A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

Find Ski Hotels in Chianti Region

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chianti Region Ski Hotels

Our top choices for Chianti Region ski hotels

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

1. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (581 reviews)
"Great location amazing place"
United States
Rodolfo
The price is ￥10,981
￥13,492 total
includes taxes & fees
Nov 16 - Nov 17
La Certosa di Pontignano - Place of Charme
A spa area with a stone ceiling, a pool, and two sun loungers.

2. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (198 reviews)
"Great stay!"
United States
Afeefa
The price is ￥11,490
￥13,699 total
includes taxes & fees
Dec 1 - Dec 2
Hotel Palazzo San niccolò & Spa
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

3. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (212 reviews)
"Brautiful scenery, convenient location. Parking was great."
Canada
Kevork
The price is ￥16,919
￥19,671 total
includes taxes & fees
Nov 12 - Nov 13
Belvedere di San Leonino
A modern hotel room with a bed, a desk, a chair, and a TV.

4. Park Hotel Chianti

Park Hotel Chianti
4.0 star property
Tavarnelle Val di Pesa
9.0 out of 10, Wonderful, (282 reviews)
"The staff are very helpful and kind."
Canada
Manuel
The price is ￥9,080
￥11,052 total
includes taxes & fees
Nov 30 - Dec 1
Park Hotel Chianti
A courtyard with stone flooring, arched walkways, and a central fountain.

5. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (415 reviews)
"Restaurant was great. Towels have too much use"
United States
Ana
The price is ￥18,097
￥20,260 total
includes taxes & fees
Nov 30 - Dec 1
Villa Casagrande Resort & SPA
A spa area with stone walls, a white massage chair, and a potted plant.

6. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (306 reviews)
"Very helpful and friendly staff, beautiful and spacious room, and wonderful location in the most lovely town in Tuscany. We loved our stay!"
Canada
Elizabeth
The price is ￥16,745
￥19,479 total
includes taxes & fees
Dec 1 - Dec 2
Palazzo Leopoldo Dimora Storica & Spa
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

7. Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (117 reviews)
"Very buetifull hotel with magnificent view on Tuscany hills. Very kind staff, clean room and Very good breakfast."
United States
Arik
The price is ￥9,472
￥10,419 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Villa San Giorgio
A courtyard with snow-covered plants and a metal railing.

8. Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (46 reviews)
"Unique was the Terrasse… wonderful view on the village and surroundings"
Germany
Janine und Thomas
The price is ￥13,893
￥15,991 total
includes taxes & fees
Dec 3 - Dec 4
Bed & Breakfast Le Terrazze del Chianti
A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

9. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 reviews)
"The staff and experience staying at Castello Di Fonterutoli was amazing! Everyone was so kind and welcoming! Cannot wait to go back☺️"
United States
Micaela
The price is ￥23,766
￥26,848 total
includes taxes & fees
Nov 11 - Nov 12
Castello di Fonterutoli Wine Resort
An outdoor dining area with a table and chairs, surrounded by greenery and a view of a building in the background.

10. Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (53 reviews)
"Friendly host and great place to stay. "
Canada
Pasquale
The price is ￥16,014
￥18,321 total
includes taxes & fees
Nov 17 - Nov 18
Chiantirooms Guesthouse
A person sitting by a swimming pool with a stone building in the background.

11. Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
4.0 star property
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (532 reviews)
"It was a beautiful place. Location was perfect to travel around. It was very clean. Restaurant is decent and food was good. Breakfast was ok."
United States
Rahul
The price is ￥13,264
￥15,651 total
includes taxes & fees
Nov 27 - Nov 28
Hotel Borgo di Cortefreda Relais - Place of Charme
A poolside area with lounge chairs and a large pool, surrounded by well-manicured lawns and tall cypress trees.

12. One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful property with the best staff."
Canada
Hyun Min
The price is ￥35,109
￥38,620 total
includes taxes & fees
Nov 28 - Nov 29
One Belvedere Tuscany
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

13. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (219 reviews)
"This stay was absolutely perfect. The staff is amazing and we had a great time! The food is also great!"
Norway
Magdalena
The price is ￥41,696
￥47,278 total
includes taxes & fees
Nov 20 - Nov 21
Dievole Wine Resort
A spacious lobby with a reception desk, seating area, and a large vase.

14. Hotel Valdarno

Hotel Valdarno
4.0 star property
Montevarchi
8.8 out of 10, Excellent, (221 reviews)
"Clean hôtel, Nice breakfast, spacious rooms"
United States
Emmanuel
The price is ￥17,845
￥19,629 total
includes taxes & fees
Nov 12 - Nov 13
Hotel Valdarno
A modern interior with a yellow sofa, blue armchair, and a dining area with chairs and a table.

15. Moody smart & comfy Hotel

Moody smart & comfy Hotel
3.0 star property
Terranuova Bracciolini
9.6 out of 10, Exceptional, (13 reviews)
"Alles was perfect!"
Belgium
Rocco
The price is ￥15,354
￥20,069 total
includes taxes & fees
Nov 13 - Nov 14
Moody smart & comfy Hotel
A yellow building with stone pillars, multiple windows, and a statue in the garden.

16. Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (360 reviews)
"Very nice"
United Kingdom
James
The price is ￥17,852
￥19,637 total
includes taxes & fees
Nov 16 - Nov 17
Villa San Lucchese
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

17. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
4.0 star property
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (481 reviews)
"A nice place to relax for a few days and visit some castles and vineyards nearby."
Canada
Haris
The price is ￥12,107
￥14,377 total
includes taxes & fees
Dec 10 - Dec 11
Villa I Barronci Resort & Spa
A hotel with a prominent "HOTEL" sign, a name sign below, and a well-lit entrance.

18. Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (173 reviews)
"I always stay here when in town. The staff are lovely. The hotel is cozy. And the breakfast is the best you will find!"
United States
jessica
The price is ￥15,092
￥20,133 total
includes taxes & fees
Nov 14 - Nov 15
Hotel Il Viandante
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

19. Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (457 reviews)
"We really have a good time . We had dinner and breakfast was very good."
Ireland
Bulent
The price is ￥17,751
￥20,762 total
includes taxes & fees
Nov 11 - Nov 12
Hotel Borgo San Luigi
A balcony with a view of a town square, a clock tower, and a street with parked cars.

20. Hotel Bellavista Impruneta

Hotel Bellavista Impruneta
3.0 star property
Impruneta
9.2 out of 10, Wonderful, (135 reviews)
"We had a great stay at this hotel, staff was amazing and very helpful, room was excellent, clean and made us feel safe and comfortable!"
United States
NORMA
The price is ￥10,279
￥12,016 total
includes taxes & fees
Nov 11 - Nov 12
Hotel Bellavista Impruneta
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at ski hotels in Chianti Region

Resort
4 stars

Top Chianti Region Hotel Reviews

Explore a world of travel with Expedia