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

Winery Hotels & Resorts in Chianti Region from NZ$152

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Check availability on Chianti Region Winery Hotels

Tonight
30 Sept - 1 Oct
Tomorrow
1 Oct - 2 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Chianti Region hotels with winery

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
A stone archway leading to a window with a view of tall trees and a distant landscape.
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A historic stone building with a large arched window and a small balcony.

1. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
NZ$295
includes taxes & fees
29 Oct - 30 Oct
Castello di Tornano Wine Resort
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

2. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
NZ$206
includes taxes & fees
19 Oct - 20 Oct
La Certosa di Pontignano
A pool with a view of a lush valley and distant buildings.
A courtyard with stone buildings, arched doorways, and potted plants.
A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.
A bedroom with a large arched window, a bed, a hanging light fixture, and a view of a green landscape.

3. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
Canada
Maryse
NZ$335
includes taxes & fees
27 Oct - 28 Oct
Castello Vicchiomaggio
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.
A stone building with a courtyard, a covered seating area, and a small bell tower.
A dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.

4. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
United States
Alejandro
NZ$171
includes taxes & fees
25 Oct - 26 Oct
Borgo di Pietrafitta Relais
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.
A room with a glass table, a vase with flowers, a bottle of wine, and a chair.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

5. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
NZ$559
includes taxes & fees
28 Oct - 29 Oct
Dievole Wine Resort
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.
A poolside area with lounge chairs and a view of the night sky.
A rustic stone building with a garden in front.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

6. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
NZ$252
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.
A pathway lined with wooden fences and benches, leading to a covered seating area with tables and chairs.
A table with breakfast items, a clear view of the countryside, and a white umbrella.
A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.

7. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
Canada
Haris
NZ$179
includes taxes & fees
30 Oct - 31 Oct
Villa I Barronci Resort & Spa
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
A stone building with a wooden door, outdoor seating, and a pergola with vines.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.
A stone building with a window and a light fixture.

8. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
NZ$152
includes taxes & fees
18 Oct - 19 Oct
Agriturismo San Sano
An indoor courtyard with stone flooring, arched columns, and tables set up for dining.
A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.
An indoor swimming pool with clear glass walls, wooden beams, and large windows.

9. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
NZ$255
includes taxes & fees
18 Oct - 19 Oct
Villa Casagrande Resort & SPA
A couple dining at an outdoor table with a view of the countryside.
A narrow street with buildings on either side, a flag, and a bench.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

10. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
NZ$371
includes taxes & fees
26 Oct - 27 Oct
Palazzo Leopoldo Dimora Storica & Spa
View all properties

Top Chianti Region Hotel Reviews

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"Excellent dinner, spacious rooms, pol and jacuzzi, and incredible views!"
Danny 1-night trip
Posted 2 days ago
Villa I Barronci Resort & Spa
Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"In a convenient location."
MELISSA 2-night trip
Posted 2 days ago
Relais Vignale & Spa
Hotel Toscana Ambassador

Hotel Toscana Ambassador

8/10 Good
"Friendly staff. Property is dated and needs some repairs. Location is convenient and the breakfast is amazing."
Edwin Rafael 1-night trip
Posted 2 days ago
Hotel Toscana Ambassador
Villa Le Barone

Villa Le Barone

10/10 Excellent
"Charming place in Tuscany! Everything was absolutely perfect. We highly suggest to dine at the villa, it was exceptional. Breakfast was delicious as well."
Tereza 2-night trip
Posted 2 days ago
Villa Le Barone
Hu Norcenni Girasole Village

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."
Maya 4-night trip
Posted 3 days ago
Hu Norcenni Girasole Village
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"Great hotel"
Dario 2-night trip
Posted 7 days ago
Hotel Villa Campomaggio
Park Hotel Chianti

Park Hotel Chianti

10/10 Excellent
"The staff are very helpful and kind."
Manuel 2-night trip
Posted 11 days ago
Park Hotel Chianti
Palagina la Dimora

Palagina la Dimora

8/10 Good
"Nice property to relax. Pool is nice. Breakfast is meh but works. Room was spacious although felt outdated and lacking lighting. Some staff were very helpful while some could have been more friendly."
Rayvant 1-night trip
Posted 13 days ago
Palagina la Dimora
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."
Lauren 3-night trip
Posted 3 weeks ago
COMO Castello Del Nero

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