The Best Romantic Hotels in Chianti Region from AED 311 in 2026 | Expedia

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Chianti Region Romantic Hotels

Tonight

Tomorrow

This weekend

Next weekend

16 Oct - 18 Oct

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.

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

Castelnuovo Berardenga

United States

Leslie

AED 354

AED 423 total

includes taxes & fees

2 Nov - 3 Nov

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.

2. Hotel Villa Campomaggio

Radda in Chianti

United States

Dario

AED 606

AED 691 total

includes taxes & fees

3 Nov - 4 Nov

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.

A table with breakfast items, a clear view of the countryside, and a white umbrella.

A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.

3. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Canada

Haris

AED 260

AED 311 total

includes taxes & fees

8 Nov - 9 Nov

An indoor courtyard with stone flooring, arched columns, and tables set up for dining.

An indoor swimming pool with clear glass walls, wooden beams, and large windows.

A historic building with a stone facade, arched entrance, and a wooden balcony.

A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.

4. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

United States

Ana

AED 375

AED 420 total

includes taxes & fees

8 Nov - 9 Nov

A couple dining at an outdoor table with a view of the countryside.

A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

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.

5. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Canada

Elizabeth

AED 405

AED 470 total

includes taxes & fees

1 Nov - 2 Nov

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 rustic stone building with a garden in front.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

6. Belvedere di San Leonino

Castellina in Chianti

United States

Michelle Reene

AED 413

AED 479 total

includes taxes & fees

10 Oct - 11 Oct

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 courtyard with stone buildings, arched doorways, and potted plants.

7. Castello Vicchiomaggio

Greve in Chianti

United States

Mary Margaret

AED 663

AED 730 total

includes taxes & fees

9 Oct - 10 Oct

A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.

An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.

A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.

A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.

8. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

Canada

Ariel

AED 367

AED 436 total

includes taxes & fees

21 Oct - 22 Oct

View all properties

Top Chianti Region Hotel Reviews

Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent

"A unique stay with a picturesque view. Breakfast, lunch, and dinner were fantastic. The property was great for relaxing at but also a good launching spot for exploring some of the nearby towns and sites."

Borgo Vescine

Borgo Vescine

10/10 Excellent

"The staff was amazing and incredibly kind."

Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent

"In a convenient location."

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."

Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent

"Great hotel"

Explore a world of travel with Expedia