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

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Oct 4 - Oct 5
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Oct 5 - Oct 6
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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 spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
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.

1. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
￥25,458
￥33,458 total
includes taxes & fees
Oct 26 - Oct 27
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 room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.
A narrow street with buildings on either side, a flag, and a bench.

2. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
￥18,463
￥21,375 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.
A resort with a swimming pool, terraced gardens, and a view of rolling hills.
An outdoor dining area with a long table set for a meal, surrounded by chairs, and string lights overhead.
A garden with tall cypress trees, a variety of shrubs, and a stone pathway.

3. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
United States
Lauren
￥124,492
￥138,362 total
includes taxes & fees
Oct 30 - Oct 31
COMO Castello Del Nero
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 restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.
A table set for breakfast with various dishes, drinks, and a newspaper.

4. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
￥76,544
￥85,976 total
includes taxes & fees
Oct 21 - Oct 22
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 modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.
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
￥16,487
￥18,491 total
includes taxes & fees
Nov 4 - Nov 5
Villa Casagrande Resort & SPA
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.

6. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Natalie
￥68,943
￥77,258 total
includes taxes & fees
Nov 4 - Nov 5
Borgo Vescine
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 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
￥39,530
￥44,549 total
includes taxes & fees
Oct 25 - Oct 26
Villa Le Barone
A person sitting in a corner of a room with tiled walls and a bench.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.
A poolside area with lounge chairs, umbrellas, and a swimming pool.
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.

8. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
￥17,304
￥20,279 total
includes taxes & fees
Nov 4 - Nov 5
Hotel Il Piccolo Castello
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.
A table with breakfast items, a clear view of the countryside, and a white umbrella.
A bathroom with a bathtub, a stone wall, and a wooden door.
A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.

9. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
Canada
Haris
￥11,888
￥14,143 total
includes taxes & fees
Nov 4 - Nov 5
Villa I Barronci Resort & Spa
An aerial view of a large estate with a swimming pool, tennis courts, and a vineyard.
A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.
An arched stone structure with a view of a landscaped garden and a building with outdoor seating.
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
￥54,365
￥61,579 total
includes taxes & fees
Nov 4 - Nov 5
The Club House
View all properties

Top Chianti Region Hotel Reviews

Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 2 days ago
Borgo Vescine
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

8/10 Good
"Under renovation so it could have been better"
Kimberli 1-night trip
Posted 3 days ago
Villa I Barronci Resort & Spa
Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"In a convenient location."
MELISSA 2-night trip
Posted 6 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 6 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 7 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 3 weeks ago
COMO Castello Del Nero

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