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

Winery Hotels & Resorts in Chianti Region from AU$117

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Check availability on Chianti Region Winery Hotels

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Chianti Region hotels with winery

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.
An interior corridor with arches, columns, and a brick wall.
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.

1. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Leslie
AU$140
includes taxes & fees
17 Nov - 18 Nov
La Certosa di Pontignano - Place of Charme
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.
A room with a view of a forest through a window, a table with a lamp, and a chair.

2. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
AU$411
includes taxes & fees
10 Nov - 11 Nov
Dievole Wine Resort
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.
A stone building with a courtyard, a covered seating area, and a small bell tower.
A cozy living room with a stone fireplace, striped sofas, and a coffee table.

3. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
United States
Alejandro
AU$147
includes taxes & fees
5 Nov - 6 Nov
Borgo di Pietrafitta Relais
A couple dining at an outdoor table with a view of the countryside.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A narrow street with buildings on either side, a flag, and a bench.
A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

4. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
AU$195
includes taxes & fees
2 Nov - 3 Nov
Palazzo Leopoldo Dimora Storica & Spa
A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.
A white vehicle parked in front of a building with a stone facade and arched windows, surrounded by gravel and greenery.
A building with a brick facade, arched entrance, and multiple windows covered in green ivy.
A table set with wine glasses and a candle, viewed through a window with string lights.

5. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
United States
Edgar
AU$347
includes taxes & fees
1 Nov - 2 Nov
Tenuta CorteDomina
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 stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A poolside area with lounge chairs and a view of the night sky.
A person relaxing in a hot tub with a view of a building and trees in the background.

6. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
Canada
Kevork
AU$180
includes taxes & fees
27 Oct - 28 Oct
Belvedere di San Leonino
A spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.
A stone building with a tower, a glass structure, and outdoor seating.
A swimming pool with clear water, surrounded by lounge chairs and trees.
A bedroom with a bed, bedside tables, a rug, and a view of the outdoors.

7. Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
Canada
Edrick
AU$117
includes taxes & fees
9 Nov - 10 Nov
Salvadonica - Borgo del Chianti
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.
A historic stone building with a large arched window and a small balcony.
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

8. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Karina
AU$254
includes taxes & fees
2 Nov - 3 Nov
Castello di Tornano Wine Resort
A pool with a view of a lush valley and distant buildings.
A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.
A courtyard with stone buildings, arched doorways, and potted plants.
A bedroom with a large arched window, a bed, a hanging light fixture, and a view of a green landscape.

9. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
United States
Mary Margaret
AU$297
includes taxes & fees
2 Nov - 3 Nov
Castello Vicchiomaggio
A narrow stone pathway leading to a rustic building with a wooden door and a window.
A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.
A cozy living room with a fireplace, wooden beams, and comfortable seating.
A cozy living room with a striped sofa, a wooden coffee table, and a bookshelf.

10. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
India
Saion
AU$282
includes taxes & fees
15 Nov - 16 Nov
Castello di Fonterutoli Wine Resort
View all properties

Top Chianti Region Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 6 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"Great spot and friendly staff."
Chris 4-night trip
Posted 7 days ago
Villa I Barronci Resort & Spa
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 2 weeks ago
Borgo Vescine
Hotel Toscana Ambassador

Hotel Toscana Ambassador

8/10 Good
"Close to train station"
Marian 1-night trip
Posted 2 weeks 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 3 weeks 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 weeks ago
Hu Norcenni Girasole Village
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

8/10 Good
"Restaurant was great. Towels have too much use"
Ana 3-night trip
Posted 1 month ago
Villa Casagrande Resort & SPA
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 1 month ago
COMO Castello Del Nero

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