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 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

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.
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.
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
Rodolfo
₩125,509
₩149,917 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 person relaxing in a hot tub with a view of a building and trees in the background.
A poolside area with lounge chairs and a view of the night sky.

2. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
Canada
Kevork
₩142,480
₩165,651 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
₩91,802
₩106,927 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 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.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

4. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
₩137,295
₩159,917 total
includes taxes & fees
Nov 23 - Nov 24
Palazzo Leopoldo Dimora Storica & 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.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

5. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
₩197,892
₩226,604 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Villa Campomaggio
A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.
A rustic stone building with a tiled roof, surrounded by lush greenery and white flowers.
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 pool area with a view of a hilly landscape.

6. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
United States
Brian
₩292,017
₩327,174 total
includes taxes & fees
Oct 28 - Oct 29
Borgo Del Cabreo
A spa area with a stone ceiling, a pool, and two sun loungers.
A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.
A buffet area with various fruits and a bar with bottles.
A courtyard with outdoor seating, stone walls, and a staircase.

7. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
Afeefa
₩122,443
₩143,580 total
includes taxes & fees
Nov 17 - Nov 18
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 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
₩114,716
₩135,080 total
includes taxes & fees
Nov 8 - Nov 9
Villa I Barronci Resort & Spa
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 courtyard with stone buildings, arched doorways, and potted plants.
A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.

9. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
United States
Mary Margaret
₩242,487
₩266,736 total
includes taxes & fees
Oct 29 - Oct 30
Castello Vicchiomaggio
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A room with a glass table, a vase with flowers, a bottle of wine, and a chair.
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.

10. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Norway
Magdalena
₩360,156
₩408,029 total
includes taxes & fees
Nov 16 - Nov 17
Dievole 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 13 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 1 month 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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