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Our top choices for Chianti Region hotels

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

1. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

includes taxes & fees

4 Nov - 5 Nov

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

2. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

includes taxes & fees

23 Nov - 24 Nov

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

3. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

includes taxes & fees

1 Dec - 2 Dec

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

4. Salvadonica - Borgo del Chianti

San Casciano in Val di Pesa

Elsa

includes taxes & fees

9 Nov - 10 Nov

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

5. Dievole Wine Resort

Castelnuovo Berardenga

Magdalena

includes taxes & fees

16 Nov - 17 Nov

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

6. Belvedere di San Leonino

Castellina in Chianti

Kevork

includes taxes & fees

11 Nov - 12 Nov

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

7. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Micaela

includes taxes & fees

3 Dec - 4 Dec

A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

8. Borgo di Pietrafitta Relais

Castellina in Chianti

Vanessa

includes taxes & fees

3 Nov - 4 Nov

A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

9. Hotel Villa Campomaggio

Radda in Chianti

Dario

includes taxes & fees

3 Nov - 4 Nov

A pool with a pink flamingo float, surrounded by lounge chairs and a stone deck.

10. La Pensione di Vignamaggio

Panzano in Chianti

Jacob

includes taxes & fees

8 Nov - 9 Nov

A person sitting by a swimming pool with a stone building in the background.

11. Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

Rahul

includes taxes & fees

3 Dec - 4 Dec

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

12. Castello La Leccia

Castellina in Chianti

Jungmin

includes taxes & fees

10 Nov - 11 Nov

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

13. Chapter Chianti, a Member of Design Hotels

Cavriglia

Carolina

includes taxes & fees

3 Nov - 4 Nov

An indoor courtyard with stone flooring, arched columns, and tables set up for dining.

14. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

includes taxes & fees

3 Dec - 4 Dec

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

15. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Haris

includes taxes & fees

3 Dec - 4 Dec

A pool with a view of a lush valley and distant buildings.

16. Castello Vicchiomaggio

Greve in Chianti

Mary Margaret

includes taxes & fees

4 Nov - 5 Nov

A modern hotel room with a bed, a desk, a chair, and a TV.

17. Park Hotel Chianti

Tavarnelle Val di Pesa

Manuel

includes taxes & fees

11 Nov - 12 Nov

A bathroom with two large sinks, a ladder, a window with a view of hills, and a hanging light fixture.

18. Tenuta CorteDomina

Radda in Chianti

Edgar

includes taxes & fees

3 Nov - 4 Nov

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

19. Villa Sabolini

Colle di Val d'Elsa

Patricia

includes taxes & fees

19 Nov - 20 Nov

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

20. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Sarah

includes taxes & fees

3 Nov - 4 Nov

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Compare top hotels in Chianti Region

La Certosa di Pontignano - Place of Charme Castelnuovo Berardenga View	Palazzo Leopoldo Dimora Storica & Spa 4.0 star property Radda in Chianti View	Hotel Palazzo San niccolò & Spa 4.0 star property Radda in Chianti View	Salvadonica - Borgo del Chianti San Casciano in Val di Pesa View	Dievole Wine Resort Castelnuovo Berardenga View
9.4 Exceptional 580 reviews	9.2 Wonderful 305 reviews	9.2 Wonderful 198 reviews	9.6 Exceptional 318 reviews	9.6 Exceptional 219 reviews
The price is S$113 includes taxes & fees 4 Nov - 5 Nov	The price is S$154 includes taxes & fees 23 Nov - 24 Nov	The price is S$111 includes taxes & fees 1 Dec - 2 Dec	The price is S$103 includes taxes & fees 9 Nov - 10 Nov	The price is S$366 includes taxes & fees 16 Nov - 17 Nov
No Breakfast included No Pool No Spa Yes, Pet-friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool Yes, Spa Yes, Pet-friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool Yes, Spa Yes, Pet-friendly Yes, WiFi included No Parking	Yes, Breakfast included Yes, Pool No Spa Yes, Pet-friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included Yes, Pool No Spa No Pet-friendly Yes, WiFi included Yes, Parking

Holiday Rentals in Chianti Region

Townhouse

An arched entrance with a lantern above, flanked by two potted plants.

Villa il Fedino

San Casciano in Val di Pesa

"Food was amazing, we love how quiet and relaxing it was"

Townhouse

A stone building with a tiled roof, multiple windows, and a prominent tower.

Rocca di Castagnoli

Gaiole in Chianti

"It was wonderful to stay in a castle in Tuscany no less Every person we met was attentive and kind We were staying near friends and didn’t hang around the grounds much or use the pool but everything seemed well kept It’s really a place to retreat to eat at and sleep at which served our purpose well "

Townhouse

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

San Casciano in Val di Pesa

"Me and my girlfriend really did enjoy this property. Both host were very friendly and welcoming to us. We both did enjoy the feel at Home environment. We would definitely come back here on a future trip. Big shout out to the host for the wonderful cook meals. Great to know a bit about them as well."

Residence

A swimming pool with a stone fountain, surrounded by a grassy area and trees.

Rocca Palazzaccio

Impruneta

"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...

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Stay near popular Chianti Region attractions

A spiral staircase with a person standing on it.

Antinori nel Chianti Classico

9.4/10 (16 reviews)

You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Visit the churches and wineries in this walkable area.

See properties

Learn more about Chianti Region

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

See all hotels in Chianti Region

Terraced vineyards on a hillside, a small village, and rolling green hills.

Top Chianti Region Hotel Reviews

Borgo Vescine

10/10 Excellent

"There are no words to describe our experience at this incredibly beautiful and wonderful charming several century old village resort in Chianti. It was everything you imagined Italy to be in wine country. Probably one of my favorite places I have ever stayed at, and I’ve stayed at hundreds of of places around the world. The staff was wonderful, the accommodations were just super cool. It was once a village dating back over 100+ years. It was truly remarkable that the owner discovered it and restored it, creating a truly wonderful experience and beautiful Tuscany. We definitely will stay here every time we go to Tuscany in the future. This is a must-stay place!"

hu Firenze Certosa camping in town

8/10 Good

"Great location, superior tent was really nice with the en-suite and balcony. Easy check in. Staff friendly and helpful. Downsides were no designated parking space for us despite not all tents being occupied. Also bread given out at dinner were not free despite us not asking for them and at €6 a bag it was not great value. The bread was pretty hard and tasteless! Regardless I would recommend a stay here in the heart of Tuscany and within half an hour bus ride into Florence ♥️🇮🇹"

Hotel Villa Cesi

10/10 Excellent

"Rooms are very clean and staff are very friendly and super helpful and above all they are caring and very accommodating especially with our elderly less abled parents for which we are very grateful. Property is in a beautiful setting. Restaurant staff also very helpful. Thank you very much to all who hosted us at Villa Cesi."