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

Search Winery Hotels in Chianti Region

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Check availability on Chianti Region Winery Hotels

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Chianti Region hotels with winery

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.

1. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
United States
Alejandro
£72
includes taxes & fees
25 Oct - 26 Oct
Borgo di Pietrafitta Relais
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
£87
includes taxes & fees
2 Nov - 3 Nov
La Certosa di Pontignano
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 stone building with a tower, surrounded by people dining at tables with candles.
A historic stone building with a large arched window and a small balcony.

3. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
£133
includes taxes & fees
2 Nov - 3 Nov
Castello di Tornano Wine Resort
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 pool surrounded by lush greenery and vineyards, with a stone building in the background.

4. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
£64
includes taxes & fees
2 Nov - 3 Nov
Agriturismo San Sano
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.
A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.
A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.
A pathway lined with wooden fences and benches, leading to a covered seating area with tables and chairs.

5. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
Canada
Haris
£66
includes taxes & fees
6 Nov - 7 Nov
Villa I Barronci Resort & Spa
A spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.
A swimming pool with clear water, surrounded by lounge chairs and trees.
A stone building with a tower, a glass structure, and outdoor seating.
A kitchen area with a marble countertop, a stone wall, and a sign reading "Cooking Class".

6. Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
Canada
Jonathan
£89
includes taxes & fees
4 Nov - 5 Nov
Salvadonica - Borgo del Chianti
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.

7. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
£102
includes taxes & fees
2 Nov - 3 Nov
Palazzo Leopoldo Dimora Storica & Spa
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 rustic stone building with a garden in front.
A person relaxing in a hot tub with a view of a building and trees in the background.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

8. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
£97
includes taxes & fees
7 Oct - 8 Oct
Belvedere di San Leonino
A narrow stone pathway leading to a rustic building with a wooden door and a window.
A cozy living room with a striped sofa, a wooden coffee table, and a bookshelf.
A stone building with wooden shutters, a bench, and hanging purple flowers.
A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.

9. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
India
Saion
£159
includes taxes & fees
4 Nov - 5 Nov
Castello di Fonterutoli 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 bedroom with a large arched window, a bed, a hanging light fixture, and a view of a green landscape.
A courtyard with stone buildings, arched doorways, and potted plants.

10. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
United States
Mary Margaret
£151
includes taxes & fees
9 Oct - 10 Oct
Castello Vicchiomaggio
View all properties

Top Chianti Region Hotel Reviews

Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"What a gorgeous place! We loved it here and can’t wait to go back!"
Sarah 3-night trip
Posted 9 hours ago
Castello Vicchiomaggio
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

8/10 Good
"We quite enjoyed the heated pool and views. Thank you for having us."
Dianna 1-night trip
Posted 2 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 4 days ago
Borgo Vescine
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."
Sonja 3-night trip
Posted 4 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Hotel Toscana Ambassador

Hotel Toscana Ambassador

8/10 Good
"Close to train station"
Marian 1-night trip
Posted 5 days ago
Hotel Toscana Ambassador
Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"In a convenient location."
MELISSA 2-night trip
Posted 8 days ago
Relais Vignale & Spa
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 9 days ago
Hu Norcenni Girasole Village
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"Great hotel"
Dario 2-night trip
Posted 13 days ago
Hotel Villa Campomaggio
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

8/10 Good
"Restaurant was great. Towels have too much use"
Ana 3-night trip
Posted 2 weeks ago
Villa Casagrande Resort & SPA

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