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
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Chianti Region romantic hotels

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 bedroom with a large arched window, a bed, a hanging light fixture, and a view of a green landscape.
A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.

1. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
Canada
Maryse
AED 666
AED 733 total
includes taxes & fees
9 Oct - 10 Oct
Castello Vicchiomaggio
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.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.
An interior corridor with arches, columns, and a brick wall.

2. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
AED 356
AED 425 total
includes taxes & fees
19 Oct - 20 Oct
La Certosa di Pontignano
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.

3. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
Canada
Haris
AED 286
AED 339 total
includes taxes & fees
4 Nov - 5 Nov
Villa I Barronci Resort & Spa
An outdoor dining area with a pool, potted plants, and umbrellas.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
A villa with a swimming pool, outdoor seating, and a garden.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.

4. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
AED 592
AED 779 total
includes taxes & fees
26 Oct - 27 Oct
Relais Vignale & Spa
A spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.
A bedroom with a bed, bedside tables, a rug, and a view of the outdoors.
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".

5. Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
Canada
Jonathan
AED 373
AED 427 total
includes taxes & fees
4 Nov - 5 Nov
Salvadonica - Borgo del Chianti
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 room with a glass table, a vase with flowers, a bottle of wine, and a chair.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

6. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
AED 982
AED 1,113 total
includes taxes & fees
28 Oct - 29 Oct
Dievole Wine Resort
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
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.
A pool surrounded by lush greenery and vineyards, with a stone building in the background.

7. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
AED 268
AED 312 total
includes taxes & fees
18 Oct - 19 Oct
Agriturismo San Sano
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.

8. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
AED 566
AED 648 total
includes taxes & fees
4 Nov - 5 Nov
Hotel Villa Campomaggio
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 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.

9. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
AED 449
AED 519 total
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
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.

10. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
AED 430
AED 497 total
includes taxes & fees
2 Nov - 3 Nov
Palazzo Leopoldo Dimora Storica & Spa
View all properties

Top Chianti Region Hotel Reviews

Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 2 days ago
Borgo Vescine
Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"In a convenient location."
MELISSA 2-night trip
Posted 6 days ago
Relais Vignale & Spa
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 6 days ago
Villa Le Barone
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"Great hotel"
Dario 2-night trip
Posted 11 days ago
Hotel Villa Campomaggio

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