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 Golf Hotels

Tonight
Oct 17 - Oct 18
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Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Chianti Region hotels with a golf course

An outdoor dining area with a pool, potted plants, and umbrellas.
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.
A villa with a swimming pool, outdoor seating, and a garden.

1. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
￥27,332
￥35,509 total
includes taxes & fees
Oct 26 - Oct 27
Relais Vignale & Spa
A spacious interior with high arched ceilings, stone walls, and a central round mirror reflecting the room. Tables and chairs are arranged for dining or socializing.
A resort with a swimming pool, terraced gardens, and a view of rolling hills.
A garden with tall cypress trees, a variety of shrubs, and a stone pathway.
An outdoor dining area with a long table set for a meal, surrounded by chairs, and string lights overhead.

2. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
United States
Lauren
￥114,589
￥127,466 total
includes taxes & fees
Nov 14 - Nov 15
COMO Castello Del Nero
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 dining table with wine glasses, a bottle, and plates of food, set against a window with a view of a balcony and flowers.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

3. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
￥18,424
￥21,331 total
includes taxes & fees
Nov 2 - Nov 3
Palazzo Leopoldo Dimora Storica & Spa
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A table set for breakfast with various dishes, drinks, and a newspaper.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.

4. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
￥74,645
￥83,882 total
includes taxes & fees
Oct 28 - Oct 29
Hotel Le Fontanelle
A courtyard with stone flooring, arched walkways, and a central fountain.
A historic building with a stone facade, arched entrance, and a wooden balcony.
A stone-walled room with a brick ceiling, featuring a row of white sofas and a small table with a candle.
An indoor swimming pool with clear glass walls, wooden beams, and large windows.

5. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
￥17,048
￥19,108 total
includes taxes & fees
Nov 8 - Nov 9
Villa Casagrande Resort & SPA
A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.
A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.
A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.
An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.

6. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Natalie
￥63,601
￥71,380 total
includes taxes & fees
Oct 28 - Oct 29
Borgo Vescine
A clear swimming pool with a view of a lush green landscape and distant hills.
A bar area with a fireplace, bar stools, a table with bottles, and a shelf with glasses.
A courtyard with outdoor seating, a gravel path, and a building covered in ivy.
A room with a wooden ceiling, a sofa, a coffee table, a lamp, and a TV.

7. Villa Le Barone

Villa Le Barone
Greve in Chianti
Canada
Tereza
￥39,362
￥44,365 total
includes taxes & fees
Oct 31 - Nov 1
Villa Le Barone
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.
A room with a sofa, a desk, a bunk bed, and a patterned floor.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

8. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United Kingdom
James
￥17,879
￥19,667 total
includes taxes & fees
Nov 4 - Nov 5
Villa San Lucchese
An aerial view of a large estate with a swimming pool, tennis courts, and a vineyard.
A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.
An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.
An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

9. The Club House

The Club House
Castelnuovo Berardenga
United States
Natalyn
￥53,118
￥60,203 total
includes taxes & fees
Nov 3 - Nov 4
The Club House
A person sitting in a corner of a room with tiled walls and a bench.
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A bathroom with a glass-enclosed shower, a white sink, and a large mirror with wall sconces.
A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.

10. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
￥17,689
￥20,699 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Il Piccolo Castello
View all properties

Top Chianti Region Hotel Reviews

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"Great spot and friendly staff."
Chris 4-night trip
Posted 8 days ago
Villa I Barronci Resort & Spa
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 2 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
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."
Maya 4-night trip
Posted 3 weeks ago
Hu Norcenni Girasole Village
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 1 month ago
COMO Castello Del Nero

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