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 12 - Oct 13
Tomorrow
Oct 13 - Oct 14
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 villa with a swimming pool, outdoor seating, and a garden.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
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
￥27,338
￥35,516 total
includes taxes & fees
Oct 19 - Oct 20
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.
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.

2. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
United States
Lauren
￥116,063
￥129,088 total
includes taxes & fees
Nov 11 - Nov 12
COMO Castello Del Nero
A couple dining at an outdoor table with a view of the countryside.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
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.

3. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
￥17,442
￥20,250 total
includes taxes & fees
Nov 1 - Nov 2
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 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 table set for breakfast with various dishes, drinks, and a newspaper.
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
￥73,793
￥82,945 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Le Fontanelle
A courtyard with stone flooring, arched walkways, and a central fountain.
A stone-walled room with a brick ceiling, featuring a row of white sofas and a small table with a candle.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.
A historic building with a stone facade, arched entrance, and a wooden balcony.

5. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
￥17,095
￥19,159 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 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.
An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.

6. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Natalie
￥64,371
￥72,227 total
includes taxes & fees
Nov 6 - Nov 7
Borgo Vescine
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 poolside area with lounge chairs, umbrellas, and a swimming pool.

7. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
￥17,693
￥20,704 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Il Piccolo Castello
A clear swimming pool with a view of a lush green landscape and distant hills.
A room with a wooden ceiling, a sofa, a coffee table, a lamp, and a TV.
A bar area with a fireplace, bar stools, a table with bottles, and a shelf with glasses.
A garden with pink roses, a lawn, and a white umbrella.

8. Villa Le Barone

Villa Le Barone
Greve in Chianti
Canada
Tereza
￥39,454
￥44,463 total
includes taxes & fees
Oct 25 - Oct 26
Villa Le Barone
A courtyard with a statue, stone walls, and a reception sign.
A wooden pathway leading to a pool area with a gazebo and potted plants.
A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.
An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.

9. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
United States
Megan
￥22,197
￥25,126 total
includes taxes & fees
Oct 31 - Nov 1
Relais Della Rovere
A well-maintained garden with geometric hedges and a pathway leading to a building with multiple windows and outdoor seating.
A room with a large window offering a view of a vineyard and distant hills.
A restaurant with tables set for dining, large umbrellas, and a view of the landscape.
A terrace with a table set for dining, surrounded by a metal railing, overlooking a swimming pool and a lush landscape.

10. Palagina la Dimora

Palagina la Dimora
Figline e Incisa Valdarno
Canada
Rayvant
￥11,678
￥13,201 total
includes taxes & fees
Oct 13 - Oct 14
Palagina la Dimora
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 2 days ago
Villa I Barronci Resort & Spa
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 4 days ago
Castello Vicchiomaggio
Borgo Vescine

Borgo Vescine

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

Relais Vignale & Spa

10/10 Excellent
"In a convenient location."
MELISSA 2-night trip
Posted 2 weeks 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 2 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 2 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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