The Best 4 Star Hotels in Chianti Region from AED 209

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Our top choices for Chianti Region 4-star hotels

A modern building with the sign "Toscana Ambassador Hotel".

1. Hotel Toscana Ambassador

Poggibonsi

Marian

AED 249 total

includes taxes & fees

20 Nov - 21 Nov

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

2. Hotel Borgo San Luigi

Monteriggioni

Bulent

AED 481 total

includes taxes & fees

11 Nov - 12 Nov

A modern hotel room with a bed, a desk, a chair, and a TV.

3. Park Hotel Chianti

Tavarnelle Val di Pesa

Manuel

AED 255 total

includes taxes & fees

30 Nov - 1 Dec

A spacious lobby with a reception desk, seating area, and a large vase.

4. Hotel Valdarno

Montevarchi

Emmanuel

AED 458 total

includes taxes & fees

11 Dec - 12 Dec

A courtyard with stone flooring, arched walkways, and a central fountain.

5. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

AED 470 total

includes taxes & fees

30 Nov - 1 Dec

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

6. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Haris

AED 340 total

includes taxes & fees

11 Dec - 12 Dec

A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

7. Hotel Villa Campomaggio

Radda in Chianti

Dario

An outdoor dining area with a pool, potted plants, and umbrellas.

8. Relais Vignale & Spa

Radda in Chianti

Ron

A person sitting by a swimming pool with a stone building in the background.

9. Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

Rahul

AED 363 total

includes taxes & fees

27 Nov - 28 Nov

A clear swimming pool with a view of a lush green landscape and distant hills.

10. Villa Le Barone

Greve in Chianti

Tereza

A poolside setting with a table, a hat, a plate of food, and two glasses of water.

11. Hotel Villa Cesi

Impruneta

Anshi

AED 328 total

includes taxes & fees

11 Nov - 12 Nov

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

12. Belvedere di San Leonino

Castellina in Chianti

Kevork

AED 456 total

includes taxes & fees

28 Nov - 29 Nov

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

13. Hotel Casafrassi

Castellina in Chianti

Stuart

AED 266 total

includes taxes & fees

18 Nov - 19 Nov

A wooden cabin with a deck, a dining area, and a lounge with a table and chairs.

14. Hu Norcenni Girasole Village

Figline e Incisa Valdarno

Katie

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.

15. Palazzo Squarcialupi

Castellina in Chianti

deanna

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

16. Villa Sabolini

Colle di Val d'Elsa

Patricia

AED 331 total

includes taxes & fees

24 Nov - 25 Nov

A yellow building with stone pillars, multiple windows, and a statue in the garden.

17. Villa San Lucchese

Poggibonsi

James

AED 456 total

includes taxes & fees

16 Nov - 17 Nov

A spa area with stone walls, a white massage chair, and a potted plant.

18. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

AED 451 total

includes taxes & fees

3 Dec - 4 Dec

A swimming pool, steps, and a grassy area with umbrellas.

19. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

Kerry

AED 431 total

includes taxes & fees

15 Nov - 16 Nov

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

20. Locanda le Piazze

Castellina in Chianti

alexander

Top Chianti Region Hotel Reviews

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

Castello La Leccia

Castellina in Chianti

10/10 Excellent

Sarah

A building with a staircase, potted plants, and a garden area.

Art Hotel Villa Agape - Place of Charme

Oltrarno

10/10 Excellent

Amazing in every way. The beauty of waking around is unlike any other. When we got there after a long day of traveling we had just missed the lunchtime to eat, and when went to shower the handle broke off- this is not a complaint. First they extended lunch without being asked and fixed the shower within minutes. From there on everything was amazing. Take time to eat the incredible breakfast in the garden, watch the breathtaking sunset in the back it’s incredible. Alessio- does it all he was...

John

A spacious living room with a large grey sofa, yellow armchairs, and a chandelier.

Hotel Horto Convento

Historic Centre of Florence

10/10 Excellent

Jassiel

The entrance to Hotel Spadaï Firenze with a modern design, including a reception desk and a chandelier.

Hotel Spadai

Historic Centre of Florence

10/10 Excellent

Richard

A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

10/10 Excellent

Anonymous traveler

Belvedere di San Leonino

Castellina in Chianti

10/10 Excellent

Oh wow, perfect vacation and a real Tuscany atmosphere, the hotel is a magical old yet perfectly renovated property, the room was amazingly clean and equipped with everything we needed, the pool was open until 8pm and it’s never crowded, very peaceful area, almost like a fantasy movie, breakfast was great, especially the cheese , local pastries and coffee , the staff was lovely, very friendly and helpful, but the real deal was DINNER , I cannot say enough about the food and wine they make,...

Lior

A courtyard with snow-covered plants and a metal railing.

