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
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Chianti Region hotels with a golf course

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 historic building with a stone facade, arched entrance, and a wooden balcony.
An indoor swimming pool with clear glass walls, wooden beams, and large windows.

1. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
￥18,338
￥20,531 total
includes taxes & fees
Oct 25 - Oct 26
Villa Casagrande Resort & SPA
A swimming pool with a view of a historic building surrounded by olive trees.
A formal dining room with a long table set for a meal, ornate ceiling, and classical architecture.
An outdoor café with tables and chairs, surrounded by stone walls and greenery.
An aerial view of a castle with a courtyard, surrounded by vineyards and dense trees.

2. Castello di Meleto

Castello di Meleto
Gaiole in Chianti
Canada
Vinesh
￥36,203
￥41,264 total
includes taxes & fees
Sep 27 - Sep 28
Castello di Meleto
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.

3. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
￥21,169
￥24,547 total
includes taxes & fees
Sep 27 - Sep 28
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 woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.
A bathroom with a bathtub, a stone wall, and a wooden door.

4. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
United States
Juan Antonio
￥13,308
￥15,720 total
includes taxes & fees
Oct 25 - Oct 26
Villa I Barronci Resort & Spa
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
A room with a sofa, a desk, a bunk bed, and a patterned floor.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

5. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United States
Simona
￥19,716
￥22,769 total
includes taxes & fees
Sep 25 - Sep 26
Villa San Lucchese
A courtyard with a statue, stone walls, and a reception sign.
A modern bathroom with a marble vanity, a large mirror, a shower with glass doors, and a wooden ceiling.
A wooden pathway leading to a pool area with a gazebo and potted plants.
An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.

6. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
Australia
Robert
￥24,453
￥27,619 total
includes taxes & fees
Oct 25 - Oct 26
Relais Della Rovere
A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.
A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.
A hotel room with a bed, a desk, a chair, and a window with curtains.
A spacious living area with a sofa, a coffee table, and a view of buildings through large windows.

7. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
Colle di Val d'Elsa
Canada
Sheila
￥12,531
￥14,326 total
includes taxes & fees
Sep 27 - Sep 28
Hotel La Vecchia Cartiera
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.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.

8. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
￥27,779
￥36,089 total
includes taxes & fees
Oct 8 - Oct 9
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 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.

9. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
￥29,323
￥33,336 total
includes taxes & fees
Oct 25 - Oct 26
Palazzo Leopoldo Dimora Storica & Spa
A balcony with a table set for two, two wine glasses, and a bottle of wine.
A stone building with a sloped roof, multiple windows, and a staircase leading to an upper level.
A cozy room with a large window, a wooden table, a red chair, a bookshelf, and a cactus plant.
A breakfast table with a bowl of fruit, a pitcher of orange juice, and a cup of coffee.

10. Le Cetinelle B&B

Le Cetinelle B&B
Greve in Chianti
United States
Sebastian
￥18,907
￥21,519 total
includes taxes & fees
Oct 5 - Oct 6
Le Cetinelle B&B
View all properties

Top Chianti Region Hotel Reviews

Castello Vicchiomaggio

Castello Vicchiomaggio

8/10 Good
"Really liked the location! Helpful staff."
Jacob 1-night trip
Posted 1 day ago
Castello Vicchiomaggio
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"Perfect can’t fault it. Maybe a bigger train/bus at peak times would help. Lovely restaurant, bars, ice cream. Clean swimming pools. Good, kind, friendly staff. Safe place. Clean accommodation. Peaceful environment. Must take mosquito treatment as they’re bad out here. Lovely bonus is the pump at the pools to pump donuts up. Can’t fault it. Will 100000% return."
Sade 3-night trip
Posted 3 days ago
Hu Norcenni Girasole Village
Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"Beautiful small medieval town with castle and narrow streets. Close to wineries but not much else to do….location is very beautiful on top of hill."
mark 1-night trip
Posted 5 days ago
Relais Vignale & Spa
Palagina la Dimora

Palagina la Dimora

8/10 Good
"Nice property to relax. Pool is nice. Breakfast is meh but works. Room was spacious although felt outdated and lacking lighting. Some staff were very helpful while some could have been more friendly."
Rayvant 1-night trip
Posted 7 days ago
Palagina la Dimora
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 13 days ago
COMO Castello Del Nero
Borgo Vescine

Borgo Vescine

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."
Nadege 1-night trip
Posted 2 weeks ago
Borgo Vescine
Villa Le Barone

Villa Le Barone

10/10 Excellent
"Excellent stay with wonderful , friendly staff!"
Kathleen 3-night trip
Posted 2 weeks ago
Villa Le Barone

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