Winery Hotels & Resorts in Chianti Region from NZ$144

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Chianti Region hotels with winery

1. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (582 reviews)
"Great location amazing place"
United States
Rodolfo
The price is NZ$145
includes taxes & fees
15 Dec - 16 Dec
La Certosa di Pontignano - Place of Charme

2. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (307 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 NZ$220
includes taxes & fees
1 Dec - 2 Dec
Palazzo Leopoldo Dimora Storica & Spa

3. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (213 reviews)
"Brautiful scenery, convenient location. Parking was great."
Canada
Kevork
The price is NZ$222
includes taxes & fees
21 Nov - 22 Nov
Belvedere di San Leonino

4. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (236 reviews)
"Excellent stay, great breakfast and helpful staff."
India
Saion
The price is NZ$294
includes taxes & fees
15 Nov - 16 Nov
Castello di Fonterutoli Wine Resort

5. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (415 reviews)
"Restaurant was great. Towels have too much use"
United States
Ana
The price is NZ$197
includes taxes & fees
13 Dec - 14 Dec
Villa Casagrande Resort & SPA

6. 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 NZ$539
includes taxes & fees
21 Nov - 22 Nov
Dievole Wine Resort

7. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
4.0 star property
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (483 reviews)
"A nice place to relax for a few days and visit some castles and vineyards nearby."
Canada
Haris
The price is NZ$156
includes taxes & fees
15 Dec - 16 Dec
Villa I Barronci Resort & Spa

8. Castello di Volpaia

Castello di Volpaia
3.0 star property
Radda in Chianti
9.6 out of 10, Exceptional, (75 reviews)
"What a wonderful stay! The location, food and wine were amazing. But the best part was the staff!!! Everyone was so welcoming and accommodating. Do not miss the wine tour!!!"
Canada
Stenley
The price is NZ$416
includes taxes & fees
5 Dec - 6 Dec
Castello di Volpaia

9. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (104 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is NZ$234
includes taxes & fees
3 Dec - 4 Dec
Palazzo Pacini

10. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (82 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is NZ$559
includes taxes & fees
15 Nov - 16 Nov
Terre di Baccio
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.

Top Chianti Region Hotel Reviews

Explore a world of travel with Expedia