Bed & Breakfast Le Terrazze del Chianti

Tavarnelle Val di Pesa

10/10 Excellent

Anonymous traveler

A swimming pool with lounge chairs, a stone wall, and a building with a tiled roof.

Viesca Toscana Suites & Villas

Reggello

10/10 Excellent

I cannot say enough great things about Viesca Toscana. We were only there for four days but I wish we had spent our entire trip here. The photos don’t do the grounds or property justice. It’s absolutely beautiful. The staff were so helpful and always went above and beyond. I can’t wait to come back with my whole extended family and stay in one of their villas. Thank you for making Tuscany the absolute highlight of our trip!

Noelle

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

Palazzo Pacini

Colle di Val d'Elsa

10/10 Excellent

Simply charming. Located just a block from the Old Town and surrounded by medieval buildings, churches, and towers. Everything was perfect; the breakfast was delicious and made to order. The fruit, bread, and jams were fresh—no preservatives or pre-packaged products. The person in charge of the kitchen was very kind and attentive. The rooms were lovely, featuring antique furniture, and ours offered incredible views of the Tuscan landscape. We were treated like royalty. Furthermore, the location...

Anaisa

An outdoor patio with stone flooring, tables, chairs, string lights, and potted plants.

Agriturismo Montemagni di Sopra

Greve in Chianti

10/10 Excellent

We absolutely loved our stay. Such a wonderful family who own and run the agriturismo, which is close to Greve, Chianti. If your idea of a stay in Tuscany is to be in a restored villa with all the amenities, surrounded by vineyards and olive groves, drinking the top notch wine produced by the family, eating an incredible dinner on the terrace (including their own olive oil) and having space to relax at the pool or patio, then please book at Agriturismo Montemagni di Sopra. Super easy to get...

Cathy

A traditional stone building with a garden featuring geometric hedges and potted plants.

Badia a Coltibuono

Gaiole in Chianti

10/10 Excellent

Grace

Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

10/10 Excellent

We cannot recommend this hotel enough. The price was so worth it. The resort has a delicious restaurant, comfortable and luxurious accommodations, a lovely bar, relaxing pool area, and the most amazing Tuscan hills view. We can attest that the romantic sunset they promote is spot on. There is a quaint downtown a 10 minutes walk away as well. It was conveniently located to Florence and many other Tuscan locations. It was amazing to get an authentic Tuscan experience.

Alyssa

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

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Excellent

Jeffrey

Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

10/10 Excellent

Fred

Villa San Lucchese

Poggibonsi

10/10 Excellent

Beautiful property with large rooms, parlors, great staff, great restaurant, etc. We arrived late and the kitchen was closed, but they made one call and re-opened it for us and served an amazing meal with late night enthusiasm on a beautiful deck. The rooms were large, nice baths and very comfortable beds. We wanted to stay another night to relax by the pool and enjoy the wonderful grounds, but they were booked so we had to move on as this was a last minute booking. Great breakfast in the...

Anonymous traveler

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 has concierge services and private winery tours. Villa Casagrande Resort & SPA is another popular option in this city. Also rated 4 stars and offering concierge services and a winery, you're sure to have a comfortable 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 AED 209

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.

Does Chianti Region have any 4-star all-inclusive resorts?

Use our search filters to look for 4-star all-inclusive hotels in Chianti Region. If you can't find any, take a look at stays like Villa Casagrande Resort & SPA and Villa la Palagina. These 4-star escapes are located in Figline e Incisa Valdarno and a hit with travelers seeking upscale comforts and first-rate service.

Find 4 Star Hotels in Chianti Region from AED 209

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region 4-star hotels

1. Hotel Toscana Ambassador

2. Hotel Borgo San Luigi

3. Park Hotel Chianti

4. Hotel Valdarno

5. Villa Casagrande Resort & SPA

6. Villa I Barronci Resort & Spa

7. Hotel Villa Campomaggio

8. Relais Vignale & Spa

9. Hotel Borgo di Cortefreda Relais - Place of Charme

10. Villa Le Barone

11. Hotel Villa Cesi

12. Belvedere di San Leonino

13. Hotel Casafrassi

14. Hu Norcenni Girasole Village

15. Palazzo Squarcialupi

16. Villa Sabolini

17. Villa San Lucchese

18. Palazzo Leopoldo Dimora Storica & Spa

19. Hotel Palazzo San Lorenzo & SPA

20. Locanda le Piazze

Top Chianti Region Hotel Reviews

Castello La Leccia

10/10 Excellent

Frequently Asked Questions

What are the best 4-star hotels in Chianti Region?

How much does it cost to stay in a 4-star hotel in Chianti Region?

What's the difference between 5-star and 4-star hotels in Chianti Region?

Does Chianti Region have any 4-star all-inclusive resorts?

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