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 4 Star Hotels

Tonight
Oct 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Chianti Region 4-star hotels

A rock garden with various succulents and plants.
A modern building with the sign "Toscana Ambassador Hotel".
A modern bedroom with a large bed, a nightstand, a chair, and a TV.
A modern hotel lobby with a curved reception desk, seating areas, and large windows.

1. Hotel Toscana Ambassador

Hotel Toscana Ambassador
Poggibonsi
Canada
Marian
￥9,999
￥10,999 total
includes taxes & fees
Nov 24 - Nov 25
Hotel Toscana Ambassador
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.
Breakfast meal
A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

2. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
United States
yekta
￥17,662
￥20,658 total
includes taxes & fees
Nov 21 - Nov 22
Hotel Borgo San Luigi
A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.
A modern living room with leather furniture, a glass coffee table, and a white brick wall.
A modern hotel room with a bed, a desk, a chair, and a TV.
A modern bar area with purple seating, a laptop on a shelf, and a wine display.

3. Park Hotel Chianti

Park Hotel Chianti
Tavarnelle Val di Pesa
Canada
Manuel
￥10,315
￥12,400 total
includes taxes & fees
Nov 17 - Nov 18
Park Hotel Chianti
A spacious lobby with a reception desk, seating area, and a large vase.
A patio with a round table and chairs, potted plants, and a view of the building's interior.
A modern hotel lobby with a curved reception desk, seating area, and a bar.
A hotel room with two beds, a desk with a computer, a chair, and a tray of breakfast items.

4. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
￥17,196
￥18,916 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Valdarno
An indoor courtyard with stone flooring, arched columns, and tables set up for dining.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.
A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.
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
￥16,870
￥18,908 total
includes taxes & fees
Nov 8 - Nov 9
Villa Casagrande Resort & SPA
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 bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.

6. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
Canada
Haris
￥13,292
￥15,675 total
includes taxes & fees
Nov 24 - Nov 25
Villa I Barronci Resort & Spa
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.

7. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
￥23,383
￥26,775 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Villa Campomaggio
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.

8. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
￥27,092
￥35,196 total
includes taxes & fees
Oct 27 - Oct 28
Relais Vignale & Spa
A person sitting by a swimming pool with a stone building in the background.
A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.
A sunset scene with a person holding a child, benches, and umbrellas in a park setting.
An indoor dining area with stone walls, tables set with tablecloths and chairs, and hanging pendant lights.

9. Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
Tavarnelle Val di Pesa
United States
Sergey
￥17,282
￥20,064 total
includes taxes & fees
Nov 24 - Nov 25
Hotel Borgo di Cortefreda Relais - Place of Charme
A clear swimming pool with a view of a lush green landscape and distant hills.
A restaurant with multiple tables set for dining, featuring wooden beams and a chandelier.
A courtyard with outdoor seating, a gravel path, and a building covered in ivy.
A bar area with a fireplace, bar stools, a table with bottles, and a shelf with glasses.

10. Villa Le Barone

Villa Le Barone
Greve in Chianti
Canada
Tereza
￥38,948
￥43,897 total
includes taxes & fees
Oct 31 - Nov 1
Villa Le Barone
A restaurant with outdoor seating, wooden tables, and green chairs, overlooking a mountainous landscape.
A modern interior with a bar area, seating, and a large handprint mural.
A staircase with metal railings leading to a building with a tiled roof.
A poolside setting with a table, a hat, a plate of food, and two glasses of water.

11. Hotel Villa Cesi

Hotel Villa Cesi
Impruneta
United Kingdom
Anshi
￥13,185
￥15,558 total
includes taxes & fees
Nov 17 - Nov 18
Hotel Villa Cesi
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.
A poolside area with lounge chairs and a view of the night sky.
A rustic stone building with a garden in front.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

12. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
Canada
Kevork
￥16,836
￥19,573 total
includes taxes & fees
Oct 27 - Oct 28
Belvedere di San Leonino
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A building with arched windows, a courtyard with a pond, and a metal fence.

13. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United Kingdom
Stuart
￥9,425
￥11,422 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Casafrassi
A pool area with a water slide and a stage for performances.
A wooden interior with a high ceiling, a wooden door, and a view of an outdoor deck with chairs.
A modern kitchen with a built-in microwave, a sink, and a small dining area with a table set for breakfast.
A wooden cabin with a deck, a dining area, and a lounge with a table and chairs.

14. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
Figline e Incisa Valdarno
United Kingdom
Katie
Hu Norcenni Girasole Village
A round table with a white tablecloth, two white chairs, and a vase of flowers on a terrace with a stone wall and a scenic view of green hills.
A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.
A spa area with a stone ceiling, a hot tub, and a seating area.
A historic building with a courtyard, stone arches, and a tiled roof.

15. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
United States
deanna
￥29,107
￥33,072 total
includes taxes & fees
Oct 27 - Oct 28
Palazzo Squarcialupi
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.
A breakfast buffet with various pastries, fruits, and beverages.
A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

16. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
Canada
Patricia
￥12,583
￥14,544 total
includes taxes & fees
Nov 13 - Nov 14
Villa Sabolini
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A room with a sofa, a desk, a bunk bed, and a patterned floor.
A yellow building with stone pillars, multiple windows, and a statue in the garden.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

17. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United Kingdom
James
￥16,276
￥17,904 total
includes taxes & fees
Nov 24 - Nov 25
Villa San Lucchese
A couple dining at an outdoor table with a view of the countryside.
A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

18. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
￥16,278
￥18,960 total
includes taxes & fees
Nov 23 - Nov 24
Palazzo Leopoldo Dimora Storica & Spa
A person sitting in a hot tub with a waterfall feature in the background.
A dining area with tables and chairs, a chandelier, and wall-mounted lighting.
A spa area with wooden benches and a glass partition, a modern bathroom with a large sink, and a corridor leading to another room.
A tiled shower area with a square light fixture above the showerhead.

19. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
Canada
Maria
￥18,116
￥20,630 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Palazzo San Lorenzo & SPA
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A vineyard landscape with rows of grapevines and a person holding a glass.
A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.
A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

20. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
United States
Colleen
￥57,510
￥64,315 total
includes taxes & fees
Oct 31 - Nov 1
Locanda le Piazze
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Chianti Region.
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￥51,758
￥58,690 total
Oct 30 - Oct 31
includes taxes & fees
9.6/10 Exceptional! (295 reviews)
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COMO Castello Del Nero

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Strada Spicciano 7 Barberino Tavarnelle FI
￥113,582
￥126,347 total
Nov 8 - Nov 9
includes taxes & fees
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COMO Castello Del Nero
Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels

Loc. Fontebussi Cavriglia AR
￥42,174
￥47,446 total
Oct 25 - Oct 26
includes taxes & fees
8.2/10 Very Good! (22 reviews)
Chapter Chianti, a Member of Design Hotels
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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.

Learn more about Chianti Region

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

See all hotels in Chianti Region
Terraced vineyards on a hillside, a small village, and rolling green hills.

Top Chianti Region Hotel Reviews

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

8/10 Good
"Wine area not open"
Mark 4-night trip
Posted 10 hours ago
Villa Casagrande Resort & 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 1 month 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 1 month ago
Hu Norcenni Girasole Village

Frequently asked questions

What are the best 4-star hotels in Chianti Region?
Based on our guest reviews, Villa la Palagina is one of the best 4-star hotels in Chianti Region. Located in Figline e Incisa Valdarno, it includes concierge services and a terrace. Villa Casagrande Resort & SPA is another leading pick in this city. Also with a 4-star rating and featuring a terrace and a spa tub, it promises an enjoyable stay.
How much does it cost to stay in a 4-star hotel in Chianti Region?
With Expedia's filter tool, bagging an awesome deal on a 4-star hotel in Chianti Region just got simpler. Start by entering your chosen arrival date and length of your break. Then list the results by price and choose a property that best fits your style and budget.
  • Search for the lowest price from ￥47,446
What's the difference between 5-star and 4-star hotels in Chianti Region?
Treat yourself to luxury during your Chianti Region escape by checking in to a 4-star hotel. As well as featuring upmarket surroundings, these retreats are typically filled with amenities, including bathrobes, large beds and plenty more. A 5-star hotel will go the extra mile to make your stay an even more lavish and special one. 24-hour front desk, luxurious spas and world-class dining are only the start of the first-rate conveniences and services you'll likely get access to.

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