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Our top choices for Chianti Region hotels

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

1. Dievole Wine Resort

Castelnuovo Berardenga

Magdalena

RM1,255 total

includes taxes & fees

16 Nov - 17 Nov

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

2. Hotel Villa Campomaggio

Radda in Chianti

Dario

RM766 total

includes taxes & fees

5 Nov - 6 Nov

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

3. Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

Rahul

RM411 total

includes taxes & fees

29 Nov - 30 Nov

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

4. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

RM492 total

includes taxes & fees

23 Nov - 24 Nov

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

5. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

RM354 total

includes taxes & fees

1 Dec - 2 Dec

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

6. Chapter Chianti, a Member of Design Hotels

Cavriglia

Carolina

RM1,231 total

includes taxes & fees

5 Nov - 6 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

RM772 total

includes taxes & fees

8 Nov - 9 Nov

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

8. Belvedere di San Leonino

Castellina in Chianti

Kevork

RM508 total

includes taxes & fees

11 Nov - 12 Nov

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

9. Tenuta CorteDomina

Radda in Chianti

Edgar

RM977 total

includes taxes & fees

5 Nov - 6 Nov

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

10. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

RM493 total

includes taxes & fees

8 Nov - 9 Nov

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

11. La Pensione di Vignamaggio

Panzano in Chianti

Jacob

RM644 total

includes taxes & fees

8 Nov - 9 Nov

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

12. Park Hotel Chianti

Tavarnelle Val di Pesa

Manuel

RM277 total

includes taxes & fees

6 Nov - 7 Nov

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

13. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

RM365 total

includes taxes & fees

9 Nov - 10 Nov

A historic estate with a central courtyard, surrounded by lush gardens and vineyards.

14. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Scott

RM1,812 total

includes taxes & fees

5 Nov - 6 Nov

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

15. Castello Vicchiomaggio

Greve in Chianti

Mary Margaret

RM855 total

includes taxes & fees

5 Nov - 6 Nov

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

16. Borgo di Pietrafitta Relais

Castellina in Chianti

Vanessa

RM456 total

includes taxes & fees

5 Nov - 6 Nov

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

17. Castello La Leccia

Castellina in Chianti

Susan

RM787 total

includes taxes & fees

11 Nov - 12 Nov

A yellow building with stone pillars, multiple windows, and a statue in the garden.

18. Villa San Lucchese

Poggibonsi

James

RM429 total

includes taxes & fees

29 Nov - 30 Nov

A swimming pool, steps, and a grassy area with umbrellas.

19. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

Maria

RM480 total

includes taxes & fees

8 Nov - 9 Nov

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

20. Salvadonica - Borgo del Chianti

San Casciano in Val di Pesa

Elsa

RM328 total

includes taxes & fees

9 Nov - 10 Nov

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Holiday Rentals in Chianti Region

Residence

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

Riserva di Fizzano Residence

Castellina in Chianti

"Great place to stay in Tuscany! Very nice breakfast also!"

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 "

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...

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."

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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.

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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."