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 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Chianti Region romantic hotels

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.
An interior corridor with arches, columns, and a brick wall.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

1. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Leslie
₩126,377
₩150,954 total
includes taxes & fees
Nov 16 - Nov 17
La Certosa di Pontignano - Place of Charme
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.

2. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
Canada
Kevork
₩142,982
₩166,235 total
includes taxes & fees
Oct 27 - Oct 28
Belvedere di San Leonino
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 kitchen area with a marble countertop, a stone wall, and a sign reading "Cooking Class".
A bedroom with a bed, bedside tables, a rug, and a view of the outdoors.

3. Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
United States
Belinda
₩92,564
₩107,814 total
includes taxes & fees
Nov 9 - Nov 10
Salvadonica - Borgo del Chianti
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 room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.
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
₩155,099
₩179,563 total
includes taxes & fees
Nov 3 - Nov 4
Palazzo Leopoldo Dimora Storica & Spa
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
A stone building with a wooden bench outside.
A clear blue pool with lounge chairs and a stone building in the background.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

5. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Monica
₩130,224
₩147,723 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Colle Etrusco Salivolpi
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A room with a view of a forest through a window, a table with a lamp, and a chair.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

6. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
₩362,647
₩410,851 total
includes taxes & fees
Nov 9 - Nov 10
Dievole Wine Resort
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.
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.

7. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
₩219,786
₩250,718 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Villa Campomaggio
A spa area with a stone ceiling, a pool, and two sun loungers.
A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.
A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.
A buffet area with various fruits and a bar with bottles.

8. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
Afeefa
₩123,290
₩144,573 total
includes taxes & fees
Nov 16 - Nov 17
Hotel Palazzo San niccolò & Spa
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.

9. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
Canada
Haris
₩103,178
₩122,450 total
includes taxes & fees
Nov 19 - Nov 20
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.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A restaurant with a table set for two, overlooking a scenic landscape.

10. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
₩230,082
₩298,907 total
includes taxes & fees
Oct 26 - Oct 27
Relais Vignale & Spa
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 9 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 3 weeks ago
Borgo Vescine
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
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 2 months ago
COMO Castello Del Nero

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