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 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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 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.

1. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
₩228,580
₩300,409 total
includes taxes & fees
Oct 8 - Oct 9
Relais Vignale & Spa
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
An outdoor patio with stone flooring, a table with chairs, and potted plants.
A modern bathroom with a large wooden ceiling, a stone-tiled shower, and a round vessel sink.

2. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
Canada
Raman
₩203,426
₩234,935 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Borgo San Luigi
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.
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.
A table with breakfast items, a clear view of the countryside, and a white umbrella.

3. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
United States
Juan Antonio
₩160,008
₩185,580 total
includes taxes & fees
Oct 22 - Oct 23
Villa I Barronci Resort & Spa
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.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.

4. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Jason
₩182,805
₩204,275 total
includes taxes & fees
Sep 30 - Oct 1
Villa Casagrande Resort & SPA
A couple dining at an outdoor table with a view of the countryside.
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.
A dining table with wine glasses, a bottle, and plates of food, set against a window with a view of a balcony and flowers.

5. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
₩237,024
₩270,299 total
includes taxes & fees
Oct 21 - Oct 22
Palazzo Leopoldo Dimora Storica & Spa
A clear swimming pool with a view of a lush green landscape and distant hills.
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.
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
Aditi
₩324,020
₩365,993 total
includes taxes & fees
Oct 11 - Oct 12
Villa Le Barone
A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.
A large estate with a swimming pool, surrounded by lush greenery and rolling hills.
A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.
A swimming pool with lounge chairs and umbrellas, a stone building with a dome roof, and a forested hillside in the background.

7. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
United States
George
₩237,821
₩271,176 total
includes taxes & fees
Oct 14 - Oct 15
Hotel Casolare Le Terre Rosse
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.
A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.

8. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Gabrielle
₩736,091
₩822,461 total
includes taxes & fees
Oct 20 - Oct 21
Borgo Vescine
A stone building with a swimming pool, surrounded by trees and a view of the landscape.
A stone building with a paved entrance and a well-maintained garden with potted plants.
A stone-walled terrace with a table set for two, a bottle, and candles.
A stone wall with a rustic stone building partially visible behind it.

9. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
United States
Ashley
₩219,230
₩249,129 total
includes taxes & fees
Oct 13 - Oct 14
Relais la Costa - Dimora Storica
A spacious indoor area with arched windows, wooden furniture, and hanging plants.
A stone pathway leading to a terrace with potted plants and flowers, overlooking a hillside with houses.
An outdoor dining area with tables set for a meal, large windows, and a stone wall in the background.
A swimming pool with a clear blue water surface, surrounded by a brick deck and a grassy area with trees.

10. Relais Villa Olmo

Relais Villa Olmo
Impruneta
United States
Mohamed
₩240,796
₩269,661 total
includes taxes & fees
Oct 19 - Oct 20
Relais Villa Olmo
View all properties

Top Chianti Region Hotel Reviews

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 8 hours 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 2 days ago
Relais Vignale & Spa
Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"very nice historic hotel with great views of the country side and great atmphere. Room size and ammenities were wonderful. The breakfeast was great. Restaurant was nice with historic dishes. Only down side was the gluten and nut free options were limited...mainly for gluten sufferers, since the only gluten free pasta is Penne, which is not great for all dishes and frustratingsince Italy produces a very large variety of great gluten free pasta shapes. Also, my travel partner and I did the same pasta, one gluten free (penne) and one not gluten free. The non-gluten-free pasta came beautifully presented, while the gluten-free pasta came like it was thrown together last minute… like as if you were sitting at your own kitchen table. Impression given with the dinner is that people with allergies, are more a bit of a bother, and the typical mission in Italy, to give visitors an excellent culinary experience, is more less abandoned for people with allergies. that said, accommodating allergies is very difficult these days and at least the menu was clear about which foods contain which allergens."
edward 2-night trip
Posted 4 days ago
Castello Vicchiomaggio
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 4 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 10 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 11 days ago
Borgo Vescine
Villa Le Barone

Villa Le Barone

10/10 Excellent
"Excellent stay with wonderful , friendly staff!"
Kathleen 3-night trip
Posted 12 days ago
Villa Le Barone

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