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Our top choices for Chianti Region hotels

A stately building with a bell tower, surrounded by well-manicured hedges and tall trees.

1. COMO Castello Del Nero

Tavarnelle Val di Pesa

Nawaf

₩1,059,356 total

includes taxes & fees

Nov 27 - Nov 28

A rustic outdoor setting with a stone building, round tables, and outdoor seating.

2. Chapter Chianti, a Member of Design Hotels

Cavriglia

Carolina

₩563,029 total

includes taxes & fees

Nov 14 - Nov 15

A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

3. Dievole Wine Resort

Castelnuovo Berardenga

Magdalena

₩418,881 total

includes taxes & fees

Nov 28 - Nov 29

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

4. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

₩113,198 total

includes taxes & fees

Nov 16 - Nov 17

A spa area with white massage chairs arranged in a row under a brick archway.

5. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

₩162,528 total

includes taxes & fees

Dec 3 - Dec 4

A stone building with wooden shutters, a bench, and hanging purple flowers.

6. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

₩235,444 total

includes taxes & fees

Nov 15 - Nov 16

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

7. Borgo Vescine

Radda in Chianti

Natalie

₩680,108 total

includes taxes & fees

Nov 27 - Nov 28

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

8. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

Kerry

₩155,945 total

includes taxes & fees

Nov 15 - Nov 16

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

9. Tenuta CorteDomina

Radda in Chianti

piyanut

₩347,966 total

includes taxes & fees

Nov 14 - Nov 15

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.

10. Belvedere di San Leonino

Castellina in Chianti

Kevork

₩164,119 total

includes taxes & fees

Nov 21 - Nov 22

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

11. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

₩114,286 total

includes taxes & fees

Dec 1 - Dec 2

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

12. La Pensione di Vignamaggio

Panzano in Chianti

Jacob

₩234,454 total

includes taxes & fees

Nov 14 - Nov 15

A courtyard with stone flooring, arched walkways, and a central fountain.

13. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

₩138,504 total

includes taxes & fees

Dec 13 - Dec 14

An aerial view of a large estate with a swimming pool, multiple buildings, and extensive landscaping.

14. Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

Rahul

₩127,704 total

includes taxes & fees

Dec 8 - Dec 9

A dining area with tables set for meals, a chandelier, and a view of the outdoors.

15. Palazzo Pacini

Colle di Val d'Elsa

John

₩174,109 total

includes taxes & fees

Dec 3 - Dec 4

A spacious lobby with a reception desk, seating area, and a large vase.

16. Hotel Valdarno

Montevarchi

Emmanuel

₩172,385 total

includes taxes & fees

Nov 27 - Nov 28

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

17. Villa San Lucchese

Poggibonsi

James

₩138,518 total

includes taxes & fees

Nov 29 - Nov 30

An aerial view of a large estate with a swimming pool, tennis courts, and a vineyard.

18. The Club House

Castelnuovo Berardenga

Natalyn

₩678,407 total

includes taxes & fees

Nov 19 - Nov 20

A stone building with a covered patio, a table with chairs, and a hanging plant.

19. Terre di Baccio

Greve in Chianti

Gage

₩398,400 total

includes taxes & fees

Nov 28 - Nov 29

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

20. Hotel Il Piccolo Castello

Monteriggioni

Frank

₩172,046 total

includes taxes & fees

Nov 19 - Nov 20

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Vacation Rentals in Chianti Region

Residence

A rural villa with a courtyard, stone buildings, and surrounding vineyards.

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...

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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.

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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

Il Borro - Relais & Châteaux

10/10 Excellent

"Excellent unique property with top notch service, attention and experiences. The food and staff at Osteria Il Borro were exceptional!"

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 Norcenni Girasole Village

10/10 Excellent

"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."