Hotels with Restaurants in Chianti Region
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Terraced vineyards on a hillside, a small village, and rolling green hills.

Hotels with Restaurants in Chianti Region

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your current months are November, 2026 and December, 2026.

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Our top choices for Chianti Region hotels with a restaurant

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

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.

An interior corridor with arches, columns, and a brick wall.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

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)

9.4/10

Exceptional

(582 reviews)

"Great location amazing place"

Rodolfo

The price is S$110

S$110

includes taxes & fees

16 Nov - 17 Nov

La Certosa di Pontignano - Place of Charme

A spa area with stone walls, a white massage chair, and a potted plant.

A narrow street with buildings on either side, a flag, and a bench.

A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

A dining table with wine glasses, a bottle, and plates of food, set against a window with a view of a balcony and flowers.

2. 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)

9.2/10

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!"

Elizabeth

The price is S$158

S$158

includes taxes & fees

1 Dec - 2 Dec

Palazzo Leopoldo Dimora Storica & Spa

A spa area with a stone ceiling, a pool, and two sun loungers.

A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

A courtyard with outdoor seating, stone walls, and a staircase.

A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.

3. 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)

9.2/10

Wonderful

(198 reviews)

"Great stay!"

Afeefa

The price is S$111

S$111

includes taxes & fees

2 Dec - 3 Dec

Hotel Palazzo San niccolò & Spa

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

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.

A person relaxing in a hot tub with a view of a building and trees in the background.

A rustic stone building with a garden in front.

4. Belvedere di San Leonino

Belvedere di San Leonino

4.0 star property

Castellina in Chianti

9.6 out of 10, Exceptional, (213 reviews)

9.6/10

Exceptional

(213 reviews)

"Brautiful scenery, convenient location. Parking was great."

Kevork

The price is S$160

S$160

includes taxes & fees

12 Nov - 13 Nov

Belvedere di San Leonino

A spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.

A stone building with a tower, a glass structure, and outdoor seating.

A swimming pool with clear water, surrounded by lounge chairs and trees.

A kitchen area with a marble countertop, a stone wall, and a sign reading "Cooking Class".

5. Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

San Casciano in Val di Pesa

9.4 out of 10, Exceptional, (320 reviews)

9.4/10

Exceptional

(320 reviews)

"Staff was super helpful and attentive. Beautiful stay"

Elsa

The price is S$121

S$121

includes taxes & fees

12 Nov - 13 Nov

Salvadonica - Borgo del Chianti

A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

A narrow stone pathway leading to a rustic building with a wooden door and a window.

A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.

A cozy living room with a fireplace, wooden beams, and comfortable seating.

6. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

Castellina in Chianti

9.4 out of 10, Exceptional, (234 reviews)

9.4/10

Exceptional

(234 reviews)

"Excellent stay, great breakfast and helpful staff."

Saion

The price is S$218

S$218

includes taxes & fees

12 Nov - 13 Nov

Castello di Fonterutoli Wine Resort

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

A table with breakfast items, a clear view of the countryside, and a white umbrella.

A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.

A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.

7. 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, (481 reviews)

9.2/10

Wonderful

(481 reviews)

"A nice place to relax for a few days and visit some castles and vineyards nearby."

Haris

The price is S$119

S$119

includes taxes & fees

11 Dec - 12 Dec

Villa I Barronci Resort & Spa

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

8. Villa Sabolini

Villa Sabolini

4.0 star property

Colle di Val d'Elsa

9.2 out of 10, Wonderful, (240 reviews)

9.2/10

Wonderful

(240 reviews)

"Place was very clean and close to good food."

Patricia

The price is S$108

S$108

includes taxes & fees

1 Dec - 2 Dec

Villa Sabolini

A building with a courtyard, arched entrance, and surrounding trees.

An outdoor dining area with tables and chairs, a striped canopy, and a view of the landscape.

A poolside area with a pool, lounge chairs, and a building in the background.

A stone wall with a metal staircase and a black arched door.

9. Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica

San Casciano in Val di Pesa

9.6 out of 10, Exceptional, (163 reviews)

9.6/10

Exceptional

(163 reviews)

"Such a magical place to stay! And the restaurant was delicious"

Amber

The price is S$152

S$152

includes taxes & fees

10 Dec - 11 Dec

Villa il Poggiale - Dimora Storica

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

A dining area with a table set for two, featuring wine bottles and bread.

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

10. Castello La Leccia

Castello La Leccia

Castellina in Chianti

10.0 out of 10, Exceptional, (127 reviews)

10/10

Exceptional

(127 reviews)

"Gorgeous castle/hotel in a divinely beautiful setting. Beautiful views, excellent staff, and fabulous food!!! Great location for day trips as well. Would highly recommend!!!"

