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

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Nov 6 - Nov 8
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Nov 13 - Nov 15

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Our top choices for Chianti Region hotels

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

1. Hotel Villa Campomaggio

Hotel Villa Campomaggio
4.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (196 reviews)
"Great hotel"
United States
Dario
The price is ļæ„25,895
ļæ„29,539 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Villa Campomaggio
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

2. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (219 reviews)
"This stay was absolutely perfect. The staff is amazing and we had a great time! The food is also great!"
Norway
Magdalena
The price is ļæ„39,309
ļæ„44,647 total
includes taxes & fees
Nov 21 - Nov 22
Dievole Wine Resort
An aerial view of a historic estate with multiple buildings, a swimming pool, and terraced vineyards.

3. COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (146 reviews)
"Everything perfectly"
United Arab Emirates
Nawaf
The price is ļæ„113,649
ļæ„126,421 total
includes taxes & fees
Nov 8 - Nov 9
COMO Castello Del Nero
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

4. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
8.4 out of 10, Very good, (23 reviews)
"Imcredible hotel and location. Perfect for a slow life getaway. Room is big and staff is kind. Food was delicious"
Canada
Carolina
The price is ļæ„42,199
ļæ„47,474 total
includes taxes & fees
Nov 2 - Nov 3
Chapter Chianti, a Member of Design Hotels
A spa area with stone walls, a white massage chair, and a potted plant.

5. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (305 reviews)
"Very helpful and friendly staff, beautiful and spacious room, and wonderful location in the most lovely town in Tuscany. We loved our stay!"
Canada
Elizabeth
The price is ļæ„16,288
ļæ„18,972 total
includes taxes & fees
Nov 23 - Nov 24
Palazzo Leopoldo Dimora Storica & Spa
A person sitting by a swimming pool with a stone building in the background.

6. Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
4.0 star property
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (531 reviews)
"It was a beautiful place. Location was perfect to travel around. It was very clean. Restaurant is decent and food was good. Breakfast was ok."
United States
Rahul
The price is ļæ„16,055
ļæ„18,715 total
includes taxes & fees
Nov 29 - Nov 30
Hotel Borgo di Cortefreda Relais - Place of Charme
A spa area with a stone ceiling, a pool, and two sun loungers.

7. Hotel Palazzo San niccolĆ² & Spa

Hotel Palazzo San niccolĆ² & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (198 reviews)
"Great stay!"
United States
Afeefa
The price is ļæ„11,439
ļæ„13,638 total
includes taxes & fees
Dec 1 - Dec 2
Hotel Palazzo San niccolĆ² & Spa
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

8. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (211 reviews)
"Brautiful scenery, convenient location. Parking was great."
Canada
Kevork
The price is ļæ„16,846
ļæ„19,585 total
includes taxes & fees
Nov 14 - Nov 15
Belvedere di San Leonino
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.

9. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
5.0 star property
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (233 reviews)
"A peaceful luxurious stay with amazing amenities, 6 star service & and amazing dinner restaurant."
United States
Scott
The price is ļæ„61,961
ļæ„69,915 total
includes taxes & fees
Nov 4 - Nov 5
Borgo Scopeto Wine & Country Relais
A room with a large window, a bed, and a robe hanging by the window.

10. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
9.8 out of 10, Exceptional, (148 reviews)
"Excellent location. Wonderful staff . Beatful property"
United States
Edgar
The price is ļæ„33,620
ļæ„37,685 total
includes taxes & fees
Nov 3 - Nov 4
Tenuta CorteDomina
An indoor courtyard with stone flooring, arched columns, and tables set up for dining.

11. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (414 reviews)
"Restaurant was great. Towels have too much use"
United States
Ana
The price is ļæ„16,952
ļæ„18,999 total
includes taxes & fees
Nov 8 - Nov 9
Villa Casagrande Resort & SPA
A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

12. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 reviews)
"The staff and experience staying at Castello Di Fonterutoli was amazing! Everyone was so kind and welcoming! Cannot wait to go backā˜ŗļø"
United States
Micaela
The price is ļæ„27,483
ļæ„30,934 total
includes taxes & fees
Nov 15 - Nov 16
Castello di Fonterutoli Wine Resort
A swimming pool, steps, and a grassy area with umbrellas.

13. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (474 reviews)
"Beautiful place, wonderful pool and great breakfast."
Canada
Maria
The price is ļæ„18,126
ļæ„20,641 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Palazzo San Lorenzo & SPA
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

14. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.2 out of 10, Wonderful, (141 reviews)
"Amazing property, with helpful welcoming staff. A hotel you wonā€™t forget!"
United States
Karina
The price is ļæ„25,222
ļæ„29,151 total
includes taxes & fees
Nov 2 - Nov 3
Castello di Tornano Wine Resort
A pool with a view of a lush valley and distant buildings.

15. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (444 reviews)
"Stunning property with beautiful views and extremely friendly and helpful hosts."
United States
Mary Margaret
The price is ļæ„29,322
ļæ„32,254 total
includes taxes & fees
Nov 4 - Nov 5
Castello Vicchiomaggio
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

16. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (579 reviews)
"Great location amazing place"
United States
Rodolfo
The price is ļæ„12,954
ļæ„15,656 total
includes taxes & fees
Dec 1 - Dec 2
La Certosa di Pontignano - Place of Charme
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

17. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (196 reviews)
"Amazing hotel !!!!"
United States
Vanessa
The price is ļæ„15,345
ļæ„17,582 total
includes taxes & fees
Nov 3 - Nov 4
Borgo di Pietrafitta Relais
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

18. Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (123 reviews)
"We stayed here for our honeymoon and it was the best decision. We couldnā€™t ask for anything better. The location is great with the breathtaking view from the hilltop, not too far from Florence and Siena, the room was clean and spacious, and the staff were all friendly and kind. Would love to come back in the future"
Japan
Jungmin
The price is ļæ„24,911
ļæ„28,105 total
includes taxes & fees
Nov 8 - Nov 9
Castello La Leccia
An aerial view of a rustic village with stone buildings, a central courtyard with string lights, and a swimming pool.

19. Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.6 out of 10, Exceptional, (250 reviews)
"The staff was amazing and incredibly kind."
United States
Natalie
The price is ļæ„67,430
ļæ„75,580 total
includes taxes & fees
Nov 15 - Nov 16
Borgo Vescine
A poolside area with lounge chairs, umbrellas, and a swimming pool.

20. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
4.0 star property
Monteriggioni
8.6 out of 10, Excellent, (369 reviews)
"Good value"
Canada
Frank
The price is ļæ„17,544
ļæ„20,530 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Il Piccolo Castello
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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Vacation Rentals in Chianti Region

Vacation Home
A traditional interior with stone arches, a staircase, and a cozy seating area with a table.
Agriturismo La Ferrozzola

Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
Agriturismo La Ferrozzola
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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. Check out 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

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 Iā€™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!"
James 2-night trip
Posted 5 hours ago
Borgo Vescine

More cheap stays in Chianti Region

Villa Castiglione

Villa Castiglione

Via Colle Ramole 20 Impruneta FI
The price is ļæ„8,963 per night from Nov 29 to Nov 30
ļæ„8,963
ļæ„10,386 total
Nov 29 - Nov 30
includes taxes & fees

Hotels in Chianti Region with star-rating

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