nov - 10 Nov
Hotel Santa Maria Novella
A balcony with two wooden chairs, a table with a teapot and glasses, and a view of a building with a clock tower.
A cozy living room with a high ceiling, two armchairs, a coffee table with magazines, and a window with curtains.
A building facade with stone masonry, arched windows, and a hanging sign.
A hotel room with a bed, a chandelier, a mounted animal head, a painting, and a window with curtains.

5. Porcellino Gallery

Porcellino Gallery
Historic Centre of Florence
United States
Maysen
£116
includes taxes & fees
3 Nov - 4 Nov
Porcellino Gallery
A dining area with a table set for two, a window with a view of historic buildings, and a chair with a cushion.
A traditional room with a red sofa, patterned armchairs, a wooden coffee table, and a red leather chair. There are framed portraits on the wall, a potted plant, and a window with curtains.
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.

6. Hotel Pendini

Hotel Pendini
Historic Centre of Florence
United States
Van
£183
includes taxes & fees
8 Nov - 9 Nov
Hotel Pendini
A rooftop terrace with wicker chairs and a table, overlooking a cityscape with historic buildings and a prominent tower.
An arched entrance with a red carpet leading inside, stone walls, and a potted plant.
A grand lobby with a high wooden ceiling, large columns, red curtains, and a piano.
A breakfast table set with plates, cups, a muffin, a croissant, and a glass of orange juice.

7. Hotel Torre Guelfa

Hotel Torre Guelfa
Historic Centre of Florence
United States
Carol Jeanne
£105
includes taxes & fees
9 Nov - 10 Nov
Hotel Torre Guelfa
A lobby with ornate columns, a reception desk, and a staircase.
A grand lobby with high ceilings, ornate columns, and a grand piano. Tables and chairs are arranged for guests.
A bar area with a striped counter, bar stools, and hanging spherical light fixtures.
A lobby with a reception desk, a large floral arrangement, and a lamp. There are columns and a chandelier.

8. Bernini Palace

Bernini Palace
Historic Centre of Florence
Canada
Jason
£265
includes taxes & fees
9 Nov - 10 Nov
Bernini Palace
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.

9. Riva Lofts Florence

Riva Lofts Florence
Isolotto
United Kingdom
Joyce
£119
includes taxes & fees
5 Nov - 6 Nov
Riva Lofts Florence
A table with breakfast items and a vase of flowers on a terrace overlooking a cityscape with historic buildings and a tower.
A library with a red sofa, bookshelves, a fireplace, and a bust on a table.
A hotel lobby with a reception desk, a clock, a bench, and a large window offering a view of the city.
A lounge area with wicker sofas, a coffee table with magazines, and two floor lamps.

10. Hotel L'Orologio Firenze

Hotel L'Orologio Firenze
Historic Centre of Florence
United States
Kelly
£195
includes taxes & fees
9 Nov - 10 Nov
Hotel L'Orologio Firenze
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Top Chianti Region Hotel Reviews

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