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

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Check availability on Chianti Region Romantic Hotels

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Chianti Region romantic hotels

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 table set with wine glasses and a candle, viewed through a window with string lights.
A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

1. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
United States
Edgar
NT$5,682
NT$6,394 total
includes taxes & fees
Nov 12 - Nov 13
Tenuta CorteDomina
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 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.
An interior corridor with arches, columns, and a brick wall.

2. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Leslie
NT$3,028
NT$3,617 total
includes taxes & fees
Nov 2 - Nov 3
La Certosa di Pontignano - Place of Charme
A pool with a view of a lush valley and distant buildings.
A garden with neatly trimmed hedges, a gravel path, and a stone barrel.
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
United States
Mary Margaret
NT$5,831
NT$6,414 total
includes taxes & fees
Oct 29 - Oct 30
Castello Vicchiomaggio
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 stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A person relaxing in a hot tub with a view of a building and trees in the background.

4. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
NT$3,426
NT$3,983 total
includes taxes & fees
Oct 16 - Oct 17
Belvedere di San Leonino
An indoor courtyard with stone flooring, arched columns, and tables set up for dining.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.
A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.
A historic building with a stone facade, arched entrance, and a wooden balcony.

5. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
NT$3,448
NT$3,864 total
includes taxes & fees
Nov 8 - Nov 9
Villa Casagrande Resort & SPA
A couple dining at an outdoor table with a view of the countryside.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.
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.

6. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
NT$3,518
NT$4,084 total
includes taxes & fees
Nov 1 - Nov 2
Palazzo Leopoldo Dimora Storica & Spa
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
A dining area with a table set for two, featuring wine bottles and bread.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.
A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

7. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Eva
NT$6,402
NT$7,185 total
includes taxes & fees
Nov 2 - Nov 3
Castello La Leccia
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 table with breakfast items, a clear view of the countryside, and a white umbrella.
A pathway lined with wooden fences and benches, leading to a covered seating area with tables and chairs.

8. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
Canada
Haris
NT$2,472
NT$2,934 total
includes taxes & fees
Nov 11 - Nov 12
Villa I Barronci Resort & Spa
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

9. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
NT$5,266
NT$6,008 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Villa Campomaggio
A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.
A bedroom with a large bed, a bedside table, and a chair.
A spacious living room with a high ceiling, large windows with diamond-patterned blinds, a sofa set, a coffee table, and a painting on the wall.
A rustic stone building with a tiled roof, surrounded by lush greenery and white flowers.

10. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
United States
Brian
NT$7,607
NT$8,510 total
includes taxes & fees
Oct 18 - Oct 19
Borgo Del Cabreo
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Top Chianti Region Hotel Reviews

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