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Our top choices for Chianti Region hotels

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

1. Dievole Wine Resort

Castelnuovo Berardenga

Magdalena

RM1,247 total

includes taxes & fees

16 Nov - 17 Nov

A bathroom with a shower, toilet, bidet, sink, and a chair.

2. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

RM451 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.

3. Hotel Villa Campomaggio

Radda in Chianti

Dario

RM761 total

includes taxes & fees

2 Nov - 3 Nov

A couple dining at an outdoor table with a view of the countryside.

4. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

RM489 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

RM351 total

includes taxes & fees

1 Dec - 2 Dec

A dining area with a table and chairs, a view of a landscape through an arched window, and a large umbrella providing shade.

6. Chapter Chianti, a Member of Design Hotels

Cavriglia

Carolina

RM1,223 total

includes taxes & fees

2 Nov - 3 Nov

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

7. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Micaela

RM829 total

includes taxes & fees

15 Nov - 16 Nov

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.

8. Belvedere di San Leonino

Castellina in Chianti

Kevork

RM504 total

includes taxes & fees

14 Nov - 15 Nov

A room with a large window, a bed, and a robe hanging by the window.

9. Tenuta CorteDomina

Radda in Chianti

Edgar

RM971 total

includes taxes & fees

3 Nov - 4 Nov

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

10. Castello di Tornano Wine Resort

Gaiole in Chianti

Karina

RM751 total

includes taxes & fees

2 Nov - 3 Nov

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

11. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

RM489 total

includes taxes & fees

8 Nov - 9 Nov

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

12. Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

Rahul

RM482 total

includes taxes & fees

29 Nov - 30 Nov

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

13. Borgo di Pietrafitta Relais

Castellina in Chianti

Vanessa

RM453 total

includes taxes & fees

5 Nov - 6 Nov

A large building with multiple rooms, surrounded by a field of lavender.

14. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Scott

RM1,801 total

includes taxes & fees

4 Nov - 5 Nov

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

15. Castello Vicchiomaggio

Greve in Chianti

Mary Margaret

RM849 total

includes taxes & fees

5 Nov - 6 Nov

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

16. Castello La Leccia

Castellina in Chianti

Jungmin

RM724 total

includes taxes & fees

8 Nov - 9 Nov

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

17. Villa San Lucchese

Poggibonsi

James

RM501 total

includes taxes & fees

4 Nov - 5 Nov

A person sitting in a corner of a room with tiled walls and a bench.

18. Hotel Il Piccolo Castello

Monteriggioni

Frank

RM529 total

includes taxes & fees

3 Nov - 4 Nov

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

19. Borgo Vescine

Radda in Chianti

Natalie

RM2,090 total

includes taxes & fees

2 Nov - 3 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

RM472 total

includes taxes & fees

2 Nov - 3 Nov

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Holiday Rentals in Chianti Region

Aparthotel

A stone building with a garden in front.

Borgo Argenina

Gaiole in Chianti

"What an amazing place. We enjoyed it so much."

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...

Holiday Home

A historic stone building with a central tower, surrounded by well-manicured gardens and a gravel courtyard.

Chianti Romantic Retreat

Greve in Chianti

"This is a lovely, quiet place to stay in with the benefit of a pool. We wished we gad booked for longer. It was a great self catering place and a 10 minute drive from the town of Greve in Chianti. You are in the Chianti hills and amongst vineyards. A car is essential to get to local sites, shops and restaurants."

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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

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."