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 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Chianti Region hotels with a golf course

An outdoor dining area with a pool, potted plants, and umbrellas.
A restaurant with a table set for two, overlooking a scenic landscape.
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.

1. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
￥27,231
￥35,377 total
includes taxes & fees
Oct 24 - Oct 25
Relais Vignale & Spa
A couple dining at an outdoor table with a view of the countryside.
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 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.

2. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
￥18,357
￥21,252 total
includes taxes & fees
Nov 2 - Nov 3
Palazzo Leopoldo Dimora Storica & 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.
An outdoor dining area with a long table set for a meal, surrounded by chairs, and string lights overhead.
An outdoor dining area with tables and chairs, a chef preparing food, and a scenic view in the background.
A resort with a swimming pool, terraced gardens, and a view of rolling hills.

3. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
United States
Lauren
￥114,164
￥126,993 total
includes taxes & fees
Nov 13 - Nov 14
COMO Castello Del Nero
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.
A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.
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
￥74,369
￥83,572 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
￥16,140
￥18,109 total
includes taxes & fees
Nov 15 - Nov 16
Villa Casagrande Resort & SPA
A clear swimming pool with a view of a lush green landscape and distant hills.
A garden with pink roses, a lawn, and a white umbrella.
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.

6. Villa Le Barone

Villa Le Barone
Greve in Chianti
Canada
Tereza
￥39,294
￥44,287 total
includes taxes & fees
Oct 31 - Nov 1
Villa Le Barone
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.
An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.
An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.

7. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Natalie
￥63,366
￥71,115 total
includes taxes & fees
Oct 28 - Oct 29
Borgo Vescine
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A yellow building with stone pillars, multiple windows, and a statue in the garden.
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
￥17,847
￥19,632 total
includes taxes & fees
Nov 16 - Nov 17
Villa San Lucchese
A person sitting in a corner of a room with tiled walls and a bench.
A bathroom with a glass-enclosed shower, a white sink, and a large mirror with wall sconces.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.
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.

9. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
￥17,624
￥20,623 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Il Piccolo Castello
An aerial view of a large estate with a swimming pool, tennis courts, and a vineyard.
An arched stone structure with a view of a landscaped garden and a building with outdoor seating.
A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.
A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

10. The Club House

The Club House
Castelnuovo Berardenga
United States
Natalyn
￥52,553
￥59,582 total
includes taxes & fees
Nov 1 - Nov 2
The Club House
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 7 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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