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 9 - Oct 10
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Oct 10 - Oct 11
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Oct 9 - Oct 11
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Oct 16 - Oct 18

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.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

1. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
₩231,420
₩300,644 total
includes taxes & fees
Oct 19 - Oct 20
Relais Vignale & Spa
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
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.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

2. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
₩734,921
₩823,425 total
includes taxes & fees
Oct 22 - Oct 23
Hotel Le Fontanelle
A couple dining at an outdoor table with a view of the countryside.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.
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
₩147,653
₩171,425 total
includes taxes & fees
Nov 1 - Nov 2
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.

4. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
United States
Lauren
₩1,026,236
₩1,140,900 total
includes taxes & fees
Oct 29 - Oct 30
COMO Castello Del Nero
A courtyard with stone flooring, arched walkways, and a central fountain.
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 stone-walled room with a brick ceiling, featuring a row of white sofas and a small table with a candle.

5. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
₩137,023
₩153,735 total
includes taxes & fees
Nov 8 - Nov 9
Villa Casagrande Resort & SPA
A clear swimming pool with a view of a lush green landscape and distant hills.
A courtyard with outdoor seating, a gravel path, and a building covered in ivy.
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.

6. Villa Le Barone

Villa Le Barone
Greve in Chianti
₩333,994
₩376,399 total
includes taxes & fees
Oct 25 - Oct 26
Villa Le Barone
A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.
An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.
A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.
A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.

7. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Natalie
₩628,015
₩702,856 total
includes taxes & fees
Nov 4 - Nov 5
Borgo Vescine
An aerial view of a large estate with a swimming pool, tennis courts, and a vineyard.
An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.
A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.
An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

8. The Club House

The Club House
Castelnuovo Berardenga
United States
Natalyn
₩479,740
₩542,764 total
includes taxes & fees
Nov 1 - Nov 2
The Club House
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 poolside area with lounge chairs, umbrellas, and a swimming pool.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

9. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
₩150,173
₩175,728 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Il Piccolo Castello
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.

10. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
Canada
Haris
₩100,236
₩119,289 total
includes taxes & fees
Nov 8 - Nov 9
Villa I Barronci Resort & Spa
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."
Frank 4-night trip
Posted 1 day ago
Castello Vicchiomaggio
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

8/10 Good
"Beautiful views, good location, nice restaurants nearby, friendly staff, lovely breakfast. The heated pool is a nice touch but was always busy, even now, out of season. Sadly, the place felt a little bit run down in the outdoor areas, broken / rotten outdoor furniture and a lot of rubbish dumped around the car park. Beware the huge ants if you plan to stay in the ‘treehouse’; which we felt would benefit from a little renovation, redecoration and sealing better against insects."
Mr Thomas 1-night trip
Posted 1 day 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 7 days ago
Borgo Vescine
Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"In a convenient location."
MELISSA 2-night trip
Posted 11 days ago
Relais Vignale & Spa
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 11 days 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 12 days 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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