Susan

The price is S$324

S$324

includes taxes & fees

12 Nov - 13 Nov

Castello La Leccia

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

Castello La Leccia

Castellina in Chianti

10/10 Excellent

Great property, warm staff and beautiful hotel. Had a great stay there

Geraldine

Reviewed October 13, 2022Reviewed October 13, 2022

Castello La Leccia

A rustic stone wall with a window, a potted plant, a bust sculpture, and a table with a magazine.

A stone building with a wooden door and a metal barrel.

An outdoor dining area with tables and chairs, string lights, and a stone wall with a clock.

A stone-walled interior with a staircase, wooden doors, and a patterned rug.

Tenuta CorteDomina

Radda in Chianti

10/10 Excellent

We had a great stay. The owners were very hospitable and looked after us very well during our stay. Highly recommended!

Alan

Reviewed May 17, 2019Reviewed May 17, 2019

Tenuta CorteDomina

A grand lobby with high ceilings, ornate columns, and a grand piano. Tables and chairs are arranged for guests.

A hotel lobby with ornate columns, a reception desk, seating areas, and large windows.

A lobby with a reception desk, a large floral arrangement, and a lamp. There are columns and a chandelier.

A balcony with two wicker lounge chairs, each with rolled towels, and potted plants.

Bernini Palace

Historic Centre of Florence

10/10 Excellent

The location is excellent. The staff are wonderful. Breakfast is fabulous. Great trattoria nearby. It’s a comfortable hotel in a traditional style. Lovely building. Nice bar. I travelled alone and felt very comfortable in the lobby/ bar relaxing with an Aperol spritz in my own.

Sarah

Reviewed April 24, 2024Reviewed April 24, 2024

Bernini Palace

A poolside area with lounge chairs and a large pool, surrounded by well-manicured lawns and tall cypress trees.

An outdoor dining area with tables and chairs, surrounded by a stone building and trees.

A stone house with a courtyard, surrounded by greenery and hills.

A modern dining area with a long wooden table, black and white wicker chairs, and green decorative vases.

One Belvedere Tuscany

Poggibonsi

10/10 Excellent

Very lovely stay and beautiful property. Staff were extremely helpful too. Will come back.

Enzo

Reviewed October 26, 2026Reviewed October 26, 2026

One Belvedere Tuscany

Belvedere di San Leonino

Castellina in Chianti

8/10 Good

Super friendly and helpful receptionist. Quaint little place. Only negative comment is that there were not enough electric plugs.

Fatfinger

Reviewed September 10, 2014Reviewed September 10, 2014

Belvedere di San Leonino

An aerial view of a historic estate with multiple buildings, a swimming pool, and terraced vineyards.

A spacious interior with high arched ceilings, stone walls, and a central round mirror reflecting the room. Tables and chairs are arranged for dining or socializing.

A resort with a swimming pool, terraced gardens, and a view of rolling hills.

An outdoor dining area with a long table set for a meal, surrounded by chairs, and string lights overhead.

COMO Castello Del Nero

Tavarnelle Val di Pesa

10/10 Excellent

Amazing stay. Would be back again.

Joo Man

Reviewed April 11, 2026Reviewed April 11, 2026

COMO Castello Del Nero

An aerial view of a rustic village with stone buildings, a central courtyard with string lights, and a swimming pool.

A covered outdoor seating area with a wooden door, wicker chairs, and potted plants.

An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a clear sky.

Borgo Vescine

Radda in Chianti

10/10 Excellent

Beautiful place & excellent service from the check in counter.

Claire

Reviewed June 25, 2019Reviewed June 25, 2019

Borgo Vescine

A historic building with arched windows and red flags.

A terrace with a table and chairs, potted plants, and a view of a historic tower.

A historic building with red flags and awnings, stone architecture, and a bar area visible through the windows.

A rooftop terrace with a swimming pool, outdoor seating, and potted plants.

Hotel Calimala Florence

Historic Centre of Florence

10/10 Excellent

Great location Beautiful breakfast Spacious room

EUN GUE

Reviewed April 11, 2026Reviewed April 11, 2026

Hotel Calimala Florence

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Hotels with Restaurants in Chianti Region

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region hotels with a restaurant

1. La Certosa di Pontignano - Place of Charme

2. Palazzo Leopoldo Dimora Storica & Spa

3. Hotel Palazzo San niccolò & Spa

4. Belvedere di San Leonino

5. Salvadonica - Borgo del Chianti

6. Castello di Fonterutoli Wine Resort

7. Villa I Barronci Resort & Spa

8. Villa Sabolini

9. Villa il Poggiale - Dimora Storica

10. Castello La Leccia

Top Chianti Region Hotel Reviews

Castello La Leccia

10/10 Excellent

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